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Design and synthesis of hetero-steroids via ring-closing metathesis: Biological studies towards in vitro anticancer activity
Journal
Steroids
ISSN
0039128X
Date Issued
2022-12-01
Author(s)
Kotha, Sambasivarao
Solanke, Balaji U.
Agarwala, Prema Kumari
Kapoor, Shobhna
Abstract
Here, we report a synthetic approach to hetero-steroids and also studied their biological activities as anticancer agents. A novel class of oxacycles containing estrone moiety were synthesized in this report. Allyl ether derived from estrone underwent Claisen rearrangement (CR) and again O-allylation and subsequent ring-closure gave A-ring-furan and oxepine fused derivatives in high yields. We used double bond isomerization and ring-closing metathesis (RCM) as key steps to assemble hetero steroids containing a mixture of regio isomers like benzofurans and benzoxepine moieties. The novel benzofuran and benzoxepine-based hybrid steroid derivatives were subjected to in vitro cytotoxicity analysis and were found to exert cancer cell-specific activity.
Subjects