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Isolation and characterisation of irinans, androstane-type withanolides from L. | LitMetric

Isolation and characterisation of irinans, androstane-type withanolides from L.

Beilstein J Org Chem

Centre of Biomolecular Drug Research, Leibniz University Hannover, Schneiderberg 38, 30167 Hannover, Germany.

Published: August 2019

AI Article Synopsis

Article Abstract

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 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.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6720484PMC
http://dx.doi.org/10.3762/bjoc.15.196DOI Listing

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