Total Solid??Phase Synthesis of the Azathiocoraline Class of Symmetric Bicyclic Peptides

…, A Fernández, J Tulla??Puche, E Riego…

Index: Bayo-Puxan, Nuria; Fernandez, Ariadna; Tulla-Puche, Judit; Riego, Estela; Cuevas, Carmen; Alvarez, Mercedes; Albericio, Fernando Chemistry - A European Journal, 2006 , vol. 12, # 35 p. 9001 - 9009

Full Text: HTML

Citation Number: 23

Abstract

Abstract Thiocoraline is a potent antitumor agent isolated from the marine organism Micromonospora sp. This symmetric bicyclic depsipeptide binds the minor groove of DNA. Here we report two solid-phase strategies for the syntheses of azathiocoraline and its analogues. The thioester linkage was replaced by an amide bond to improve the compound's pharmacokinetic properties. The first strategy is based on a convergent (4+ 4) ...