Bioorganic & Medicinal Chemistry Letters 2008-01-01

Novel and efficient synthesis and antifungal evaluation of 2,3-functionalized cholestane and androstane derivatives

Branko S. Jursic, Sunil Kumar Upadhyay, Clinton C. Creech, Donna M. Neumann, Branko S. Jursic, Sunil Kumar Upadhyay, Clinton C. Creech, Donna M. Neumann

Index: Bioorg. Med. Chem. Lett. 20 , 7372-5, (2010)

Full Text: HTML

Abstract

Synthetic modifications of cholesterol and other traditional steroid molecules have become a promising area for the exploration and development of novel antifungal agents, especially with respect to the development of fatty-acid esters of steroids. In addition, 2,3-functionalized steroids are also compounds with potentially interesting biological properties and proper functionalization of 2,3-steroids can lead to the development of efficient syntheses of building blocks for novel fatty-acid esters of steroids. In this Letter, we outline a novel and efficient approach to the synthesis of 2,3-functionalized cholestane and androstane derivatives and present their promising preliminary antifungal activities against a number of fungal species.Copyright © 2010 Elsevier Ltd. All rights reserved.