Juglone, also known as 5-hydroxy-1,4-naphthoquinone, is a natural compound found in the roots, leaves, and hulls of walnut trees (Juglans regia). It exhibits a range of biological activities, including antimicrobial, antifungal, and insecticidal properties. Juglone is synthesized through a biosynthetic pathway involving the conversion of the amino acid tryptophan. It has been studied for its potential applications in agriculture as a natural pesticide and fungicide. Juglone's antifungal activity is particularly significant, as it has shown effectiveness against various plant pathogens. The compound's antimicrobial properties are attributed to its ability to disrupt microbial cell membranes and interfere with their metabolic processes. The potential of juglone as a natural pest control agent has generated significant interest in agricultural research.'
juglone: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
juglone : A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| ID Source | ID |
|---|---|
| PubMed CID | 3806 |
| CHEMBL ID | 43612 |
| CHEBI ID | 15794 |
| SCHEMBL ID | 34185 |
| MeSH ID | M0046458 |
| Synonym |
|---|
| 5-hydroxy-naphthalene-1,4-dione |
| nsc-622948 |
| 1, 8-hydroxy- |
| 5-hydroxy-1,4-naphthalenedione |
| CHEBI:15794 , |
| 1,4-naphthalenedione, 5-hydroxy- |
| 1,4-naphthoquinone, 5-hydroxy- |
| NSC34266 , |
| nsc-34266 |
| KBIO1_001026 |
| DIVK1C_001026 |
| SDCCGMLS-0066542.P001 |
| nsc 622948 |
| 1,4-naphthoquinone, 8-hydroxy- |
| ccris 5423 |
| 5-hydroxy-1,4-naftochinon [czech] |
| brn 1909764 |
| caswell no. 515aa |
| einecs 207-567-5 |
| nsc 153189 |
| SPECTRUM4_001769 |
| SPECTRUM_000415 |
| BIO2_000409 |
| BIO1_001419 |
| BIO1_000441 |
| BIO2_000889 |
| BIO1_000930 |
| 5-hnq |
| nsc622948 |
| 5-hydroxynaphthalene-1,4-dione |
| SMP1_000168 |
| CMAP_000058 |
| juglone |
| 481-39-0 |
| 5-hydroxy-1,4-naphthoquinone |
| C03840 |
| nci 2323 |
| 8-hydroxy-1,4-naphthoquinone |
| yuglon |
| 5-hydroxy-1,4-naphthosemiquinone |
| juglon |
| nsc-153189 |
| 5-hydroxynaphthoquinone |
| c.i. 75500 |
| c.i. natural brown 7 |
| jugnlon |
| nsc153189 |
| nucin |
| iuglon |
| juglane |
| regianin |
| akhnot |
| wln: l66 bv evj gq |
| inchi=1/c10h6o3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12 |
| 5-hydroxy-1,4-naphthoquinone, 97% |
| 5-hydroxy-p-naphthoquinone |
| NCGC00095247-03 |
| NCGC00095247-01 |
| NCGC00095247-02 |
| KBIO2_003463 |
| KBIO3_000914 |
| KBIO2_005038 |
| KBIO3_002948 |
| KBIO2_006031 |
| KBIO2_002470 |
| KBIO2_007606 |
| KBIOSS_002477 |
| KBIO2_005633 |
| KBIOGR_002257 |
| KBIOSS_000895 |
| KBIO2_000895 |
| KBIO3_000913 |
| KBIO2_000497 |
| KBIO3_002176 |
| KBIOSS_000497 |
| KBIO2_003065 |
| KBIOGR_000497 |
| KBIOGR_002470 |
| SPBIO_000856 |
| SPECTRUM2_000778 |
| SPECTRUM3_001228 |
| NINDS_001026 |
| SPECTRUM300038 |
| IDI1_001026 |
| SPECTRUM5_000357 |
| BSPBIO_002676 |
| IDI1_002164 |
| BSPBIO_001157 |
| NCGC00095247-05 |
| NCGC00095247-04 |
| bdbm24777 |
| chembl43612 , |
| 5-hydroxy-1,4-naphthoquinone, 4 |
| 5-hydroxy-1,4-dihydronaphthalene-1,4-dione |
| HMS1990I19 |
| 3B7J |
| 5-hydroxy-[1,4]naphthoquinone |
| AKOS001576598 |
| HMS503M13 |
| HMS1362I19 |
| HMS1792I19 |
| H0286 |
| HMS1923G07 |
| A827478 |
| CCG-40256 |
| 5-hydroxy-1,4-naftochinon |
| unii-w6q80sk9l6 |
| 4-08-00-02368 (beilstein handbook reference) |
| w6q80sk9l6 , |
| FT-0627559 |
| AM20040546 |
| S5512 |
| SCHEMBL34185 |
| juglone [mi] |
| ci-75500 |
| 1,4-dihydro-1,4-dioxo-5-hydroxynaphthalene |
| 8-hydroxy-1,4-naphthalenedione |
| J-650071 |
| Q-100522 |
| HMS3403I19 |
| DTXSID0031504 |
| mfcd00001684 |
| sr-05000002406 |
| SR-05000002406-1 |
| 5-hydroxy-1,4-naphthalenedione, 9ci |
| -hydroxy-1,4-naphthalenedione |
| ci 75500 |
| antibiotic pd7 |
| juglone - cas 481-39-0 |
| F17689 |
| F0451-0746 |
| juglone crystallized |
| 481-13-0 |
| Q900912 |
| ZB1862 |
| CS-W017516 |
| A936425 |
| HY-N6949 |
| EN300-160375 |
| SY051453 |
Juglone is a phenolic bioactive compound with antimicrobial, antitumour, antioxidant, and anti-inflammatory characteristics. It has various pharmacological effects such as antiviral, antibacterial, and anticancer. Juglones significantly decreased DMN‑induced rat hepatic fibrosis.
Juglone has been showed to exert a direct cytotoxic effect on tumor cells. The juglone-NaSe has the potential to be a promising agent especially to inhibit invasion and metastasis.
Juglone can cause ultrastructural changes of human liver cancer BEL-7402 cells and induce their apoptosis. Only juglone was able to cause a fast depletion of plastoquinol, which may be an important mode of action.
Juglone pretreatment before radiation also resulted in a significant elevation in the intracellular reactive oxygen species levels compared with radiation alone. All juglone-treated groups reduced the NF-κB levels compared to the control group (p < 0.001). Jugl one treatments from 10 to 1000 microM significantly reduced H+-ATPase activity compared to controls.
Juglone is more toxic toward bacterial cells under hypoxia than under air. In vitro cytotoxicity studies against melanoma cells indicated that liposomal juglone was more toxic than free jugl one.
Juglone has a short plasma half-life of about 2 h. Liposomal juglone exhibited significantly improved pharmacokinetics with a 12-fold increase in plasmaHalf-life.
| Excerpt | Reference | Relevance |
|---|---|---|
| " Free juglone had short plasma half-life of about 2 h, whereas liposomal juglone exhibited significantly improved pharmacokinetics with a 12-fold increase in plasma half-life." | ( Evaluation of pharmacokinetic, biodistribution, pharmacodynamic, and toxicity profile of free juglone and its sterically stabilized liposomes. Aithal, BK; Arumugam, K; Prabhu, V; Rao, BN; Sajankila, SP; Satish Rao, BS; Satyamoorthy, K; Shavi, G; Sunil Kumar, MR; Udupa, N; Upadhya, R, 2011) | 1.07 |
| " To better understand the pharmacokinetic properties of juglone, the protein binding rate of juglone was determined by ultrafiltration method, and the binding affinity and mechanism between JL and human serum albumin (HSA) was investigated in vitro through multi-spectroscopic, thermodynamic, and molecular modeling methods." | ( Drug-protein binding mechanism of juglone for early pharmacokinetic profiling: Insights from ultrafiltration, multi-spectroscopic and molecular docking methods. Cai, Q; Cheng, L; Gao, G; Hou, X; Li, S; Lu, N; Zhang, L; Zhao, P, 2017) | 0.98 |
The purpose of the study was to obtain further in vivo data of antitumor effects and mechanisms triggered by juglone and Q7 in combination with ascorbate.
The chitin synthetase inhibitor plumbagin and its 2-demethyl derivative juglone were found to inhibit in a dose-response fashion the cytochrome P-450 dependent ecdysone 20-monooxygenase activity associated with adult female Aedes aegypti, wandering stage larvae of Drosophila melanogaster.
| Excerpt | Relevance | Reference |
|---|---|---|
| "The chitin synthetase inhibitor plumbagin and its 2-demethyl derivative juglone were found to inhibit in a dose-response fashion the cytochrome P-450 dependent ecdysone 20-monooxygenase activity associated with adult female Aedes aegypti, wandering stage larvae of Drosophila melanogaster, and fat body and midgut from last instar larvae of Manduca sexta." | ( Effects of the chitin synthetase inhibitor plumbagin and its 2-demethyl derivative juglone on insect ecdysone 20-monooxygenase activity. Mitchell, MJ; Smith, SL, 1988) | 0.73 |
| " Groups of female Sprague-Dawley rats were dosed by oral intubation on 5 consecutive days with either juglone or plumbagin at 12." | ( Induction of quinone reductase and glutathione transferase in rat tissues by juglone and plumbagin. Munday, CM; Munday, R, 2000) | 0.75 |
| " In dose-response studies, induced thermotolerance paralleled the induced increase in life expectancy, which is consistent with a common origin." | ( Multiple stressors in Caenorhabditis elegans induce stress hormesis and extended longevity. Cypser, JR; Johnson, TE, 2002) | 0.31 |
| " High concentrations of juglone-derived radioactivity were found in kidney for all three dosing routes." | ( Metabolism and disposition of juglone in male F344 rats. Burka, LT; Chen, LJ; Lebetkin, EH, ) | 0.73 |
| " Downregulation of Pin1 gene dosage attenuated premature cranial suture closure and other phenotypes of AS in Fgfr2S252W/+ mutant mice." | ( PIN1 is a new therapeutic target of craniosynostosis. Bae, HS; Baek, JH; Cho, YD; Choi, KY; Kim, BS; Kim, WJ; Lee, YS; Ryoo, HM; Shin, HR; Woo, KM; Yoon, HI, 2018) | 0.48 |
| Role | Description |
|---|---|
| herbicide | A substance used to destroy plant pests. |
| reactive oxygen species generator | Any entity used to generate reactive oxygen species. |
| geroprotector | Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| hydroxy-1,4-naphthoquinone | Any member of the class of 1,4-naphthoquinones in which the naphthoquinone moiety is substituted by at least one hydroxy group. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASE | Homo sapiens (human) | Potency | 4.1038 | 0.0032 | 45.4673 | 12,589.2998 | AID2517; AID2572 |
| Chain A, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 0.3548 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
| Chain A, Breast cancer type 1 susceptibility protein | Homo sapiens (human) | Potency | 3.1623 | 1.2589 | 20.4409 | 39.8107 | AID892 |
| Chain A, Putative fructose-1,6-bisphosphate aldolase | Giardia intestinalis | Potency | 4.5749 | 0.1409 | 11.1940 | 39.8107 | AID2451 |
| Chain A, HADH2 protein | Homo sapiens (human) | Potency | 0.7943 | 0.0251 | 20.2376 | 39.8107 | AID893 |
| Chain B, HADH2 protein | Homo sapiens (human) | Potency | 0.7943 | 0.0251 | 20.2376 | 39.8107 | AID893 |
| Chain A, 2-oxoglutarate Oxygenase | Homo sapiens (human) | Potency | 7.0795 | 0.1778 | 14.3909 | 39.8107 | AID2147 |
| Chain A, ATP-DEPENDENT DNA HELICASE Q1 | Homo sapiens (human) | Potency | 4.7295 | 0.1259 | 19.1169 | 125.8920 | AID2549; AID2708 |
| Chain A, Cruzipain | Trypanosoma cruzi | Potency | 7.9433 | 0.0020 | 14.6779 | 39.8107 | AID1476 |
| 15-lipoxygenase, partial | Homo sapiens (human) | Potency | 1.9953 | 0.0126 | 10.6917 | 88.5700 | AID887 |
| USP1 protein, partial | Homo sapiens (human) | Potency | 8.9125 | 0.0316 | 37.5844 | 354.8130 | AID504865 |
| TDP1 protein | Homo sapiens (human) | Potency | 24.5192 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
| Microtubule-associated protein tau | Homo sapiens (human) | Potency | 12.6728 | 0.1800 | 13.5574 | 39.8107 | AID1460; AID1468 |
| aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 12.5893 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
| Bloom syndrome protein isoform 1 | Homo sapiens (human) | Potency | 4.3929 | 0.5406 | 17.6392 | 96.1227 | AID2528 |
| cellular tumor antigen p53 isoform a | Homo sapiens (human) | Potency | 10.0000 | 0.3162 | 12.4435 | 31.6228 | AID902; AID924 |
| 15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 | Homo sapiens (human) | Potency | 14.1254 | 0.0018 | 15.6638 | 39.8107 | AID894 |
| runt-related transcription factor 1 isoform AML1b | Homo sapiens (human) | Potency | 17.3243 | 0.0200 | 7.9858 | 39.8107 | AID504370; AID504374; AID504375 |
| vitamin D3 receptor isoform VDRA | Homo sapiens (human) | Potency | 35.7168 | 0.3548 | 28.0659 | 89.1251 | AID504847 |
| thyroid hormone receptor beta isoform a | Homo sapiens (human) | Potency | 27.2105 | 0.0100 | 39.5371 | 1,122.0200 | AID1469; AID1479 |
| core-binding factor subunit beta isoform 2 | Homo sapiens (human) | Potency | 17.3243 | 0.0200 | 7.9858 | 39.8107 | AID504370; AID504374; AID504375 |
| mitogen-activated protein kinase 1 | Homo sapiens (human) | Potency | 6.3096 | 0.0398 | 16.7842 | 39.8107 | AID995 |
| ubiquitin carboxyl-terminal hydrolase 2 isoform a | Homo sapiens (human) | Potency | 12.5893 | 0.6561 | 9.4520 | 25.1189 | AID927 |
| nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 11.2202 | 0.0079 | 8.2332 | 1,122.0200 | AID2551 |
| DNA polymerase kappa isoform 1 | Homo sapiens (human) | Potency | 2.9151 | 0.0316 | 22.3146 | 100.0000 | AID588579 |
| cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 39.8107 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
| histone acetyltransferase KAT2A isoform 1 | Homo sapiens (human) | Potency | 1.4348 | 0.2512 | 15.8432 | 39.8107 | AID504327 |
| caspase-1 isoform alpha precursor | Homo sapiens (human) | Potency | 19.9526 | 0.0003 | 11.4484 | 31.6228 | AID900 |
| Gamma-aminobutyric acid receptor subunit pi | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Polyunsaturated fatty acid lipoxygenase ALOX15B | Homo sapiens (human) | Potency | 3.1623 | 0.3162 | 12.7657 | 31.6228 | AID881 |
| Integrin beta-3 | Homo sapiens (human) | Potency | 10.0000 | 0.3162 | 11.4157 | 31.6228 | AID924 |
| Integrin alpha-IIb | Homo sapiens (human) | Potency | 10.0000 | 0.3162 | 11.4157 | 31.6228 | AID924 |
| Gamma-aminobutyric acid receptor subunit beta-1 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit delta | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Glutamate receptor 1 | Rattus norvegicus (Norway rat) | Potency | 10.0000 | 0.0141 | 8.6024 | 39.8107 | AID2572 |
| Glutamate receptor 2 | Rattus norvegicus (Norway rat) | Potency | 10.0000 | 0.0015 | 51.7393 | 15,848.9004 | AID2572 |
| Glutamate receptor 3 | Rattus norvegicus (Norway rat) | Potency | 10.0000 | 0.0141 | 8.6024 | 39.8107 | AID2572 |
| Glutamate receptor 4 | Rattus norvegicus (Norway rat) | Potency | 10.0000 | 0.0141 | 8.6024 | 39.8107 | AID2572 |
| Gamma-aminobutyric acid receptor subunit alpha-5 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-3 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-1 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-2 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Platelet-activating factor receptor | Homo sapiens (human) | Potency | 3.1623 | 10.0000 | 25.7810 | 39.8107 | AID892 |
| Gamma-aminobutyric acid receptor subunit alpha-4 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-3 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-6 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Histamine H2 receptor | Cavia porcellus (domestic guinea pig) | Potency | 3.1623 | 0.0063 | 8.2350 | 39.8107 | AID881 |
| Caspase-7 | Homo sapiens (human) | Potency | 1.0000 | 3.9811 | 18.5856 | 31.6228 | AID889 |
| Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-3 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Disintegrin and metalloproteinase domain-containing protein 17 | Homo sapiens (human) | Potency | 12.5893 | 1.5849 | 13.0043 | 25.1189 | AID927 |
| GABA theta subunit | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit epsilon | Rattus norvegicus (Norway rat) | Potency | 39.8107 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chain A, (3R)-hydroxymyristoyl-acyl carrier protein dehydratase | Helicobacter pylori | Ki | 6.8000 | 6.8000 | 6.8000 | 6.8000 | AID977610 |
| Chain B, (3R)-hydroxymyristoyl-acyl carrier protein dehydratase | Helicobacter pylori | Ki | 6.8000 | 6.8000 | 6.8000 | 6.8000 | AID977610 |
| 3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ | Yersinia pseudotuberculosis YPIII | IC50 (µMol) | 5.3500 | 5.3000 | 6.1250 | 7.7000 | AID1801643 |
| Aurora kinase A | Homo sapiens (human) | IC50 (µMol) | 0.0500 | 0.0000 | 0.4620 | 8.6000 | AID1869314 |
| DNA topoisomerase 1 | Homo sapiens (human) | IC50 (µMol) | 8.2600 | 0.0210 | 1.8626 | 10.0000 | AID1758988 |
| Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) | IC50 (µMol) | 1.0000 | 0.0537 | 3.0757 | 10.0000 | AID1798473; AID326467 |
| Amine oxidase [flavin-containing] A | Homo sapiens (human) | IC50 (µMol) | 3.0350 | 0.0000 | 2.3789 | 9.7700 | AID1801570 |
| Dual specificity protein phosphatase 1 | Mus musculus (house mouse) | IC50 (µMol) | 13.0000 | 8.4500 | 8.9100 | 9.3700 | AID417087 |
| M-phase inducer phosphatase 2 | Homo sapiens (human) | IC50 (µMol) | 1.9800 | 0.1000 | 2.3103 | 9.5100 | AID417086 |
| Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Homo sapiens (human) | IC50 (µMol) | 9.5340 | 0.8200 | 3.9067 | 5.9000 | AID1175274; AID1391263; AID1420355; AID1464038; AID1594071 |
| Dual specificity protein phosphatase 6 | Rattus norvegicus (Norway rat) | IC50 (µMol) | 12.4000 | 6.9000 | 6.9000 | 6.9000 | AID417088 |
| Aurora kinase B | Homo sapiens (human) | IC50 (µMol) | 0.6200 | 0.0003 | 0.9634 | 9.8000 | AID1869315 |
| 5-lipoxygenase | Bos taurus (cattle) | IC50 (µMol) | 17.0000 | 0.1800 | 1.7582 | 4.0000 | AID160507 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Transient receptor potential cation channel subfamily A member 1 | Homo sapiens (human) | EC50 (µMol) | 1.7000 | 0.0003 | 3.1662 | 10.0000 | AID1625339 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| DNA topoisomerase 1 | Homo sapiens (human) | MIC | 5.0000 | 0.0100 | 2.0017 | 5.0000 | AID228426 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1801570 | MAO Inhibition Assay from Article 10.1111/cbdd.12708: \\Evaluation of Natural and Synthetic 1,4-naphthoquinones as Inhibitors of Monoamine Oxidase.\\ | 2016 | Chemical biology & drug design, May, Volume: 87, Issue:5 | Evaluation of Natural and Synthetic 1,4-naphthoquinones as Inhibitors of Monoamine Oxidase. |
| AID1801643 | FabZ Inhibition Assay from Article 10.1021/acs.biochem.5b00832: \\u00DF-Hydroxyacyl-acyl Carrier Protein Dehydratase (FabZ) from Francisella tularensis and Yersinia pestis: Structure Determination, Enzymatic Characterization, and Cross-Inhibition Studies.\\ | 2016 | Biochemistry, Feb-23, Volume: 55, Issue:7 | β-Hydroxyacyl-acyl Carrier Protein Dehydratase (FabZ) from Francisella tularensis and Yersinia pestis: Structure Determination, Enzymatic Characterization, and Cross-Inhibition Studies. |
| AID1798473 | Enzyme Inhibition Assay from Article 10.1021/jm7014155: \\Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors.\\ | 2008 | Journal of medicinal chemistry, Mar-27, Volume: 51, Issue:6 | Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors. |
| AID752853 | Induction of apoptosis in human LNCAP cells assessed as decrease of androgen receptor protein expression at 5 uM after 24 hrs by Western blot analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID1625338 | Increase in calcium level in HEK293 cells at 20 uM by fura2/AM dye based single cell based plate reader analysis | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID417088 | Inhibition of histidine-tagged rat recombinant MKP3 catalytic domain expressed in Escherichia coli BL21(DE3) | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Bioactivities of simplified adociaquinone B and naphthoquinone derivatives against Cdc25B, MKP-1, and MKP-3 phosphatases. |
| AID628060 | Inhibition of recombinant His-tagged human DNA polymerase lambda using poly(dA)/oligo(dT)18 (A/T = 2/1) and dTTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID476715 | Growth inhibition of human SW1573 cells after 48 hrs by sulforhodamine B assay | 2010 | Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7 | Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol. |
| AID326467 | Inhibition of purified human recombinant IDO | 2008 | Journal of medicinal chemistry, Mar-27, Volume: 51, Issue:6 | Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors. |
| AID1625343 | Activation of human TRPA1 expressed in HEK293 cells assessed as induction of outward current at 10 uM at -70 to +70 mV by whole cell patch clamp assay | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID1156518 | Cytotoxicity against human HeLa cells assessed as inhibition of cell viability after 48 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Aug-18, Volume: 83 | Synthesis and anticancer activity of some novel 5,6-fused hybrids of juglone based 1,4-naphthoquinones. |
| AID1083183 | Bactericidal activity against Pseudomonas fluorescens A506 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1271958 | Growth inhibition of mouse B16F10 cells by MTT assay | 2016 | Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2 | Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells. |
| AID1625339 | Activation of human TRPA1 expressed in HEK293 cells assessed as increase in calcium level by fluo-4 dye based plate reader analysis | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID1125076 | Cytotoxicity against human HeLa cells assessed as inhibition of number of colonies formed in soft agar after 14 days by microscopic analysis | 2014 | European journal of medicinal chemistry, Apr-22, Volume: 77 | Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity. |
| AID1179571 | Antifungal activity against fluconazole-resistant Candida albicans at 100 ug/well after 24 hrs by well diffusion assay | 2014 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15 | Synthesis and SAR study of novel anticancer and antimicrobial naphthoquinone amide derivatives. |
| AID1083193 | Bactericidal activity against Erwinia amylovora 872 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID417087 | Inhibition of histidine-tagged mouse MKP1 catalytic domain expressed in human Hela cells | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Bioactivities of simplified adociaquinone B and naphthoquinone derivatives against Cdc25B, MKP-1, and MKP-3 phosphatases. |
| AID336953 | Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 1000 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA | |||
| AID336955 | Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 100 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA | |||
| AID1179573 | Antifungal activity against fluconazole-resistant Candida albicans by NCCLS method | 2014 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15 | Synthesis and SAR study of novel anticancer and antimicrobial naphthoquinone amide derivatives. |
| AID322956 | Inhibition of synthetic amyloid beta42 oligomer formation by Western blot | 2007 | The Journal of biological chemistry, Apr-06, Volume: 282, Issue:14 | Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct. |
| AID501585 | Antiparasitic activity against Trichomonas vaginalis T1 at 100 uM after 24 hrs by hemocytometric analysis | 2010 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 20, Issue:17 | Preliminary studies of 3,4-dichloroaniline amides as antiparasitic agents: structure-activity analysis of a compound library in vitro against Trichomonas vaginalis. |
| AID627976 | Cytotoxicity against human HCT116 cells by WST-1 assay | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID336960 | Cytotoxicity against human Raji cells assessed as cell viability at 10 molar ratio | |||
| AID1181944 | Glutathione reactivity at 1 mM in presence of 1 mM glutathione containing PBS and 1 mM EDTA buffer at pH 7.4 assessed as remaining GSH level after 30 mins by spectrophotometry by Ellman's method | 2014 | Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15 | Benzoquinones as inhibitors of botulinum neurotoxin serotype A. |
| AID1594145 | Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured rhodanese refolding by measuring rhodanese enzyme activity | 2019 | Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9 | HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules. |
| AID1083199 | Bactericidal activity against Erwinia amylovora 782 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1179569 | Antibacterial activity against methicillin-resistant Staphylococcus aureus at 100 ug/well after 24 hrs by well diffusion assay | 2014 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15 | Synthesis and SAR study of novel anticancer and antimicrobial naphthoquinone amide derivatives. |
| AID322958 | Inhibition of synthetic amyloid beta-42 fibrillation by light scattering analysis relative to control | 2007 | The Journal of biological chemistry, Apr-06, Volume: 282, Issue:14 | Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct. |
| AID1832336 | Inhibition of SARS-CoV-2 main protease at 1 uM relative to control | 2021 | European journal of medicinal chemistry, Dec-05, Volume: 225 | Discovery of juglone and its derivatives as potent SARS-CoV-2 main proteinase inhibitors. |
| AID476716 | Growth inhibition of human T47D cells after 48 hrs by sulforhodamine B assay | 2010 | Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7 | Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol. |
| AID1464037 | Inhibition of Pin1 (unknown origin) assessed as reduction in peptidyl-prolyl isomerase activity at 10 uM incubated for 30 mins using Suc-Ala-Glu-cis-Pro-Phe-4-nitroanilide substrate by protease coupled assay | 2017 | Bioorganic & medicinal chemistry, 10-15, Volume: 25, Issue:20 | Conjugates of 18β-glycyrrhetinic acid derivatives with 3-(1H-benzo[d]imidazol-2-yl)propanoic acid as Pin1 inhibitors displaying anti-prostate cancer ability. |
| AID752854 | Induction of apoptosis in human LNCAP cells assessed as decrease of prostate-specific antigen protein expression after 24 hrs by Western blot analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID1083209 | Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at 2.5 uM at pH 4.0 to 8.0 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID627975 | Cytotoxicity against human HCT116 cells at 100 uM by WST-1 assay | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID1083190 | Bactericidal activity against Erwinia pyrifoliae 4171 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1544555 | Inhibition of N-terminal 6-His tagged full length Pin1 (unknown origin) expressed in Escherichia coli at 10 uM using Suc-AEPF-pNA as substrate preincubated for 10 mins followed by substrate addition and measured for 180 secs by spectrophotometry relative | 2019 | Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11 | Discovery of 4,6-bis(benzyloxy)-3-phenylbenzofuran as a novel Pin1 inhibitor to suppress hepatocellular carcinoma via upregulating microRNA biogenesis. |
| AID752858 | Induction of apoptosis in human LNCAP cells assessed as cleavage of precursor of caspase-3 and 9 after 24 hrs by Western blot analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID627879 | Inhibition of C-terminal His6-tagged human DNA polymerase kappa (amino acids 1 to 560) using bovine deoxyribonuclease 1-treated DNA and dNTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID627877 | Inhibition of calf DNA polymerase alpha using bovine deoxyribonuclease 1-treated DNA and dNTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID231071 | Peroxidant property was expressed as ratio of uMol of malondialdehyde and mMol of deoxyribose released by 75 uM test compound | 1997 | Journal of medicinal chemistry, Nov-07, Volume: 40, Issue:23 | Simple analogues of anthralin: unusual specificity of structure and antiproliferative activity. |
| AID1179572 | Antibacterial activity against methicillin-resistant Staphylococcus aureus by NCCLS method | 2014 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15 | Synthesis and SAR study of novel anticancer and antimicrobial naphthoquinone amide derivatives. |
| AID627981 | Cytotoxicity against mouse RAW264.7 cells | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID1625341 | Activation of human TRPA1 expressed in HEK293 cells assessed as increase in calcium level at 20 uM by fura2/AM dye based single cell based plate reader analysis | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID228426 | Inhibition of topoisomerase I | 1998 | Bioorganic & medicinal chemistry letters, Dec-01, Volume: 8, Issue:23 | Inhibition of topoisomerase I by naphthoquinone derivatives. |
| AID1156517 | Cytotoxicity against human MCF7 cells assessed as inhibition of cell viability after 48 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Aug-18, Volume: 83 | Synthesis and anticancer activity of some novel 5,6-fused hybrids of juglone based 1,4-naphthoquinones. |
| AID1083185 | Bactericidal activity against Pectobacterium carotovorum NCPB 312 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1156521 | Cytotoxicity against human PC3 cells assessed as inhibition of cell viability after 48 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Aug-18, Volume: 83 | Synthesis and anticancer activity of some novel 5,6-fused hybrids of juglone based 1,4-naphthoquinones. |
| AID1083174 | Activity of Agaricus bisporus (mushroom) tyrosinase assessed as drug oxidation by photometric analysis | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1125074 | Cytotoxicity against human HeLa cells assessed as cell viability after 48 hrs by MTS assay | 2014 | European journal of medicinal chemistry, Apr-22, Volume: 77 | Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity. |
| AID627982 | Antiinflammatory activity in mouse assessed as inhibition of TPA-induced mouse ear edema at 500 ug/ear administered 30 mins before TPA challenge measured after 7 hrs relative to untreated control | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID1148352 | Tumor promoting activity in ICR/Ha Swiss mouse at 62 ug administered three times a week measured for 370 days | 1978 | Journal of medicinal chemistry, Jan, Volume: 21, Issue:1 | Structure and tumor-promoting activity of analogues of anthralin (1,8-dihydroxy-9-anthrone). |
| AID1869321 | Antiproliferative activity against human HCC1954 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID85486 | Cytotoxic activity (2 uM) was measured by the amount of LDH (mU) release in HaCaT cells. | 1997 | Journal of medicinal chemistry, Nov-07, Volume: 40, Issue:23 | Simple analogues of anthralin: unusual specificity of structure and antiproliferative activity. |
| AID476717 | Growth inhibition of human WiDr cells after 48 hrs by sulforhodamine B assay | 2010 | Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7 | Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol. |
| AID1083182 | Bactericidal activity against Escherichia coli assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083173 | Bactericidal activity against Erwinia amylovora 295/93 assessed as colony growth inhibition at 25 uM at pH 4.5 by plating assay in presence of 0.5 mg/l mushroom tyrosinase | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID752862 | Induction of apoptosis in human LNCAP cells assessed as nuclear condensation at 5 to 15 uM after 24 hrs using Hoechst 33342 staining by fluorescence microscopic analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID160507 | 5-LO inhibitory activity was determined by inhibition of LTB4 biosynthesis in bovine polymorphonuclear leukocytes (PMNL) | 1997 | Journal of medicinal chemistry, Nov-07, Volume: 40, Issue:23 | Simple analogues of anthralin: unusual specificity of structure and antiproliferative activity. |
| AID1869315 | Inhibition of Aurora B (unknown origin) | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID1083181 | Bactericidal activity against Erwinia amylovora 295/93 at 10 uM after 30 min | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1156520 | Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell viability after 48 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Aug-18, Volume: 83 | Synthesis and anticancer activity of some novel 5,6-fused hybrids of juglone based 1,4-naphthoquinones. |
| AID1271957 | Growth inhibition of human SK-MEL-28 cells by MTT assay | 2016 | Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2 | Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells. |
| AID1869314 | Inhibition of Aurora A (unknown origin) | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID1420354 | Inhibition of recombinant N-terminal His6-tagged human Pin1 at 10 uM using Suc-Ala-Glu-cis-Pro-Phe-4-nitroanilide as substrate preincubated for 30 mins followed by substrate addition measured for 90 secs | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Design, synthesis and biological evaluation of ring A modified 11-keto-boswellic acid derivatives as Pin1 inhibitors with remarkable anti-prostate cancer activity. |
| AID1869325 | Antiproliferative activity against human MV4-11 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID752859 | Induction of apoptosis in human LNCAP cells assessed as increase of annexin V-FITC/PI staining positive cells after 24 hrs by flow cytometry | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID1181939 | Inhibition of recombinant Clostridium botulinum neurotoxin serotype A light chain assessed as Kinact to KI ratio at 50 uM after 1.5 hrs by SNAPtide FRET based assay | 2014 | Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15 | Benzoquinones as inhibitors of botulinum neurotoxin serotype A. |
| AID1464038 | Inhibition of Pin1 (unknown origin) assessed as reduction in peptidyl-prolyl isomerase activity incubated for 30 mins using Suc-Ala-Glu-cis-Pro-Phe-4-nitroanilide substrate by protease coupled assay | 2017 | Bioorganic & medicinal chemistry, 10-15, Volume: 25, Issue:20 | Conjugates of 18β-glycyrrhetinic acid derivatives with 3-(1H-benzo[d]imidazol-2-yl)propanoic acid as Pin1 inhibitors displaying anti-prostate cancer ability. |
| AID1869328 | Antiproliferative activity against human CAL-51 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID1758986 | Cytotoxicity against human HeLa cells | 2021 | Bioorganic & medicinal chemistry letters, 06-01, Volume: 41 | Synthesis, biological evaluation, and correlation of cytotoxicity versus redox potential of 1,4-naphthoquinone derivatives. |
| AID336957 | Cytotoxicity against human Raji cells assessed as cell viability at 1000 molar ratio | |||
| AID1083176 | Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at 10 uM preincubated for 1 hr with visible light by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083188 | Bactericidal activity against Erwinia billingiae 6830 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1869326 | Antiproliferative activity against human K562 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID752852 | Induction of apoptosis in human LNCAP cells assessed as decrease of prostate-specific antigen protein expression at 5 uM after 24 hrs by Western blot analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID1156519 | Cytotoxicity against human MDA-MB-453 cells assessed as inhibition of cell viability after 48 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Aug-18, Volume: 83 | Synthesis and anticancer activity of some novel 5,6-fused hybrids of juglone based 1,4-naphthoquinones. |
| AID336954 | Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 500 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA | |||
| AID763573 | Binding affinity to STAT3 SH2 domain (unknown origin) using 5-FAM-SpYLPQTV as probe assessed as inhibition of protein dimerization at 500 uM after 60 mins by fluorescence polarization assay relative to control | 2013 | Bioorganic & medicinal chemistry, Aug-01, Volume: 21, Issue:15 | Anticancer activity and SAR studies of substituted 1,4-naphthoquinones. |
| AID1083179 | Bactericidal activity against mixture of two strains of Erwinia amylovora 295/93 and 763 inoculated in Malus x domestica cv. Gala flowers assessed as prevention of infection at 0.01 mM applied two times at 2 hr after bacterial exposure measured after 8 to | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID322957 | Inhibition of synthetic amyloid beta-42 fibrillation by ThT fluorescence analysis relative to control | 2007 | The Journal of biological chemistry, Apr-06, Volume: 282, Issue:14 | Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct. |
| AID1179570 | Antibacterial activity against Pseudomonas aeruginosa MTCC 201 at 100 ug/well after 24 hrs by well diffusion assay | 2014 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15 | Synthesis and SAR study of novel anticancer and antimicrobial naphthoquinone amide derivatives. |
| AID1083202 | Bactericidal activity against Erwinia amylovora 562 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID977599 | Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM | 2013 | Molecular pharmacology, Jun, Volume: 83, Issue:6 | Structure-based identification of OATP1B1/3 inhibitors. |
| AID1625340 | Increase in calcium level in HEK293 cells at 0.1 to 100 uM by fluo-4 dye based plate reader analysis | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID1083180 | Bactericidal activity against 2x10'8 CFU/mL Erwinia amylovora 295/93 cells assessed as late restarting of growth from surviving cells at <10 uM by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID752850 | Induction of apoptosis in human LNCAP cells assessed as decrease of DHT-induced prostate-specific antigen mRNA expression at 15 uM treated 2 hrs before DHT challenge measured after 24 hrs by RT-PCR analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID1420355 | Inhibition of recombinant N-terminal His6-tagged human Pin1 using Suc-Ala-Glu-cis-Pro-Phe-4-nitroanilide as substrate preincubated for 30 mins followed by substrate addition measured for 90 secs | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Design, synthesis and biological evaluation of ring A modified 11-keto-boswellic acid derivatives as Pin1 inhibitors with remarkable anti-prostate cancer activity. |
| AID1869327 | Antiproliferative activity against human BT-549 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID763580 | Cytotoxicity against human DU145 cells assessed as growth inhibition after 72 hrs by MTS assay | 2013 | Bioorganic & medicinal chemistry, Aug-01, Volume: 21, Issue:15 | Anticancer activity and SAR studies of substituted 1,4-naphthoquinones. |
| AID627979 | Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced TNFalpha secretion at 5 uM treated 30 mins before LPS challenge measured after 24 hrs by ELISA | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID85482 | Antiproliferative (inhibition of cell growth) activity against HaCaT cells (human keratinocyte line) | 1997 | Journal of medicinal chemistry, Nov-07, Volume: 40, Issue:23 | Simple analogues of anthralin: unusual specificity of structure and antiproliferative activity. |
| AID1083207 | Bactericidal activity against Erwinia amylovora 295/93 assessed as inhibition of bacterial growth under infection conditions in hrp gene expression inducing medium at pH 7.0 after overnight incubation by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID336958 | Cytotoxicity against human Raji cells assessed as cell viability at 500 molar ratio | |||
| AID1464035 | Antiproliferative activity against human PC3 cells assessed as inhibition of cell growth incubated for 96 hrs by MTT assay | 2017 | Bioorganic & medicinal chemistry, 10-15, Volume: 25, Issue:20 | Conjugates of 18β-glycyrrhetinic acid derivatives with 3-(1H-benzo[d]imidazol-2-yl)propanoic acid as Pin1 inhibitors displaying anti-prostate cancer ability. |
| AID1083187 | Bactericidal activity against Pantoea agglomerans 599 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1625337 | Activation of human TRPA1 expressed in HEK293 cells assessed as increase in calcium level at 20 uM in presence of TRPA1 channel blocker A-967079 by fura2/AM dye based single cell based plate reader analysis | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID308235 | Inhibition of papain at 65 uM after 30 mins | 2007 | Bioorganic & medicinal chemistry, Aug-01, Volume: 15, Issue:15 | The 1,4-naphthoquinone scaffold in the design of cysteine protease inhibitors. |
| AID1083196 | Bactericidal activity against Erwinia amylovora 797 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083191 | Bactericidal activity against Erwinia amylovora 894 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1625342 | Activation of human TRPA1 expressed in HEK293 cells assessed as induction of inward current at 10 uM at -70 to +70 mV by whole cell patch clamp assay | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID1758988 | Inhibition of DNA topoisomerase 1 (unknown origin) | 2021 | Bioorganic & medicinal chemistry letters, 06-01, Volume: 41 | Synthesis, biological evaluation, and correlation of cytotoxicity versus redox potential of 1,4-naphthoquinone derivatives. |
| AID1391263 | Inhibition of human N-terminal His6-tagged Pin1 PPIase activity expressed in Escherichia coli BL21 using Suc-Ala-Glu-cis-Pro-Phe-4-nitroanilide as substrate preincubated for 10 mins followed by substrate addition monitored for 90 secs by protease enzyme c | 2018 | Bioorganic & medicinal chemistry, 05-01, Volume: 26, Issue:8 | Synthesis and biological evaluation of pyrimidine derivatives as novel human Pin1 inhibitors. |
| AID1869322 | Antiproliferative activity against human HCT-116 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID1869313 | Inhibition of Aurora A (122 to 403 residues) (unknown origin) expressed in Escherichia coli Rosetta 2(DE3) assessed as reduction in TACC3 phosphorylation at Ser 558 residue at 25 uM using TACC3 (519 to 838 residues) as substrate measured after 30 mins by | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID752857 | Induction of apoptosis in human LNCAP cells assessed as activation of caspase-3 and 9 at 15 uM after 24 hrs by Western blot analysis relative to control | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID752851 | Induction of apoptosis in human LNCAP cells assessed as decrease of DHT-induced androgen receptor mRNA expression at 15 uM treated 2 hrs before DHT challenge measured after 24 hrs by RT-PCR analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID1271955 | Growth inhibition of human A549 cells by MTT assay | 2016 | Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2 | Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells. |
| AID1869316 | Selectivity ratio of IC50 for inhibition of Aurora B (unknown origin) to IC50 for inhibition of Aurora A (unknown origin) | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID1271960 | Cytotoxicity against human U373 cells at 17 uM after 72 hrs by video microscopic analysis | 2016 | Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2 | Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells. |
| AID1083200 | Bactericidal activity against Erwinia amylovora 657 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1758985 | Cytotoxicity against human KB cells | 2021 | Bioorganic & medicinal chemistry letters, 06-01, Volume: 41 | Synthesis, biological evaluation, and correlation of cytotoxicity versus redox potential of 1,4-naphthoquinone derivatives. |
| AID1832334 | Inhibition of SARS-CoV-2 main protease by tandem mass spectrometry analysis | 2021 | European journal of medicinal chemistry, Dec-05, Volume: 225 | Discovery of juglone and its derivatives as potent SARS-CoV-2 main proteinase inhibitors. |
| AID336956 | Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 10 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA | |||
| AID1083192 | Bactericidal activity against Erwinia amylovora 893 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083204 | Bactericidal activity against Erwinia amylovora 385R assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083184 | Bactericidal activity against Bacillus subtilis NCTC 10315 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID752861 | Induction of apoptosis in human LNCAP cells assessed as cell shrinkage at 5 to 15 uM after 24 hrs using Hoechst 33342 staining by fluorescence microscopic analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID417086 | Inhibition of histidine-tagged human recombinant Cdc25B catalytic domain expressed in Escherichia coli | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Bioactivities of simplified adociaquinone B and naphthoquinone derivatives against Cdc25B, MKP-1, and MKP-3 phosphatases. |
| AID1083206 | Bactericidal activity against Erwinia amylovora 237R assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1625344 | Activation of human TRPA1 expressed in HEK293 cells assessed as induction of inward current at 10 uM at -70 to +70 mV in presence of TRPA1 channel blocker A-967079 by whole cell patch clamp assay | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID1083189 | Bactericidal activity against Erwinia tasmaniensis 37/10 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1156522 | Cytotoxicity against human HT-29 cells assessed as inhibition of cell viability after 48 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Aug-18, Volume: 83 | Synthesis and anticancer activity of some novel 5,6-fused hybrids of juglone based 1,4-naphthoquinones. |
| AID19630 | Partition coefficient (logP) | 1997 | Journal of medicinal chemistry, Nov-07, Volume: 40, Issue:23 | Simple analogues of anthralin: unusual specificity of structure and antiproliferative activity. |
| AID1869324 | Antiproliferative activity against human MOLM-13 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID627874 | Inhibition of calf DNA polymerase alpha using poly(dA)/oligo(dT)18 (A/T = 2/1) and dTTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID152094 | In vitro antimalarial activity against human malaria parasite, P falciparum (Vietnam Smith strain) | 1991 | Journal of medicinal chemistry, May, Volume: 34, Issue:5 | Synthesis and antimalarial activity of 2-aziridinyl- and 2,3-bis(aziridinyl)-1,4-naphthoquinonyl sulfonate and acylate derivatives. |
| AID1083203 | Bactericidal activity against Erwinia amylovora 513 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID336959 | Cytotoxicity against human Raji cells assessed as cell viability at 100 molar ratio | |||
| AID1125073 | Cytotoxicity against human HeLa cells assessed as cell viability after 24 hrs by MTS assay | 2014 | European journal of medicinal chemistry, Apr-22, Volume: 77 | Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity. |
| AID1083177 | Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at 10 uM preincubated for 1 hr with UV/visible light by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID627875 | Inhibition of histidine-tagged human DNA polymerase gamma using poly(dA)/oligo(dT)18 (A/T = 2/1) and dTTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID476713 | Growth inhibition of human HBL100 cells after 48 hrs by sulforhodamine B assay | 2010 | Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7 | Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol. |
| AID1625345 | Activation of human TRPA1 expressed in HEK293 cells assessed as induction of outward current at 10 uM at -70 to +70 mV in presence of TRPA1 channel blocker A-967079 by whole cell patch clamp assay | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID752860 | Induction of apoptosis in human LNCAP cells assessed as membrane blebbing at 5 to 15 uM after 24 hrs using Hoechst 33342 staining by fluorescence microscopic analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID308238 | Inhibition of pig pancreatic elastase | 2007 | Bioorganic & medicinal chemistry, Aug-01, Volume: 15, Issue:15 | The 1,4-naphthoquinone scaffold in the design of cysteine protease inhibitors. |
| AID977602 | Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM | 2013 | Molecular pharmacology, Jun, Volume: 83, Issue:6 | Structure-based identification of OATP1B1/3 inhibitors. |
| AID1625352 | Lipophilicity, logP of compound | 2016 | Journal of natural products, Apr-22, Volume: 79, Issue:4 | Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists. |
| AID1271956 | Growth inhibition of human MCF7 cells by MTT assay | 2016 | Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2 | Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells. |
| AID1758987 | Redox potential of compound in phosphate buffer at pH 7.2 by cyclic voltammetry | 2021 | Bioorganic & medicinal chemistry letters, 06-01, Volume: 41 | Synthesis, biological evaluation, and correlation of cytotoxicity versus redox potential of 1,4-naphthoquinone derivatives. |
| AID1083175 | Bactericidal activity against Erwinia amylovora 295/93 assessed as colony growth inhibition at 25 uM at pH 7.2 by plating assay in presence of 0.5 mg/l mushroom tyrosinase | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID752855 | Induction of apoptosis in human LNCAP cells assessed as decrease of androgen receptor protein expression after 24 hrs by Western blot analysis | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID1083172 | Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition applied as spray solution | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083211 | Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition in King's B full medium measured at pH 7.2 after overnight incubation by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083195 | Bactericidal activity against Erwinia amylovora 846 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID627878 | Inhibition of histidine-tagged human DNA polymerase gamma using bovine deoxyribonuclease 1-treated DNA and dNTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID752856 | Induction of apoptosis in human LNCAP cells assessed as decrease of mitochondria membrane potential after 24 hrs using rhodamine 123 dye by flow cytometry | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID233179 | Antioxidant potential was assessed from reducing activity against 2,2,di-phenyl-1-picrylhydrazyl. | 1997 | Journal of medicinal chemistry, Nov-07, Volume: 40, Issue:23 | Simple analogues of anthralin: unusual specificity of structure and antiproliferative activity. |
| AID1181941 | Time dependent inhibition of recombinant Clostridium botulinum neurotoxin serotype A light chain assessed as Kinact to KI ratio at 200 uM by SNAPtide FRET based assay | 2014 | Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15 | Benzoquinones as inhibitors of botulinum neurotoxin serotype A. |
| AID1507435 | Antitrypanosomal activity against bloodstream forms of Trypanosoma cruzi Y isolated from parasite infected Albino Swiss mouse assessed as induction of parasite lysis incubated for 24 hrs by Neubauer chamber based cell counting method | 2017 | European journal of medicinal chemistry, Aug-18, Volume: 136 | Rhodium-catalyzed C-H bond activation for the synthesis of quinonoid compounds: Significant Anti-Trypanosoma cruzi activities and electrochemical studies of functionalized quinones. |
| AID1083201 | Bactericidal activity against Erwinia amylovora 627 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1832337 | Inhibition of SARS-CoV-2 main protease at 0.1 uM relative to control | 2021 | European journal of medicinal chemistry, Dec-05, Volume: 225 | Discovery of juglone and its derivatives as potent SARS-CoV-2 main proteinase inhibitors. |
| AID763579 | Cytotoxicity against human MDA-MB-231 cells assessed as growth inhibition after 72 hrs by MTS assay | 2013 | Bioorganic & medicinal chemistry, Aug-01, Volume: 21, Issue:15 | Anticancer activity and SAR studies of substituted 1,4-naphthoquinones. |
| AID627980 | Cytotoxicity against mouse RAW264.7 cells at 5 uM | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID475505 | Binding affinity to amyloid beta (1 to 42) oligomers by change in fluorescence at 100 uM after 10 mins | 2009 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17 | A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. |
| AID1271959 | Growth inhibition of human U373 cells by MTT assay | 2016 | Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2 | Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells. |
| AID1083186 | Bactericidal activity against Erwinia piriflorinigrans 5888 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1125077 | Ratio of IC50 to INCC50 for human HeLa cells | 2014 | European journal of medicinal chemistry, Apr-22, Volume: 77 | Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity. |
| AID1594071 | Inhibition of recombinant human Pin1 (Met1 to Glu163 residues) expressed in Escherichia coli using Suc-Ala-Glu-cis-Pro-Phe-4-nitroanilide as substrate preincubated for 30 mins followed by substrate addition and measured for 90 secs by protease-coupled ass | 2019 | Bioorganic & medicinal chemistry letters, 07-15, Volume: 29, Issue:14 | Design, synthesis and biological evaluation of benzimidazole derivatives as novel human Pin1 inhibitors. |
| AID1181943 | Glutathione reactivity at 1 mM in presence of 1 mM glutathione containing PBS and 1 mM EDTA buffer at pH 7.4 assessed as remaining GSH level after 10 seconds by spectrophotometry by Ellman's method | 2014 | Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15 | Benzoquinones as inhibitors of botulinum neurotoxin serotype A. |
| AID1156516 | Cytotoxicity against human ME180 cells assessed as inhibition of cell viability after 48 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Aug-18, Volume: 83 | Synthesis and anticancer activity of some novel 5,6-fused hybrids of juglone based 1,4-naphthoquinones. |
| AID322955 | Inhibition of synthetic amyloid beta-42 oligomerization by ELISA | 2007 | The Journal of biological chemistry, Apr-06, Volume: 282, Issue:14 | Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct. |
| AID1083198 | Bactericidal activity against Erwinia amylovora 792 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083205 | Bactericidal activity against Erwinia amylovora 363 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID1083197 | Bactericidal activity against Erwinia amylovora 793 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID752863 | Antiproliferative activity against human LNCAP cells after 24 hrs by MTT assay | 2013 | Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12 | Juglone, isolated from Juglans mandshurica Maxim, induces apoptosis via down-regulation of AR expression in human prostate cancer LNCaP cells. |
| AID417089 | Antiproliferative activity against human A2780 cells after 2 days by alamar-blue assay | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Bioactivities of simplified adociaquinone B and naphthoquinone derivatives against Cdc25B, MKP-1, and MKP-3 phosphatases. |
| AID1175274 | Inhibition of Pin1 (unknown origin) using Suc-Ala-Glu-Pro-Phe-4-nitroanilide as substrate after 30 mins by protease-coupled assay | 2014 | Bioorganic & medicinal chemistry letters, Dec-15, Volume: 24, Issue:24 | Synthesis of the novel elemonic acid derivatives as Pin1 inhibitors. |
| AID1083208 | Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition at pH 4.5 after overnight incubation by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID475504 | Binding affinity to amyloid beta (1 to 42) fibrils by change in fluorescence at 100 uM after 10 mins | 2009 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17 | A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. |
| AID1125110 | Inhibition of p53-dependent transcriptional activity in tumor promotion-sensitive mouse JB6 Cl41 cells after 12 hrs by luciferase-based method | 2014 | European journal of medicinal chemistry, Apr-22, Volume: 77 | Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity. |
| AID1125075 | Cytotoxicity against tumor promotion-sensitive mouse JB6 Cl41 cells assessed as cell viability after 48 hrs by MTS assay | 2014 | European journal of medicinal chemistry, Apr-22, Volume: 77 | Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity. |
| AID476712 | Growth inhibition of human A2780 cells after 48 hrs by sulforhodamine B assay | 2010 | Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7 | Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol. |
| AID1420356 | Antiproliferative activity against human PC3 cells after 96 hrs by MTT assay | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Design, synthesis and biological evaluation of ring A modified 11-keto-boswellic acid derivatives as Pin1 inhibitors with remarkable anti-prostate cancer activity. |
| AID1083194 | Bactericidal activity against Erwinia amylovora 871 assessed as growth inhibition at pH 7.2 by suspension culture assay | 2012 | Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49 | Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora. |
| AID763578 | Cytotoxicity against human HT-29 cells assessed as growth inhibition after 72 hrs by MTS assay | 2013 | Bioorganic & medicinal chemistry, Aug-01, Volume: 21, Issue:15 | Anticancer activity and SAR studies of substituted 1,4-naphthoquinones. |
| AID1181940 | Irreversible inhibition of recombinant Clostridium botulinum neurotoxin serotype A light chain assessed as Kinact to KI ratio after 1.5 hrs by SNAPtide FRET based assay | 2014 | Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15 | Benzoquinones as inhibitors of botulinum neurotoxin serotype A. |
| AID627876 | Inhibition of C-terminal His6-tagged human DNA polymerase kappa (amino acids 1 to 560) using poly(dA)/oligo(dT)18 (A/T = 2/1) and dTTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID501586 | Antiparasitic activity against Trichomonas vaginalis G3 at 100 uM after 24 hrs by hemocytometric analysis | 2010 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 20, Issue:17 | Preliminary studies of 3,4-dichloroaniline amides as antiparasitic agents: structure-activity analysis of a compound library in vitro against Trichomonas vaginalis. |
| AID476714 | Growth inhibition of human HeLa cells after 48 hrs by sulforhodamine B assay | 2010 | Bioorganic & medicinal chemistry, Apr-01, Volume: 18, Issue:7 | Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol. |
| AID1869323 | Antiproliferative activity against human MCF7 cells measured after 72 hrs by SRB assay | 2022 | Journal of natural products, 06-24, Volume: 85, Issue:6 | Identification and Characterization of Natural and Semisynthetic Quinones as Aurora Kinase Inhibitors. |
| AID1594144 | Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured soluble pig heart MDH refolding by measuring MDH enzyme acti | 2019 | Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9 | HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules. |
| AID1271954 | Growth inhibition of human Hs683 cells by MTT assay | 2016 | Bioorganic & medicinal chemistry letters, Jan-15, Volume: 26, Issue:2 | Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells. |
| AID627880 | Inhibition of recombinant His-tagged human DNA polymerase lambda using bovine deoxyribonuclease 1-treated DNA and dNTP as the DNA template-primer and nucleotide substrate at 10 uM after 60 mins | 2011 | Bioorganic & medicinal chemistry, Oct-01, Volume: 19, Issue:19 | Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response. |
| AID588519 | A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities | 2011 | Antiviral research, Sep, Volume: 91, Issue:3 | High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors. |
| AID540299 | A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis | 2010 | Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21 | Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | 2014 | Journal of biomolecular screening, Jul, Volume: 19, Issue:6 | A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | |||
| AID1159607 | Screen for inhibitors of RMI FANCM (MM2) intereaction | 2016 | Journal of biomolecular screening, Jul, Volume: 21, Issue:6 | A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway. |
| AID977610 | Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB | 2008 | Acta pharmacologica Sinica, Jul, Volume: 29, Issue:7 | Natural product juglone targets three key enzymes from Helicobacter pylori: inhibition assay with crystal structure characterization. |
| AID1159550 | Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening | 2015 | Nature cell biology, Nov, Volume: 17, Issue:11 | 6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 20 (5.83) | 18.7374 |
| 1990's | 18 (5.25) | 18.2507 |
| 2000's | 75 (21.87) | 29.6817 |
| 2010's | 170 (49.56) | 24.3611 |
| 2020's | 60 (17.49) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.
| This Compound (60.82) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 8 (2.23%) | 6.00% |
| Case Studies | 4 (1.11%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 347 (96.66%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||