nikkomycin Z : A uridine-based nucleoside-peptide antibiotic which inhibits fungal chitin biosynthesis by inhibiting chitin synthase. [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 | 9827103 |
| MeSH ID | M0058614 |
| PubMed CID | 456557 |
| CHEMBL ID | 35306 |
| CHEBI ID | 623918 |
| MeSH ID | M0058614 |
| Synonym |
|---|
| nikkomycin , |
| 2-[[2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2r,3s,4r,5r)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid |
| beta-d-allofuranuronic acid, 5-((2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl)amino)-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2h)-pyrimidinyl)-, (2s-(2r*,3r*,4r*))- |
| brn 0873216 |
| nsc 601906 |
| nsc-601906 |
| (2s)-2-[[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methyl-butanoyl]amino]-2-[(2r,3s,4r,5r)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]acetic acid |
| nikkomycin z |
| nz |
| .beta.-d-allofuranuronic acid, 5-[[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl]amino]-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2h)-pyrimidinyl)- |
| [(s)-(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxy-pyridin-2-yl)-3-methyl-butyrylamino]-[(2r,3s,4r,5r)-5-(2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid |
| [2-amino-4-hydroxy-4-(5-hydroxy-pyridin-2-yl)-3-methyl-butyrylamino]-[5-(2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid(nikkomycin z) |
| bdbm50089541 |
| (s)-2-((2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanamido)-2-((2r,3s,4r,5r)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)acetic acid |
| [(s)-2-amino-4-hydroxy-4-((1s,2s)-5-hydroxy-pyridin-2-yl)-3-methyl-butyrylamino]-[5-(2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid |
| (s)-[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxy-pyridin-2-yl)-3-methyl-butyrylamino]-[(2r,3r,5r)-5-(2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid |
| (s)-[(2r,3r,4r)-2-amino-4-hydroxy-4-(5-hydroxy-pyridin-2-yl)-3-methyl-butyrylamino]-[(s)-5-(2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid |
| (r)-[(s)-(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxy-pyridin-2-yl)-3-methyl-butyrylamino]-[(3s,4r,5r)-5-(2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid |
| (s)-[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxy-pyridin-2-yl)-3-methyl-butyrylamino]-[5-(2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid |
| CHEMBL35306 , |
| (2s)-2-[[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2r,3s,4r,5r)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid |
| CHEBI:623918 , |
| (2s)-{[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino}-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)-beta-d-allo-furanuronic acid |
| (2s)-{[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino}[(2r,3s,4r,5r)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]acetic acid |
| 9z22c3qqcj , |
| unii-9z22c3qqcj |
| nikkomycin z from streptomyces tendae |
| .beta.-d-allofuranuronic acid, 5-(((2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl)amino)-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2h)-pyrimidinyl)- |
| nikkomicin |
| WWJFFVUVFNBJTN-VHDFTHOZSA-N |
| DB12939 |
| Q61718271 |
| (2r)-2-[[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2r,3s,4r,5r)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid |
| HY-19593 |
| CS-0015875 |
| MS-29202 |
| (2s)-{[(2s,3s,4s)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino}[(2r,3s,4r,5r)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid (non-preferred name) |
| BGI , |
Nikkomycin Z is an antifungal drug that inhibits chitin synthase.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Nikkomycin Z is an antifungal drug that inhibits chitin synthase. " | ( Pharmacokinetics of nikkomycin Z after single rising oral doses. Galgiani, JN; Hector, R; Nix, DE; Swezey, RR, 2009) | 2.12 |
| Excerpt | Reference | Relevance |
|---|---|---|
| " albicans to some toxic peptides in the presence of L-lysine may be attributed to an increased rate of transport of these peptides." | ( Toxicity of oxalysine and oxalysine-containing peptides against Candida albicans: regulation of peptide transport by amino acids. Basrai, MA; Becker, JM; Miller, D; Naider, F; Zhang, HL, 1992) | 0.28 |
The in-vitro activity of nikkomycin Z was investigated in combination with polyenes, triazoles or echinocandins against 20 clinical isolates of Aspergillus fumigatus with the fractional inhibitory concentration index (FICI) method.
| Excerpt | Reference | Relevance |
|---|---|---|
| " We investigated the antifungal activities of nikkomycin Z alone and in combination with fluconazole and itraconazole." | ( In vitro antifungal activity of nikkomycin Z in combination with fluconazole or itraconazole. Li, RK; Rinaldi, MG, 1999) | 0.3 |
| "The in-vitro activity of nikkomycin Z was investigated in combination with polyenes, triazoles or echinocandins against 20 clinical isolates of Aspergillus fumigatus with the fractional inhibitory concentration index (FICI) method." | ( In-vitro activity of nikkomycin Z alone and in combination with polyenes, triazoles or echinocandins against Aspergillus fumigatus. Alangaden, GJ; Chandrasekar, PH; Cutright, JL; Ganesan, LT; Manavathu, EK, 2004) | 0.32 |
| "To evaluate and compare the in vitro antifungal properties of lufenuron and nikkomycin Z against isolates of Coccidioides immitis and Aspergillus fumigatus when used singly and in combination with the azole antifungal agent itraconazole." | ( Comparison of susceptibility of fungal isolates to lufenuron and nikkomycin Z alone or in combination with itraconazole. Davidson, AP; Hector, RF; Johnson, SM, 2005) | 0.33 |
| Excerpt | Reference | Relevance |
|---|---|---|
| " Pharmacokinetics appeared linear over the range of 250 to 500 mg; however, relative bioavailability was about 62 to 70% for the 1,000-mg dose and 42 to 47% for doses between 1,500 and 2,000 mg." | ( Pharmacokinetics of nikkomycin Z after single rising oral doses. Galgiani, JN; Hector, R; Nix, DE; Swezey, RR, 2009) | 0.35 |
| " Pharmacokinetics appeared linear over the range of 250 to 500 mg; however, relative bioavailability was about 62 to 70% for the 1,000-mg dose and 42 to 47% for doses between 1,500 and 2,000 mg." | ( Pharmacokinetics of nikkomycin Z after single rising oral doses. Galgiani, JN; Hector, R; Nix, DE; Swezey, RR, 2009) | 0.68 |
Nikkomycin Z was effective only when dosed multiple times per day. clotrimazole efficacy was variable when administered in experimental vehicles. zeamatin enhanced the efficacy of either of the other two drugs when they were given in combination.
| Excerpt | Relevance | Reference |
|---|---|---|
| " albicans, NZ administered singly in doses ranging from 5 to 50 mg/kg of body weight twice a day was able to delay the onset of mortality but showed no dose-response effect." | ( Positive interaction of nikkomycins and azoles against Candida albicans in vitro and in vivo. Hector, RF; Schaller, K, 1992) | 0.28 |
| " Increased duration and/or dosage improved the efficacy of nikkomycin Z, with 10 days of each dose curing 50 to 90% of the animals." | ( Efficacy of nikkomycin Z against experimental pulmonary blastomycosis. Clemons, KV; Stevens, DA, 1997) | 0.3 |
| "Whereas alone, zeamatin was ineffective, nikkomycin Z was effective only when dosed multiple times per day, and clotrimazole efficacy was variable when administered in experimental vehicles (unlike the complex and undefined commercial preparation), zeamatin enhanced the efficacy of either of the other two drugs when they were given in combination." | ( Zeamatin, clotrimazole and nikkomycin Z in therapy of a Candida vaginitis model. Calderon, L; Clemons, KV; Martinez, M; Selitrennikoff, CP; Stevens, DA; Wilson, SJ, 2002) | 0.31 |
| Role | Description |
|---|---|
| antifungal agent | An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. |
| [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 |
|---|---|
| nikkomycin | A class of nucleoside-peptide antibiotics which inhibit fungal chitin biosynthesis by inhibiting chitin synthase. Generally consist of a heterocyclic moiety (usually a nucleobase), an amino hexuronic acid and an amino acid containing a pyridine ring. |
| [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 | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chitin synthase 1 | Saccharomyces cerevisiae S288C | IC50 (µMol) | 0.0002 | 0.0002 | 0.0002 | 0.0002 | AID391503; AID391504 |
| Cannabinoid receptor 1 | Rattus norvegicus (Norway rat) | IC50 (µMol) | 0.0002 | 0.0002 | 0.6609 | 10.0000 | AID391503 |
| Chitin synthase 1 | Candida albicans | IC50 (µMol) | 3.2000 | 3.2000 | 3.2000 | 3.2000 | AID1717642; AID52095 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID553852 | Antifungal activity against wild type Candida albicans 10261 in RPMI-1640 buffered medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID614235 | Inhibition of chitin synthase in Mucor mucedo IFO 7684 assessed as incorporation of GlcNAc from [14C]-UDP-GlcNAc into acid-insoluble fractions at 4 ug/ml after 55 mins by liquid scintillation counting | 2011 | Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18 | Antifungal thiopeptide cyclothiazomycin B1 exhibits growth inhibition accompanying morphological changes via binding to fungal cell wall chitin. |
| AID416944 | Antifungal activity against Fusarium oxysporum by broth microdilution test | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Exploration of click reaction for the synthesis of modified nucleosides as chitin synthase inhibitors. |
| AID560852 | Relative bioavailability based on AUC (0 to infinity) in healthy human at 1000 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560866 | Hepatotoxicity in healthy human assessed as elevated aspartate transaminase level at 1000 mg/kg, po administered as single dose after 72 hrs | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID340898 | Antifungal activity against Aspergillus fumigatus assessed as induction of balloon-like of hyphal apical tips at 32 ug/ml after 48 hrs | 2007 | Antimicrobial agents and chemotherapy, Aug, Volume: 51, Issue:8 | Calcineurin inhibition or mutation enhances cell wall inhibitors against Aspergillus fumigatus. |
| AID560854 | Relative bioavailability based on AUC (0 to infinity) in healthy human at 1500 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554683 | Antifungal activity against crzA deficient Aspergillus fumigatus Af293 assessed as increase in chitin cell wall content at 1 to 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560840 | AUC (0 to infinity) in healthy human at 250 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID1717643 | Antifungal activity against Candida albicans CY1002 by NCCLS-based M27-A broth microdilution method | 2020 | Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21 | Recent Progress in the Discovery of Antifungal Agents Targeting the Cell Wall. |
| AID553536 | Drug accumulation in Saccharomyces cerevisiae ADCDR2 expressing Candida albicans CDR2 efflux pump reenergized with glucose at pH 6.0 after 60 mins by fluorescamine staining | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID47248 | In vitro antifungal activity against Candida albicans CY 3003 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID553535 | Drug accumulation in Saccharomyces cerevisiae ADCDR1 expressing Candida albicans CDR1 efflux pump reenergized with glucose at pH 6.0 assessed as intracellular accumulation after 60 mins by fluorescamine staining | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID554502 | Antifungal activity against Aspergillus fumigatus H237 expressing rasA gene assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID614295 | Effect on cell wall re-generation in Mucor mucedo IFO 7684 spheroplasts under hyperosmotic condition at 0.081 uM up to 24 hrs by microscopic analysis | 2011 | Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18 | Antifungal thiopeptide cyclothiazomycin B1 exhibits growth inhibition accompanying morphological changes via binding to fungal cell wall chitin. |
| AID614233 | Antifungal activity against Mucor mucedo IFO 7684 under hypoosmotic shock assessed as increase of fragility of organism at 0.081 uM after 24 hrs measured after distilled water treatment for 10 mins by microscopic analysis | 2011 | Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18 | Antifungal thiopeptide cyclothiazomycin B1 exhibits growth inhibition accompanying morphological changes via binding to fungal cell wall chitin. |
| AID553531 | Prodrug stability in fluconazole resistant Candida albicans isolate Gu5 overexpressing CDR1 and CDR2 assessed as compound cleavage rate measured per mg of protein | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID560855 | Relative bioavailability based on AUC (0 to infinity) in healthy human at 2000 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID553843 | Antifungal activity against Saccharomyces cerevisiae AD12345678 in YNPG-proline medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID553856 | Antifungal activity against fluconazole resistant Candida albicans isolate B4 overexpressing MDR1 in RPMI-1640 buffered medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID553522 | Drug uptake in Saccharomyces cerevisiae ADMDR1 expressing Candida albicans MDR1 efflux pump at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID49441 | Compound was tested for percent inhibition of transport of (Leu)2 into Candida albicans H-317. | 1991 | Journal of medicinal chemistry, Jan, Volume: 34, Issue:1 | Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs. |
| AID560870 | Hepatotoxicity in healthy human assessed as elevated aspartate transaminase level at 1000 mg/kg, po administered as single dose after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560860 | Relative bioavailability in healthy human at 1000 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560851 | Terminal half life in healthy human at 2000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID1717644 | Antifungal activity against Aspergillus fumigatus CF1003 by NCCLS-based M27-A broth microdilution method | 2020 | Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21 | Recent Progress in the Discovery of Antifungal Agents Targeting the Cell Wall. |
| AID560616 | AUC (0 to t) in healthy human at 1000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554501 | Antifungal activity against rasA deficient Aspergillus fumigatus H237 assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID391503 | Inhibition of chitin synthase 1 in Saccharomyces cerevisiae assessed as incorporation of [14C]N-Acetylglucosamine after 90 mins | 2008 | Journal of natural products, Oct, Volume: 71, Issue:10 | Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. |
| AID560848 | Terminal half life in healthy human at 1000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID49799 | In vitro antifungal activity of compound was tested against Candida fumigatus CF1003 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID554488 | Antifungal activity against Aspergillus fumigatus Af293 expressing cnaA gene assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID416945 | Inhibition of chitin synthase activity in Benjaminiella poitrasii at 4 ug/mL | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Exploration of click reaction for the synthesis of modified nucleosides as chitin synthase inhibitors. |
| AID560605 | Cmax in healthy human at 1500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560839 | AUC (0 to t) in healthy human at 2000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560609 | Tmax in healthy human at 500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554688 | Antifungal activity against rasA deficient Aspergillus fumigatus H237 assessed as increase in chitin cell wall content at 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID614234 | Antifungal activity against Fusarium oxysporum NBRC 5942 under hypoosmotic shock assessed as increase of fragility of organism at 0.081 uM after 24 hrs measured after distilled water treatment for 10 mins by microscopic analysis | 2011 | Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18 | Antifungal thiopeptide cyclothiazomycin B1 exhibits growth inhibition accompanying morphological changes via binding to fungal cell wall chitin. |
| AID48609 | In vitro antifungal activity of compound was tested against Candida tropicalis CY 1038 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID554686 | Antifungal activity against cnaA deficient Aspergillus fumigatus Af293 assessed as increase in chitin cell wall content at 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID49443 | Compound was tested for percent inhibition of transport of (Met)2 into Candida albicans H-317. | 1991 | Journal of medicinal chemistry, Jan, Volume: 34, Issue:1 | Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs. |
| AID560614 | AUC (0 to t) in healthy human at 250 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560837 | AUC (0 to t) in healthy human at 1500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560869 | Hepatotoxicity in healthy human assessed as elevated alkaline phosphatase level at 1000 mg/kg, po administered as single dose after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560606 | Cmax in healthy human at 1750 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID553846 | Antifungal activity against Saccharomyces cerevisiae ADMDR1 expressing Candida albicans MDR1 efflux pump in YNPG-proline medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID416947 | Antifungal activity against Benjaminiella poitrasii at 4 ug/mL by standard broth microdilution technique | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Exploration of click reaction for the synthesis of modified nucleosides as chitin synthase inhibitors. |
| AID560864 | Hepatotoxicity in healthy human assessed as elevated bilirubin level at 1000 mg/kg, po administered as single dose after 72 hrs | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID45309 | Compound was tested for its lowest concentration at which growth of H-317 strain of Candida albicans was clearly inhibited. | 1991 | Journal of medicinal chemistry, Jan, Volume: 34, Issue:1 | Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs. |
| AID560856 | Oral clearance in healthy human at 250 to 2000 mg/kg administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID52092 | Inhibitory activity against chitin synthase from Saccharomyces cerevisiae | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis of new (difluoromethylphosphono)azadisaccharides designed as bisubstrate analogue inhibitors for GlcNAc:beta-1,4 glycosyltransferases. |
| AID554689 | Antifungal activity against Aspergillus fumigatus H237 expressing dominant-active rasA assessed as increase in chitin cell wall content at 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560849 | Terminal half life in healthy human at 1500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID47245 | In vitro antifungal activity against Candida albicans CY 1002 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID553517 | Drug uptake in Saccharomyces cerevisiae AD12345678 at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining in presence of fluconazole | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID416943 | Antifungal activity against Cryptococcus neoformans by broth microdilution test | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Exploration of click reaction for the synthesis of modified nucleosides as chitin synthase inhibitors. |
| AID52090 | Compound tested for the inhibition of chitin synthase using Saccharomyces cerevisiae cells (X2180 strain) | 2003 | Bioorganic & medicinal chemistry letters, May-19, Volume: 13, Issue:10 | Design, synthesis and biological evaluation of hetaryl-nucleoside derivatives as inhibitors of chitin synthase. |
| AID554500 | Antifungal activity against Aspergillus fumigatus H237 assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID554489 | Antifungal activity against crzA deficient Aspergillus fumigatus Af293 assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID45307 | Compound was tested for its lowest concentration at which growth of 124N5 strain of Candida albicans was clearly inhibited. | 1991 | Journal of medicinal chemistry, Jan, Volume: 34, Issue:1 | Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs. |
| AID52079 | Inhibition of chitin synthase isolated from Candida Albicans. | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Novel nikkomycin analogues: inhibitors of the fungal cell wall biosynthesis enzyme chitin synthase. |
| AID560607 | Cmax in healthy human at 2000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560857 | Volume of distribution in healthy human at 250 to 2000 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554490 | Antifungal activity against Aspergillus fumigatus Af293 expressing crzA gene assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560613 | Tmax in healthy human at 2000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560868 | Hepatotoxicity in healthy human assessed as elevated bilirubin level at 1000 mg/kg, po administered as single dose after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554682 | Antifungal activity against cnaA deficient Aspergillus fumigatus Af293 assessed as increase in chitin cell wall content at 1 to 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560603 | Cmax in healthy human at 500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560846 | Terminal half life in healthy human at 250 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID553842 | Antifungal activity against wild type Saccharomyces cerevisiae ATCC 9763 in YNPG-proline medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID560611 | Tmax in healthy human at 1500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560841 | AUC (0 to infinity) in healthy human at 500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554508 | Antifungal activity against Aspergillus fumigatus Af293 assessed as decrease in 1, 3-beta-D-glucan cell wall content at 1 ug/ml after 48 hrs by aniline blue assay | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID49953 | In vitro antifungal activity against Candida glabrata CY 1014 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID553532 | Prodrug stability in fluconazole sensitive Candida albicans isolate B3 assessed as compound cleavage rate measured per mg of protein | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID391501 | Effect on chitin synthase 1-mediated incorporation of [14C]N-acetylglucosamine in Saccharomyces cerevisiae assessed as residual activity after 90 mins | 2008 | Journal of natural products, Oct, Volume: 71, Issue:10 | Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. |
| AID416942 | Antifungal activity against Candida albicans by broth microdilution test | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Exploration of click reaction for the synthesis of modified nucleosides as chitin synthase inhibitors. |
| AID391502 | Effect on chitin synthase 1-mediated incorporation of [14C]N-Acetylglucosamine in Saccharomyces cerevisiae assessed as residual activity after 90 mins in presence of trypsin | 2008 | Journal of natural products, Oct, Volume: 71, Issue:10 | Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. |
| AID47246 | In vitro antifungal activity against Candida albicans CY 1003 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID373552 | Inhibition of chitin synthase-mediated chitin synthesis in yeast by high throughput assay | 2009 | European journal of medicinal chemistry, May, Volume: 44, Issue:5 | Novel 4H-1,3,4-oxadiazin-5(6H)-ones with hydrophobic and long alkyl chains: design, synthesis, and bioactive diversity on inhibition of monoamine oxidase, chitin biosynthesis and tumor cell. |
| AID560845 | AUC (0 to infinity) in healthy human at 2000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554506 | Antifungal activity against cnaA deficient Aspergillus fumigatus Af293 assessed as decrease in 1, 3-beta-D-glucan cell wall content at 1 ug/ml by aniline blue assay | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560602 | Cmax in healthy human at 250 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID553520 | Drug uptake in Saccharomyces cerevisiae ADCDR2 expressing Candida albicans CDR2 efflux pump at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID554487 | Antifungal activity against cnaA deficient Aspergillus fumigatus Af293 assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560615 | AUC (0 to t) in healthy human at 500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554503 | Antifungal activity against Aspergillus fumigatus H237 expressing dominant-active rasA gene assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID554507 | Antifungal activity against crzA deficient Aspergillus fumigatus Af293 assessed as decrease in 1, 3-beta-D-glucan cell wall content at 1 ug/ml by aniline blue assay | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID52091 | Compound tested for the inhibition of chitin synthase using Saccharomyces cerevisiae cells (X2180 strain) | 2003 | Bioorganic & medicinal chemistry letters, May-19, Volume: 13, Issue:10 | Design, synthesis and biological evaluation of hetaryl-nucleoside derivatives as inhibitors of chitin synthase. |
| AID554498 | Antifungal activity against crzA deficient Aspergillus fumigatus Af293 assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560861 | Relative bioavailability in healthy human at 1500 to 2000 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554684 | Antifungal activity against rasA deficient Aspergillus fumigatus H237 assessed as increase in chitin cell wall content at 1 to 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560604 | Cmax in healthy human at 1000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID47862 | In vitro antifungal activity of compound was tested against Candida parapsilosis CY 1028 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID560612 | Tmax in healthy human at 1750 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID553853 | Antifungal activity against fluconazole sensitive Candida albicans isolate Gu4 in RPMI-1640 buffered medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID553516 | Drug uptake in Saccharomyces cerevisiae AD12345678 at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID416946 | Antifungal activity against Benjaminiella poitrasii assessed as inhibition of germ tube formation at 4 ug/mL after 6 hrs | 2009 | Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6 | Exploration of click reaction for the synthesis of modified nucleosides as chitin synthase inhibitors. |
| AID553518 | Drug uptake in Saccharomyces cerevisiae ADCDR1 expressing Candida albicans CDR1 efflux pump at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID553844 | Antifungal activity against Saccharomyces cerevisiae ADCDR1 expressing Candida albicans CDR1 efflux pump in YNPG-proline medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID553521 | Drug uptake in Saccharomyces cerevisiae ADCDR2 at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining in presence of fluconazole | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID560610 | Tmax in healthy human at 1000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID50317 | In vitro antifungal activity of compound was tested against Candida neoformans CY 1059 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID553845 | Antifungal activity against Saccharomyces cerevisiae ADCDR2 expressing Candida albicans CDR2 efflux pump in YNPG-proline medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID301276 | Inhibition of yeast hypha transition at 4 ug/mL after 4 hrs | 2007 | Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21 | Synthesis and evaluation of antifungal properties of a series of the novel 2-amino-5-oxo-4-phenyl-5,6,7,8-tetrahydroquinoline-3-carbonitrile and its analogues. |
| AID554687 | Antifungal activity against crzA deficient Aspergillus fumigatus Af293 assessed as increase in chitin cell wall content at 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID553534 | Drug accumulation in Saccharomyces cerevisiae AD12345678 reenergized with glucose at pH 6.0 assessed as intracellular accumulation after 60 mins by fluorescamine staining | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID554509 | Antifungal activity against Aspergillus fumigatus H237 assessed as decrease in 1, 3-beta-D-glucan cell wall content at 1 ug/ml after 48 hrs by aniline blue assay | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID554505 | Antifungal activity against rasA deficient Aspergillus fumigatus H237 assessed as decrease in 1, 3-beta-D-glucan cell wall content at 1 ug/ml by aniline blue assay | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID553855 | Antifungal activity against fluconazole sensitive Candida albicans isolate B3 in RPMI-1640 buffered medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID391504 | Inhibition of chitin synthase 1 in Saccharomyces cerevisiae after 90 mins in presence of trypsin | 2008 | Journal of natural products, Oct, Volume: 71, Issue:10 | Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. |
| AID553530 | Prodrug stability in fluconazole sensitive Candida albicans isolate Gu4 assessed as compound cleavage rate measured per mg of protein | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID560859 | Absorption time lag in healthy human at 250 to 2000 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554510 | Antifungal activity against Aspergillus fumigatus H237 expressing dominant-active rasA assessed as decrease in 1, 3-beta-D-glucan cell wall content at 1 ug/ml after 48 hrs by aniline blue assay | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID553519 | Drug uptake in Saccharomyces cerevisiae ADCDR1 at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining in presence of fluconazole | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID554491 | Antifungal activity against Aspergillus fumigatus H237 assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID47101 | Compound was tested for rate of hydrolysis (percent hydrolyzed per 10 min) by cell extract from Candida albicans H-317. | 1991 | Journal of medicinal chemistry, Jan, Volume: 34, Issue:1 | Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs. |
| AID553529 | Prodrug stability in wild type Candida albicans 10261 assessed as compound cleavage rate measured per mg of protein | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID554681 | Antifungal activity against Candida albicans SC5314 assessed as decrease in chitin cell wall content at 4 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560608 | Tmax in healthy human at 250 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554494 | Antifungal activity against Aspergillus fumigatus H237 expressing dominant-active rasA gene assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID554495 | Antifungal activity against Aspergillus fumigatus Af293 assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560847 | Terminal half life in healthy human at 500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID324158 | Antifungal activity against Aspergillus fumigatus isolate after 24 hrs by XTT assay | 2007 | Antimicrobial agents and chemotherapy, May, Volume: 51, Issue:5 | Modeling the combination of amphotericin B, micafungin, and nikkomycin Z against Aspergillus fumigatus in vitro using a novel response surface paradigm. |
| AID553854 | Antifungal activity against fluconazole resistant Candida albicans isolate Gu5 overexpressing CDR1 and CDR2 in RPMI-1640 buffered medium after 24 hrs by microdilution method | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID47247 | In vitro antifungal activity against Candida albicans CY 1124 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID560842 | AUC (0 to infinity) in healthy human at 1000 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560838 | AUC (0 to t) in healthy human at 1750 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID1717642 | Inhibition of Candida albicans chitin synthase 1 | 2020 | Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21 | Recent Progress in the Discovery of Antifungal Agents Targeting the Cell Wall. |
| AID50139 | In vitro antifungal activity against Candida krusei CY 1191 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID554493 | Antifungal activity against Aspergillus fumigatus H237 expressing rasA gene assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID391500 | Inhibition of (1->3)-beta-D-glucan synthase in Saccharomyces cerevisiae assessed as incorporation of [14C]-Glucose after 30 mins | 2008 | Journal of natural products, Oct, Volume: 71, Issue:10 | Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. |
| AID554499 | Antifungal activity against Aspergillus fumigatus Af293 expressing crzA gene assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID52097 | Compound was tested for its ability to inhibit chitin synthetase using Candida albicans strain H-317. | 1991 | Journal of medicinal chemistry, Jan, Volume: 34, Issue:1 | Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs. |
| AID560850 | Terminal half life in healthy human at 1750 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554492 | Antifungal activity against rasA deficient Aspergillus fumigatus H237 assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID554486 | Antifungal activity against Aspergillus fumigatus Af293 assessed as abnormal hyphal growth by CLSI method | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560863 | Toxicity in healthy human assessed as occurrence of dizziness at 250 mg/kg, po administered as single dose | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554496 | Antifungal activity against cnaA deficient Aspergillus fumigatus Af293 assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560867 | Hepatotoxicity in healthy human assessed as elevated bilirubin level at 1000 mg/kg, po administered as single dose after 7 days post dosing | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID560844 | AUC (0 to infinity) in healthy human at 1750 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID553523 | Drug uptake in Saccharomyces cerevisiae ADMDR1 at 200 uM pretreated for 10 mins measured after 60 mins by fluorescamine staining in presence of fluconazole | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID560858 | Terminal elimination rate constant in healthy human at 250 to 2000 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID553533 | Prodrug stability in fluconazole resistant Candida albicans isolate B4 overexpressing MDR1 assessed as compound cleavage rate measured per mg of protein | 2008 | Antimicrobial agents and chemotherapy, Nov, Volume: 52, Issue:11 | Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps. |
| AID52095 | Inhibitory of Candida albicans chitin synthase 1 | 2000 | Bioorganic & medicinal chemistry letters, Jul-03, Volume: 10, Issue:13 | Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors. |
| AID614229 | Antifungal activity against Mucor mucedo IFO 7684 under hyperosmotic shock at 0.081 uM after 2 days by paper disc method | 2011 | Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18 | Antifungal thiopeptide cyclothiazomycin B1 exhibits growth inhibition accompanying morphological changes via binding to fungal cell wall chitin. |
| AID614230 | Antifungal activity against Fusarium oxysporum NBRC 5942 under hyperosmotic shock at 0.081 uM after 2 days by paper disc method | 2011 | Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18 | Antifungal thiopeptide cyclothiazomycin B1 exhibits growth inhibition accompanying morphological changes via binding to fungal cell wall chitin. |
| AID560862 | Toxicity in healthy human assessed as occurrence of headache at 250 mg/kg, po administered as single dose | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID391499 | Effect on (1->3)-beta-D-glucan synthase-mediated [14C]-Glucose incorporation in Saccharomyces cerevisiae assessed as residual activity after 30 mins | 2008 | Journal of natural products, Oct, Volume: 71, Issue:10 | Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. |
| AID554497 | Antifungal activity against Aspergillus fumigatus Af293 expressing cnaA gene assessed as abnormal hyphal growth by CLSI method relative to caspofungin | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID560853 | Relative bioavailability based on AUC (0 to infinity) in healthy human at 1750 mg/kg, po administered as single dose by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID45305 | Compound was tested for its lowest concentration at which growth of 124 strain of Candida albicans was clearly inhibited. | 1991 | Journal of medicinal chemistry, Jan, Volume: 34, Issue:1 | Synthesis and biological evaluation of dipeptidyl and tripeptidyl polyoxin and nikkomycin analogues as anticandidal prodrugs. |
| AID560865 | Hepatotoxicity in healthy human assessed as elevated alkaline phosphatase level at 1000 mg/kg, po administered as single dose after 72 hrs | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| AID554685 | Antifungal activity against Aspergillus fumigatus H237 expressing dominant-active rasA assessed as increase in chitin cell wall content at 1 to 16 ug/ml after 48 hrs | 2009 | Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2 | Differential effects of inhibiting chitin and 1,3-{beta}-D-glucan synthesis in ras and calcineurin mutants of Aspergillus fumigatus. |
| AID301277 | Inhibition of Benjaminiella poitrasii chitin synthase at 4 ug/mL | 2007 | Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21 | Synthesis and evaluation of antifungal properties of a series of the novel 2-amino-5-oxo-4-phenyl-5,6,7,8-tetrahydroquinoline-3-carbonitrile and its analogues. |
| AID324159 | Antifungal activity against Aspergillus fumigatus isolate after 48 hrs by XTT assay | 2007 | Antimicrobial agents and chemotherapy, May, Volume: 51, Issue:5 | Modeling the combination of amphotericin B, micafungin, and nikkomycin Z against Aspergillus fumigatus in vitro using a novel response surface paradigm. |
| AID560843 | AUC (0 to infinity) in healthy human at 1500 mg/kg, po administered as single dose measured after 72 hrs by HPLC method | 2009 | Antimicrobial agents and chemotherapy, Jun, Volume: 53, Issue:6 | Pharmacokinetics of nikkomycin Z after single rising oral doses. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 21 (9.77) | 18.7374 |
| 1990's | 51 (23.72) | 18.2507 |
| 2000's | 80 (37.21) | 29.6817 |
| 2010's | 49 (22.79) | 24.3611 |
| 2020's | 14 (6.51) | 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 strong demand-to-supply ratio for research on this compound.
| This Compound (37.35) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 1 (0.48%) | 5.53% |
| Trials | 1 (6.25%) | 5.53% |
| Reviews | 12 (5.80%) | 6.00% |
| Reviews | 1 (6.25%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 194 (93.72%) | 84.16% |
| Other | 14 (87.50%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
| Trial | Phase | Enrollment | Study Type | Start Date | Status | ||
|---|---|---|---|---|---|---|---|
| Phase I/II Evaluation of the Safety, Pharmacokinetics, and Preliminary Effectiveness of Nikkomycin Z in the Treatment of Patients With Uncomplicated Coccidioides Pneumonia [NCT00614666] | Phase 1/Phase 2 | 6 participants (Actual) | Interventional | 2007-09-30 | Terminated(stopped due to Recruitment challenges and lack of funding caused an early end to this study) | ||
| Phase I, Randomized, Double-blind, Placebo Controlled, Multiple-dose Evaluation of the Safety Tolerance and Pharmacokinetics of Nikkomycin Z in Healthy Subjects [NCT00834184] | Phase 1 | 32 participants (Actual) | Interventional | 2008-10-31 | Completed | ||
| Comparison of Nikkomycin Z Bioavailability After Single Dose Administration Under Fed (High Fat Meal) Compared to Fasting Conditions [NCT01647256] | Phase 1 | 5 participants (Actual) | Interventional | 2012-07-31 | Terminated(stopped due to Insufficient # subjects available for 2nd group; evaluating alternate study site) | ||
| [information is prepared from clinicaltrials.gov, extracted Sep-2024] | |||||||