• This record comes from PubMed

Synthesis, characterization and antiproliferative activity of seco analogues of brassinosteroids

. 2019 Jun ; 146 () : 1-13. [epub] 20190316

Language English Country United States Media print-electronic

Document type Journal Article, Research Support, Non-U.S. Gov't

Synthesis and structure-activity relationship analysis of a two groups of 2,3-seco analogues of brassinosteroids (BRs) were performed to examine their antiproliferative activities. Two steroid skeletons were chosen for the preparation of seco analogues - cholestane and stigmastane. The synthetic strategy consists of multistep reactions and detailed analysis of compounds prepared. We have discovered unpublished behaviour of 2,3-seco-2,3-dihydroxy-6-ketones leading to formation of intramolecular ketal with two new steroidal rings. Their reaction intermediates were also characterized in some cases. All compounds prepared were fully characterized with NMR and MS techniques. Most of compounds were tested for in vitro cytotoxicity on three cancer cell lines (CEM, MCF7, and HeLa) and normal human fibroblasts (BJ). It was discovered that some seco analogues caused apoptosis in cancer cells. The most promising seco derivative 28 proved to have high therapeutic index.

References provided by Crossref.org

Find record

Citation metrics

Loading data ...

Archiving options

Loading data ...