| Identification | Back Directory | [Name]
2-Hydroxymethylpropenoic acid [(3aR,9aβ,9bα)-decahydro-5aβ-vinyl-3,9-bis(methylene)-2,8-dioxo-2H-furo[2,3-f][2]benzopyran-4β-yl] ester | [CAS]
21871-10-3 | [Synonyms]
C09576
Vernodalin
2-Hydroxymethylpropenoic acid [(3aR,9aβ,9bα)-decahydro-5aβ-vinyl-3,9-bis(methylene)-2,8-dioxo-2H-furo[2,3-f][2]benzopyran-4β-yl] ester | [Molecular Formula]
C19H20O7 | [MOL File]
21871-10-3.mol | [Molecular Weight]
360.36 |
| Hazard Information | Back Directory | [Definition]
ChEBI: Vernodalin is a carbonyl compound. | [Anticancer Research]
Vernodalin activates the expressionof FOXO3a and its downstreamtargets such as Bim, p27Kip1,p21Waf1/cip1, cyclin D1 and cyclinE. It also inhibits the tumour cellproliferation in the LA7-inducedmammary gland tumour model inrats
AnandaSadagopanet al. (2015) | [Anticancer Research]
Vernodalin is available as colourless oil, and it is classified as a sesquiterpene lactonehaving two active α,β-unsaturated enoate moieties. It was isolated from theplant Centratherum anthelminticum (L.) Kuntze, commonly known as kalajiri,somraj, black cumin or bitter cumin, is a robust leafy plant that belongs toAsteraceae family. Scientific synonyms for this plant include Vernonia anthelminticaand Conyza anthelmintica. Centratherum anthelminticum (L.) Kuntze is commonlyfound in India, Himalaya, Khasi mountains, Sri Lanka and Afghanistan andis widely used as a traditional medicine against fever, cough, diarrhoea and skindiseases in these regions (Looi et al. 2013). Vernodalin regulates MDA-MB-231cell apoptosis through activating the expression of Forkhead box (FOX)transcription factors and the crucial downstream targets such as Bim, p27Kip1,p21Waf1/cip1, cyclin D1 and cyclin E. In addition, we showed that FOXO3a/PI3K-Akt played a significant role in vernodalin-induced apoptosis inMDA-MB-231 breast cancer cells. Immunoprecipitation assays showed Akt kinaseactivity was downregulated. To further confirm the involvement of FOXO3a inreducing the cell proliferation of MDA-MB-231 cells, we silenced the FOXO3agene protected BCs against vernodalin-inducedapoptosis. In vivo antitumouraction of vernodalin was further confirmed by examining cell proliferative markers,PCNA and Ki67, in the LA7-inducedmammary gland tumour model. We alsocorroborated our findings in vivo by showing upregulation of p27Kip1 and FOXO3aand decrease in the p-FOXO3a level in vernodalin-treated breast tumour tissue.Based on the results, we suggested that PI3K-Akt/FOXOa pathway is a criticalmediator of vernodalin-induced cytotoxicity, and this compound could be furtherdeveloped as a potential chemopreventive or chemotherapeutic agent for BC therapy(Ananda Sadagopan et al. 2015). |
|
|