euxanthone : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1 and 7 and an oxo group at position 9. It has been isolated from Cratoxylum cochinchinense.
Flora | Rank | Flora Definition | Family | Family Definition |
---|---|---|---|---|
Cratoxylum | genus | [no description available] | Hypericaceae | [no description available] |
ID Source | ID |
---|---|
PubMed CID | 5281631 |
CHEMBL ID | 389166 |
CHEBI ID | 4946 |
SCHEMBL ID | 1230282 |
MeSH ID | M0357527 |
Synonym |
---|
9h-xanthen-9-one, 1,7-dihydroxyxanthone |
1,7-dihydroxyxanthen-9-one |
1,7-dihydroxyxanthone |
euxanthone |
529-61-3 |
AKOS000278034 |
chebi:4946 , |
CHEMBL389166 , |
1,7-dihydroxy-xanthen-9-one |
9h-xanthen-9-one, 1,7-dihydroxy- |
purrenone |
eyxanthone |
1,7-dihydroxy-9h-xanthen-9-one |
SCHEMBL1230282 |
DTXSID00200947 |
euxanthon |
ncgc00385409-01!1,7-dihydroxyxanthen-9-one |
1,7-dihydroxy-9h-xanthen-9-one, 9ci |
FS-9979 |
Q27089350 |
betahistinedihdrochloride |
xanthen-9-one, 1,7-dihydroxy- ; 1,7-dihydroxy-9h-xanthen-9-one; 1,7-dihydroxyxanthone; dx 1 |
bdbm50268290 |
1,7-dihydroxy-9h-xanthen-9-on |
A870855 |
CS-0024400 |
HY-N3883 |
1,7-bis(oxidanyl)xanthen-9-one |
QN875WE9R7 |
Euxanthone is a flavonoid compound extracted from Polygala caudata. It has documented anti-neoplastic actions.
Excerpt | Reference | Relevance |
---|---|---|
"Euxanthone is a flavonoid compound extracted from Polygala caudata, with documented anti-neoplastic actions." | ( Euxanthone suppresses tumor growth and metastasis in colorectal cancer via targeting CIP2A/PP2A pathway. Cao, J; Guo, J; Luo, S; Wang, N; Zhou, F; Zhu, H, 2018) | 2.64 |
"Euxanthone is a xanthone compound extracted from Polygala caudata, and shows vasodilatory action." | ( Cytoprotective effects of euxanthone against ox-LDL-induced endothelial cell injury is mediated via Nrf2. Bu, X; Han, Z; Li, S; Sun, Y; Wang, J; Yu, W, 2019) | 1.54 |
"Euxanthone is a xanthone derivative obtained from Polygala caudata." | ( Euxanthone Ameliorates Sevoflurane-Induced Neurotoxicity in Neonatal Mice. Li, S; Wang, G; Zhou, H, 2019) | 2.68 |
Euxanthone has been found to exhibit cytotoxic activity on several human diseases, such as neurological disorders and cancers. It has the potential for clinical prevention of sevoflurane-induced neurotoxicity.
Excerpt | Reference | Relevance |
---|---|---|
"Euxanthone has a therapeutic potential for clinical prevention of sevoflurane-induced neurotoxicity." | ( Euxanthone Ameliorates Sevoflurane-Induced Neurotoxicity in Neonatal Mice. Li, S; Wang, G; Zhou, H, 2019) | 2.68 |
"Euxanthone has been found to exhibit cytotoxic activity on several human diseases, such as neurological disorders and cancers." | ( Euxanthone inhibits lipopolysaccharide-induced injury, inflammatory response, and MUC5AC hypersecretion in human airway epithelial cells by the TLR4/MyD88 pathway. Cao, G; Li, T; Shen, W; Yin, Y, 2022) | 2.89 |
"Euxanthone has a therapeutic potential for clinical prevention of sevoflurane-induced neurotoxicity." | ( Euxanthone Ameliorates Sevoflurane-Induced Neurotoxicity in Neonatal Mice. Li, S; Wang, G; Zhou, H, 2019) | 2.68 |
Euxanthone pre-treatment rescued the HUVECs from ox-LDL-induced cytotoxicity, apoptosis and DNA fragmentation in a dose-dependent manner. Pre-treatment with euxanthones suppressed ROS generation and inhibition of antioxidant enzymes, as well as the up-regulation of pro-inflammatory factors like MCP-1, IL-1β and TNF-α.
Excerpt | Reference | Relevance |
---|---|---|
"Euxanthone pre-treatment rescued the HUVECs from ox-LDL-induced cytotoxicity, apoptosis and DNA fragmentation in a dose-dependent manner. " | ( Cytoprotective effects of euxanthone against ox-LDL-induced endothelial cell injury is mediated via Nrf2. Bu, X; Han, Z; Li, S; Sun, Y; Wang, J; Yu, W, 2019) | 2.26 |
"Pre-treatment with euxanthone markedly suppressed ox-LDL-induced ROS generation and inhibition of antioxidant enzymes, as well as the up-regulation of pro-inflammatory factors like MCP-1, IL-1β and TNF-α in the HUVECs." | ( Cytoprotective effects of euxanthone against ox-LDL-induced endothelial cell injury is mediated via Nrf2. Bu, X; Han, Z; Li, S; Sun, Y; Wang, J; Yu, W, 2019) | 1.13 |
"Pre-treatment with euxanthone inhibited vascular contraction induced by phorbol 12, 13-dibutyrate (PDBu), a protein kinase C (PKC) agonist, in either the presence or absence of Ca2+ in the solution with IC50 values of 20.15+/-1.56 and 18.30+/-1.62 microM, respectively." | ( Vasorelaxant effect of euxanthone in the rat thoracic aorta. Du, GH; Fang, LH; Lin, LL; Mu, YM; Xiao, PG, 2006) | 0.96 |
Excerpt | Reference | Relevance |
---|---|---|
"To clarify the role of the intestinal flora in the absorption and metabolism of mangiferin and to elucidate its metabolic fate and pharmacokinetic profile in diabetic rats, a systematic and comparative investigation of the metabolism and pharmacokinetics of mangiferin in conventional rats, pseudo-germ-free rats, and streptozotocin (STZ)-induced diabetic rats was conducted." | ( Metabolism and pharmacokinetics of mangiferin in conventional rats, pseudo-germ-free rats, and streptozotocin-induced diabetic rats. Chen, M; Fan, M; He, L; Huang, C; Jian, L; Li, Z; Liu, H; Pan, G; Wang, K; Wu, B, 2012) | 0.38 |
Role | Description |
---|---|
metabolite | Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
plant metabolite | Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
[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 |
---|---|
xanthones | Any member of the class of xanthenes based on a xanthone skeleton. |
phenols | Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene 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) |
---|---|---|---|---|---|---|---|
Tyrosinase | Homo sapiens (human) | IC50 (µMol) | 4.5200 | 0.0230 | 4.4593 | 10.0000 | AID1683486 |
Tyrosine-protein phosphatase non-receptor type 1 | Homo sapiens (human) | IC50 (µMol) | 149.9000 | 0.0005 | 3.4984 | 9.7600 | AID1486486 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID661914 | Inhibition of Influenza A virus H9N2 neuraminidase using 4-MU-NANA as substrate by fluorescence assay | 2012 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 22, Issue:11 | Xanthones from Polygala karensium inhibit neuraminidases from influenza A viruses. |
AID1213879 | Drug excretion in streptozotocin-induced diabetic Wistar rat urine treated with mangiferin at 400 mg/kg, po administered as single dose by HPLC-DAD analysis | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Nov, Volume: 40, Issue:11 | Metabolism and pharmacokinetics of mangiferin in conventional rats, pseudo-germ-free rats, and streptozotocin-induced diabetic rats. |
AID1357643 | Cytotoxicity against mouse 3T3L1 cells at 50 uM after 24 hrs by sulforhodamine B assay | 2018 | European journal of medicinal chemistry, May-10, Volume: 151 | Lipid reducing activity and toxicity profiles of a library of polyphenol derivatives. |
AID1434699 | Cytotoxicity against Taxol-resistant human A549 cells measured after 48 hrs by MTT assay | 2017 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 27, Issue:3 | Structure-activity relationships of diverse xanthones against multidrug resistant human tumor cells. |
AID1683486 | Inhibition of Tyrosinase (unknown origin) using tyrosine as substrate incubated for 20 mins followed by substrate addition and measured every 10 mins for 30 mins | 2021 | Bioorganic & medicinal chemistry, 01-01, Volume: 29 | Xanthones for melanogenesis inhibition: Molecular docking and QSAR studies to understand their anti-tyrosinase activity. |
AID283786 | Antibacterial activity against Bacillus megaterium at 5 ug/uL by agar diffusion assay | 2007 | Journal of natural products, Apr, Volume: 70, Issue:4 | Antimicrobial prenylated anthracene derivatives from the leaves of Harungana madagascariensis. |
AID1525036 | Cytotoxicity in human HT-29 cells incubated for 72 hrs by MTT assay | 2019 | Journal of natural products, 05-24, Volume: 82, Issue:5 | Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra. |
AID661916 | Inhibition of oseltamivir-resistant H1N1 swine influenza virus neuraminidase H274Y mutant using 4-MU-NANA as substrate by fluorescence assay | 2012 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 22, Issue:11 | Xanthones from Polygala karensium inhibit neuraminidases from influenza A viruses. |
AID1525032 | Cytotoxicity in human KB cells incubated for 72 hrs by MTT assay | 2019 | Journal of natural products, 05-24, Volume: 82, Issue:5 | Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra. |
AID1202775 | Antioxidant activity assessed as trolox equivalent of APPH radical scavenging activity preincubated for 30 mins followed by APPH addition measured after 90 mins by lipophilic-ORAC fluorescence assay | 2015 | Journal of natural products, Feb-27, Volume: 78, Issue:2 | Antioxidative compounds from Garcinia buchananii stem bark. |
AID1357641 | Toxicity in zebra fish larvae at 5 uM after 48 hrs | 2018 | European journal of medicinal chemistry, May-10, Volume: 151 | Lipid reducing activity and toxicity profiles of a library of polyphenol derivatives. |
AID1525034 | Cytotoxicity in human MCF7 cells incubated for 72 hrs by MTT assay | 2019 | Journal of natural products, 05-24, Volume: 82, Issue:5 | Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra. |
AID1434700 | Cytotoxicity against human MCF7/ADR cells measured after 48 hrs by MTT assay | 2017 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 27, Issue:3 | Structure-activity relationships of diverse xanthones against multidrug resistant human tumor cells. |
AID661912 | Selectivity ratio of IC50 for wild type H1N1 swine influenza virus neuraminidase to IC50 for oseltamivir-resistant H1N1 swine influenza virus neuraminidase H274Y mutant | 2012 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 22, Issue:11 | Xanthones from Polygala karensium inhibit neuraminidases from influenza A viruses. |
AID1557455 | Antiproliferative activity against human OVCAR3 cells assessed as reduction in cell viability after 48 hrs by CCK8 assay | 2019 | Journal of natural products, 03-22, Volume: 82, Issue:3 | Potential Anticancer Agents Characterized from Selected Tropical Plants. |
AID379721 | Inhibition of Saccharomyces sp. alpha glucosidase at 800 uM by spectrophotometry | 2006 | Journal of natural products, Feb, Volume: 69, Issue:2 | Alpha-glucosidase inhibitory anthranols, kenganthranols A-C, from the stem bark of Harungana madagascariensis. |
AID1213884 | Drug retention time in Wistar rat by HPLC-DAD analysis | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Nov, Volume: 40, Issue:11 | Metabolism and pharmacokinetics of mangiferin in conventional rats, pseudo-germ-free rats, and streptozotocin-induced diabetic rats. |
AID377004 | Antioxidant activity assessed as inhibition of LDL oxidation | 2006 | Journal of natural products, May, Volume: 69, Issue:5 | Phenolic compounds from the roots of Lindera fruticosa. |
AID283788 | Antimicrobial activity against Chlorella fusca at 5 ug/uL by agar diffusion assay | 2007 | Journal of natural products, Apr, Volume: 70, Issue:4 | Antimicrobial prenylated anthracene derivatives from the leaves of Harungana madagascariensis. |
AID1683487 | Inhibition of Tyrosinase (unknown origin) at 150 uM using tyrosine as substrate incubated for 20 mins followed by substrate addition and measured every 10 mins for 30 mins relative to control | 2021 | Bioorganic & medicinal chemistry, 01-01, Volume: 29 | Xanthones for melanogenesis inhibition: Molecular docking and QSAR studies to understand their anti-tyrosinase activity. |
AID283790 | Antimicrobial activity against Micobotryum violaceum at 5 ug/uL by agar diffusion assay | 2007 | Journal of natural products, Apr, Volume: 70, Issue:4 | Antimicrobial prenylated anthracene derivatives from the leaves of Harungana madagascariensis. |
AID1557454 | Antiproliferative activity against human SKOV3 cells assessed as reduction in cell viability after 48 hrs by CCK8 assay | 2019 | Journal of natural products, 03-22, Volume: 82, Issue:3 | Potential Anticancer Agents Characterized from Selected Tropical Plants. |
AID1202778 | Antioxidant activity assessed as H2O2 scavenging activity after 15 mins | 2015 | Journal of natural products, Feb-27, Volume: 78, Issue:2 | Antioxidative compounds from Garcinia buchananii stem bark. |
AID1486486 | Inhibition of human recombinant PTP1B pre-incubated for 10 mins before pnitrophenyl phosphate substrate addition and measured every 30 secs for 10 mins | 2017 | Bioorganic & medicinal chemistry letters, 08-01, Volume: 27, Issue:15 | |
AID283785 | Antibacterial activity against Bacillus megaterium at 1 ug/uL by agar diffusion assay | 2007 | Journal of natural products, Apr, Volume: 70, Issue:4 | Antimicrobial prenylated anthracene derivatives from the leaves of Harungana madagascariensis. |
AID1202776 | Antioxidant activity assessed as trolox equivalent of ABTS radical scavenging activity after 10 mins by hydrophilic-TEAC fluorescence assay | 2015 | Journal of natural products, Feb-27, Volume: 78, Issue:2 | Antioxidative compounds from Garcinia buchananii stem bark. |
AID1434698 | Cytotoxicity against Taxol-resistant human SMMC7721 cells measured after 48 hrs by MTT assay | 2017 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 27, Issue:3 | Structure-activity relationships of diverse xanthones against multidrug resistant human tumor cells. |
AID1683488 | Inhibition of Hyaluronidase (unknown origin) at 9.4 to 150 uM using hyaluronic acid as substrate incubated for 20 mins followed by substrate addition and measured after 40 mins | 2021 | Bioorganic & medicinal chemistry, 01-01, Volume: 29 | Xanthones for melanogenesis inhibition: Molecular docking and QSAR studies to understand their anti-tyrosinase activity. |
AID1525035 | Cytotoxicity in human HepG2 cells incubated for 72 hrs by MTT assay | 2019 | Journal of natural products, 05-24, Volume: 82, Issue:5 | Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra. |
AID1525033 | Cytotoxicity in human HeLaS3 cells incubated for 72 hrs by MTT assay | 2019 | Journal of natural products, 05-24, Volume: 82, Issue:5 | Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra. |
AID379720 | Inhibition of Saccharomyces sp. alpha glucosidase by spectrophotometry | 2006 | Journal of natural products, Feb, Volume: 69, Issue:2 | Alpha-glucosidase inhibitory anthranols, kenganthranols A-C, from the stem bark of Harungana madagascariensis. |
AID661917 | Noncompetitive inhibition of H1N1 swine influenza virus neuraminidase using 4-MU-NANA as substrate by Lineweaver -Burk plot analysis | 2012 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 22, Issue:11 | Xanthones from Polygala karensium inhibit neuraminidases from influenza A viruses. |
AID661918 | Antiviral activity against Influenza A virus PR/8/34 H1N1 infected in dog MDCK cells assessed as reduction in virus-induced cytopathic effect at 5 ug/mL | 2012 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 22, Issue:11 | Xanthones from Polygala karensium inhibit neuraminidases from influenza A viruses. |
AID283789 | Antimicrobial activity against Micobotryum violaceum at 1 ug/uL by agar diffusion assay | 2007 | Journal of natural products, Apr, Volume: 70, Issue:4 | Antimicrobial prenylated anthracene derivatives from the leaves of Harungana madagascariensis. |
AID1683483 | Inhibition of Collagenase (unknown origin) using FALGPA as substrate at 150 uM incubated for 20 mins followed by substrate addition and measured after 60 mins relative to control | 2021 | Bioorganic & medicinal chemistry, 01-01, Volume: 29 | Xanthones for melanogenesis inhibition: Molecular docking and QSAR studies to understand their anti-tyrosinase activity. |
AID661913 | Inhibition of Influenza A virus H1N1 neuraminidase using 4-MU-NANA as substrate by fluorescence assay | 2012 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 22, Issue:11 | Xanthones from Polygala karensium inhibit neuraminidases from influenza A viruses. |
AID1486485 | Inhibition of Saccharomyces cerevisiae alpha-glucosidase pre-incubated for 10 mins before p-nitrophenyl beta-D-glucopyranoside substrate addition and measured every 30 secs for 35 mins post substrate addition | 2017 | Bioorganic & medicinal chemistry letters, 08-01, Volume: 27, Issue:15 | |
AID283787 | Antimicrobial activity against Chlorella fusca at 1 ug/uL by agar diffusion assay | 2007 | Journal of natural products, Apr, Volume: 70, Issue:4 | Antimicrobial prenylated anthracene derivatives from the leaves of Harungana madagascariensis. |
AID661915 | Inhibition of wild type H1N1 swine influenza virus neuraminidase using 4-MU-NANA as substrate by fluorescence assay | 2012 | Bioorganic & medicinal chemistry letters, Jun-01, Volume: 22, Issue:11 | Xanthones from Polygala karensium inhibit neuraminidases from influenza A viruses. |
AID1202774 | Antioxidant activity assessed as trolox equivalent of APPH radical scavenging activity preincubated for 30 mins followed by APPH addition measured after 90 mins by hydrophilic-ORAC fluorescence assay | 2015 | Journal of natural products, Feb-27, Volume: 78, Issue:2 | Antioxidative compounds from Garcinia buchananii stem bark. |
AID333523 | Cytotoxicity against human A549 cells after 3 days by SRB assay | 2004 | Journal of natural products, Nov, Volume: 67, Issue:11 | Prenylated benzophenones and xanthones from Hypericum scabrum. |
AID1683485 | Inhibition of Elastase (unknown origin) at 150 uM using N-methoxysuccinyl-Ala-Ala-Pro-Val-p-nitroanilide as substrate at 150 uM incubated for 20 mins followed by substrate addition and measured after 40 mins relative to control | 2021 | Bioorganic & medicinal chemistry, 01-01, Volume: 29 | Xanthones for melanogenesis inhibition: Molecular docking and QSAR studies to understand their anti-tyrosinase activity. |
AID1357642 | Toxicity in zebra fish larvae assessed as induction of malformation at 50 uM after 24 to 48 hrs | 2018 | European journal of medicinal chemistry, May-10, Volume: 151 | Lipid reducing activity and toxicity profiles of a library of polyphenol derivatives. |
AID333524 | Cytotoxicity against human MCF7 cells after 3 days by SRB assay | 2004 | Journal of natural products, Nov, Volume: 67, Issue:11 | Prenylated benzophenones and xanthones from Hypericum scabrum. |
AID377002 | Inhibition of human ACAT1 at 0.4 mM | 2006 | Journal of natural products, May, Volume: 69, Issue:5 | Phenolic compounds from the roots of Lindera fruticosa. |
AID1202777 | Antioxidant activity assessed as trolox equivalent of ABTS radical scavenging activity after 10 mins by lipophilic-TEAC fluorescence assay | 2015 | Journal of natural products, Feb-27, Volume: 78, Issue:2 | Antioxidative compounds from Garcinia buchananii stem bark. |
AID1357644 | Cytotoxicity against mouse 3T3L1 cells at 50 uM after 48 hrs by sulforhodamine B assay | 2018 | European journal of medicinal chemistry, May-10, Volume: 151 | Lipid reducing activity and toxicity profiles of a library of polyphenol derivatives. |
[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 | 14 (42.42) | 29.6817 |
2010's | 17 (51.52) | 24.3611 |
2020's | 2 (6.06) | 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 (48.22) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (3.03%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 32 (96.97%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |