Isolation and characterisation of irinans, androstane-type withanolides from L.
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Issue Date
2019-01-01
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Withanolides are steroidal lactones widespread in Nightshade plants with often potent antiproliferative activities. Additionally, the structural diversity of this compound class holds much potential for the discovery of novel biological activity. Here, we report two newly characterised withanolides, named irinans, from Physalis peruviana with highly unusual truncated backbones that resemble mammalian androstane sex hormones. Based on biomimetic chemical reactions, we propose a model that links these compounds to withanolide biosynthesis. Irinans have potent antiproliferative activities, that are however lower than those of 4ß-hydroxywithanolide E. Our work establishes androwithanolides as a new subclass of withanolides.Citation
Beilstein J Org Chem. 2019 Aug 23;15:2003-2012. doi: 10.3762/bjoc.15.196. eCollection 2019.Affiliation
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.Publisher
Beilstein InstitutPubMed ID
31501667Type
ArticleLanguage
enISSN
1860-5397ae974a485f413a2113503eed53cd6c53
10.3762/bjoc.15.196
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