1,4-bis[2-(4-hydroxyphenyl)ethylamino]anthracene-9,10-dione, often abbreviated as **Bis-HPEA**, is a synthetic organic compound with a complex structure incorporating an anthraquinone core and two phenethylamine side chains. This compound holds significant importance in research due to its potential applications in:
**1. Cancer Therapy:**
* **Anti-cancer activity:** Bis-HPEA has demonstrated significant cytotoxicity against various cancer cell lines, including breast, lung, and colon cancer cells. It acts by inducing apoptosis (programmed cell death) and inhibiting cell proliferation.
* **Targeting specific cancer cells:** Preclinical studies suggest that Bis-HPEA can selectively target and kill cancer cells while sparing normal healthy cells, making it a potential candidate for cancer therapy.
**2. Bioimaging:**
* **Fluorescence properties:** Bis-HPEA possesses fluorescence properties that make it a useful tool for bioimaging. It can be used to track and visualize cellular processes and structures within living organisms.
* **Specific labeling:** Bis-HPEA can be chemically modified to target specific cellular components or molecules, allowing researchers to study the dynamics of these elements in living cells.
**3. Other Potential Applications:**
* **Anti-inflammatory activity:** Bis-HPEA has shown potential in reducing inflammation, which could be relevant for treating inflammatory diseases.
* **Antioxidant activity:** The compound exhibits antioxidant properties, potentially offering protection against oxidative stress-related damage.
**Research Significance:**
The unique properties of Bis-HPEA have sparked extensive research interest in its potential applications in various fields, particularly in medicine and bioimaging. Ongoing studies are focused on:
* **Determining the precise mechanisms of action:** Researchers are working to understand how Bis-HPEA exerts its anticancer, anti-inflammatory, and antioxidant effects.
* **Optimizing the compound:** Chemical modifications are being explored to enhance its effectiveness, selectivity, and bioavailability.
* **Developing clinical trials:** Preclinical studies have shown promising results, paving the way for potential clinical trials to evaluate the safety and efficacy of Bis-HPEA in humans.
**Note:** While Bis-HPEA shows promise in research, it's crucial to remember that it is still under investigation and not yet approved for clinical use. Further research is necessary before its potential benefits can be fully realized.
ID Source | ID |
---|---|
PubMed CID | 2817242 |
CHEMBL ID | 425294 |
CHEBI ID | 125674 |
SCHEMBL ID | 3886741 |
Synonym |
---|
SR-01000631372-1 |
CHEBI:125674 |
NCGC00186017-01 |
CHEMBL425294 , |
1,4-bis[2-(4-hydroxyphenyl)ethylamino]anthracene-9,10-dione |
1,4-bis[2-(4-hydroxyphenyl)ethylamino]anthraquinone |
1,4-bis(4-hydroxyphenethylamino)anthracene-9,10-dione |
bdbm50156763 |
HMS3261L04 |
CCG-41282 |
jfd00244 |
96969-83-4 |
1,4-bis[(p-hydroxyphenethyl)amino]-anthraquinone |
LP00611 |
BRD-K93300946-001-01-2 |
SCHEMBL3886741 |
tox21_500611 |
NCGC00261296-01 |
1,4-bis[2-(p-hydroxyphenyl)ethylamino]anthraquinone |
UUJHFIBEJJLZBF-UHFFFAOYSA-N |
1,4-bis[2-(p-hydroxyphenyl)ethylamino] anthraquinone |
bml-266 |
DTXSID20384692 |
Q27216285 |
AKOS028111649 |
jfd00244, >=98% (hplc), solid |
9,10-anthracenedione, 1,4-bis[[2-(4-hydroxyphenyl)ethyl]amino]- |
AS-16734 |
SDCCGSBI-0633736.P001 |
NCGC00186017-05 |
CS-0033891 |
HY-108986 |
WDA96983 |
Class | Description |
---|---|
anthraquinone | |
[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) |
---|---|---|---|---|---|---|---|
ATAD5 protein, partial | Homo sapiens (human) | Potency | 14.5750 | 0.0041 | 10.8903 | 31.5287 | AID493106; AID493107 |
Fumarate hydratase | Homo sapiens (human) | Potency | 35.4813 | 0.0030 | 8.7949 | 48.0869 | AID1347053 |
GLS protein | Homo sapiens (human) | Potency | 7.9433 | 0.3548 | 7.9355 | 39.8107 | AID624146 |
regulator of G-protein signaling 4 | Homo sapiens (human) | Potency | 0.7512 | 0.5318 | 15.4358 | 37.6858 | AID504845 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 14.9601 | 0.0015 | 30.6073 | 15,848.9004 | AID1224819; AID1224820 |
polyprotein | Zika virus | Potency | 35.4813 | 0.0030 | 8.7949 | 48.0869 | AID1347053 |
Parkin | Homo sapiens (human) | Potency | 29.0929 | 0.8199 | 14.8306 | 44.6684 | AID720572 |
arylsulfatase A | Homo sapiens (human) | Potency | 9.5283 | 1.0691 | 13.9551 | 37.9330 | AID720538 |
euchromatic histone-lysine N-methyltransferase 2 | Homo sapiens (human) | Potency | 1.7783 | 0.0355 | 20.9770 | 89.1251 | AID504332 |
NPC intracellular cholesterol transporter 1 precursor | Homo sapiens (human) | Potency | 58.0479 | 0.0126 | 2.4518 | 25.0177 | AID485313 |
atrial natriuretic peptide receptor 1 precursor | Homo sapiens (human) | Potency | 11.9955 | 0.1346 | 10.3950 | 30.1313 | AID1347049 |
chromobox protein homolog 1 | Homo sapiens (human) | Potency | 1.7783 | 0.0060 | 26.1688 | 89.1251 | AID488953 |
atrial natriuretic peptide receptor 2 precursor | Homo sapiens (human) | Potency | 13.0918 | 0.0066 | 9.8094 | 18.4927 | AID1347050 |
flap endonuclease 1 | Homo sapiens (human) | Potency | 21.1923 | 0.1337 | 25.4129 | 89.1251 | AID588795 |
ras-related protein Rab-9A | Homo sapiens (human) | Potency | 46.1091 | 0.0002 | 2.6215 | 31.4954 | AID485297 |
serine/threonine-protein kinase mTOR isoform 1 | Homo sapiens (human) | Potency | 4.6451 | 0.0037 | 8.6189 | 23.2809 | AID2667; AID2668 |
M-phase phosphoprotein 8 | Homo sapiens (human) | Potency | 2.1192 | 0.1778 | 24.7352 | 79.4328 | AID488949 |
D(1A) dopamine receptor | Sus scrofa (pig) | Potency | 4.6451 | 0.0037 | 8.1081 | 23.2809 | AID2667 |
Ataxin-2 | Homo sapiens (human) | Potency | 8.9125 | 0.0119 | 12.2221 | 68.7989 | AID588378 |
phosphoglycerate kinase | Trypanosoma brucei brucei TREU927 | Potency | 23.9341 | 0.0757 | 8.4742 | 29.0628 | AID504547 |
2,3-bisphosphoglycerate-independent phosphoglycerate mutase | Leishmania major strain Friedlin | Potency | 23.9341 | 7.5686 | 15.2306 | 21.3313 | AID504548 |
ATP-dependent phosphofructokinase | Trypanosoma brucei brucei TREU927 | Potency | 11.9955 | 0.0601 | 10.7453 | 37.9330 | AID485368 |
[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) |
---|---|---|---|---|---|---|---|
NAD-dependent protein deacetylase sirtuin-2 | Homo sapiens (human) | IC50 (µMol) | 56.8000 | 0.5000 | 3.8481 | 10.0000 | AID274902; AID281694; AID602806 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1508629 | Cell Viability qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
AID1347151 | Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
AID588378 | qHTS for Inhibitors of ATXN expression: Validation | |||
AID1347059 | CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation | 2019 | PloS one, , Volume: 14, Issue:7 | Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors. |
AID1508628 | Confirmatory qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
AID1347086 | qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal | 2020 | Antiviral research, 01, Volume: 173 | A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity. |
AID1508630 | Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
AID1347058 | CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation | 2019 | PloS one, , Volume: 14, Issue:7 | Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors. |
AID1508627 | Counterscreen qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: GLuc-NoTag assay | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
AID504812 | Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID1347082 | qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal | 2020 | Antiviral research, 01, Volume: 173 | A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity. |
AID1347049 | Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen | 2019 | Science translational medicine, 07-10, Volume: 11, Issue:500 | Inhibition of natriuretic peptide receptor 1 reduces itch in mice. |
AID504810 | Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID1347045 | Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line | 2019 | Science translational medicine, 07-10, Volume: 11, Issue:500 | Inhibition of natriuretic peptide receptor 1 reduces itch in mice. |
AID504836 | Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation | 2002 | The Journal of biological chemistry, Apr-19, Volume: 277, Issue:16 | Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. |
AID1347083 | qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen | 2020 | Antiviral research, 01, Volume: 173 | A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity. |
AID1347057 | CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation | 2019 | PloS one, , Volume: 14, Issue:7 | Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors. |
AID1347405 | qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection | 2020 | ACS chemical biology, 07-17, Volume: 15, Issue:7 | High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle. |
AID1347050 | Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay | 2019 | Science translational medicine, 07-10, Volume: 11, Issue:500 | Inhibition of natriuretic peptide receptor 1 reduces itch in mice. |
AID588349 | qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay | |||
AID1347410 | qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library | 2019 | Cellular signalling, 08, Volume: 60 | A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening. |
AID602806 | Inhibition of Sirt2 | 2011 | Bioorganic & medicinal chemistry, Jun-15, Volume: 19, Issue:12 | Computer- and structure-based lead design for epigenetic targets. |
AID281694 | Inhibition of human recombinant GST-tagged SIRT2 by histone deacetylase assay | 2004 | Journal of medicinal chemistry, Dec-02, Volume: 47, Issue:25 | An in silico approach to discovering novel inhibitors of human sirtuin type 2. |
AID274902 | Inhibition of SIRT2 | 2006 | Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26 | N,N'-Bisbenzylidenebenzene-1,4-diamines and N,N'-Bisbenzylidenenaphthalene-1,4-diamines as Sirtuin Type 2 (SIRT2) Inhibitors. |
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). | |||
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 3 (20.00) | 29.6817 |
2010's | 6 (40.00) | 24.3611 |
2020's | 6 (40.00) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (12.00) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 15 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |