Synthesis of a Small Library of Estradiol-Based Glycosteroid Mimics Containing a Modified D-Ring

A1 Journal article (refereed)


Internal Authors/Editors


Publication Details

List of Authors: Ekholm FS, Gyula S, Janos W, Leino R
Publisher: WILEY-BLACKWELL
Publication year: 2011
Journal: European Journal of Organic Chemistry
Journal acronym: EUR J ORG CHEM
Issue number: 6
Start page: 1064
End page: 1077
Number of pages: 14
ISSN: 1434-193X


Abstract

Glycosylated steroids, such as cardenolides and saponins, are widely distributed in nature and have been shown to possess various types of biological activities. In the present study, carbohydrate donors were evaluated for the glycosylation of steroids; the results show that benzoylated imidate donors were superior in terms of efficiency and operational simplicity. These donors were then applied to the synthesis of a limited library of estradiol-based glycosteroid mimics containing a modified D-ring. The deprotected molecules contained three types of variations in the steroid backbone and four types of variations in the sugar moiety. The synthesized structures will be screened for biological activity and for their potential use in drug delivery systems.


Keywords

Glycosylation, Steroids

Last updated on 2019-17-09 at 05:41