9-Oxoageraphorone - CAS 105181-06-4
Catalog number: 105181-06-4
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C15H22O2
Molecular Weight:
234.3
COA:
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Chemical Family:
Sesquiterpenoids
Description:
9-Oxoageraphorone isolated from the herbs of Eupatorium adenophorum.
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Purity:
> 95%
Appearance:
Powder
Synonyms:
(1S,4R,4aS,8aR)-1-Isopropyl-4,7-dimethyl-1,3,4,4a,5,8a-hexahydro- 2,6-naphthalenedione
MSDS:
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Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.Hepatotoxicity of Eupatorium adenophorum extracts and the identification of major hepatotoxic components.
Liu B;Cao L;Zhang L;Yuan X;Zhao B Nat Prod Res. 2017 Dec;31(23):2788-2792. doi: 10.1080/14786419.2017.1292509. Epub 2017 Feb 20.
Eupatorium adenophorum can induce liver toxicity in animals. For the safe utilisation of the weed, the hepatotoxic components need to be discovered. In this study, in vitro hepatotoxicity of different extracts from E. adenophorum were determined on human hepatocyte cell line L02 and hepatocellular carcinoma cell line HepG2. The results showed that water extracts of E. adenophorum exhibited no hepatotoxicity in vitro while high concentrations of the organic solvent extracts had obvious hepatotoxicity. Sesquiterpenes may contribute to the toxicity based on the comparison of composition analysis. Three cadinene sesquiterpenes were purified and identified as 9-oxo-10,11-dehydroageraphorone, 10Hα-9-oxo-ageraphorone and 10Hβ-9-oxo-ageraphorone. In vitro hepatotoxic effects of these components were investigated, the IC;50; of the three compounds were 122.53, 87.52, and 108.80 μM in L02 cells and 151.92, 104.48, and 138.08 μM in HepG2 cells by Cell Counting Kit-8 (CCK-8) assay. The three components were confirmed to be, at least partial, hepatotoxic components.
2.Two New Thymol Derivatives from the Roots of Ageratina adenophora.
Dong LM;Zhang M;Xu QL;Zhang Q;Luo B;Luo QW;Liu WB;Tan JW Molecules. 2017 Apr 8;22(4). pii: E592. doi: 10.3390/molecules22040592.
Two new thymol derivatives, 7,9-diisobutyryloxy-8-ethoxythymol (;1;) and 7-acetoxy-8-methoxy-9-isobutyryloxythymol (;2;), were isolated from fresh roots of ;Ageratina adenophora;, together with four known compounds, 7,9-di-isobutyryloxy-8-methoxythymol (;3;), 9-oxoageraphorone (;4;), (-)-isochaminic acid (;5;) and (1α,6α)-10-hydroxycar-3-ene-2-one (;6;). Their structures were established on the basis of detailed spectroscopic analysis, and they were all isolated from the roots of ;A. adenophora; for the first time. All the compounds were tested for their in vitro antibacterial activity toward three Gram-positive and two Gram-negative bacterial strains. Thymol derivatives ;1;-;3; only selectively showed slight in vitro bacteriostatic activity toward three Gram-positive bacteria. The two known carene-type monoterpenes ;5; and ;6; were found to show moderate in vitro antibacterial activity against all five tested bacterial strains, with MIC values from 15.6 to 62.5 μg/mL. In addition, compounds ;5; and ;6; were further revealed to show in vitro cytotoxicity against human tumor A549, HeLa and HepG2 cell lines, with IC;50; values ranging from 18.36 to 41.87 μM. However, their cytotoxic activities were inferior to those of reference compound adriamycin.
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Chemical Structure

CAS 105181-06-4 9-Oxoageraphorone

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