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

A1 Originalartikel i en vetenskaplig tidskrift (referentgranskad)


Interna författare/redaktörer


Publikationens författare: Ekholm FS, Gyula S, Janos W, Leino R
Förläggare: WILEY-BLACKWELL
Publiceringsår: 2011
Tidskrift: European Journal of Organic Chemistry
Tidskriftsakronym: EUR J ORG CHEM
Nummer: 6
Artikelns första sida, sidnummer: 1064
Artikelns sista sida, sidnummer: 1077
Antal sidor: 14
ISSN: 1434-193X


Abstrakt

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.


Nyckelord

Glycosylation, Steroids

Senast uppdaterad 2019-21-10 vid 03:36