Synthesis and Stability Studies of a Simplified, Thiazole-Containing Macrocycle of the Anticancer Agent Salarin C

Autor:	J. Evan Woods, Roxane M. Jourdain, Daniel Romo
Rok vydání:	2022
Předmět:	Thiazoles Cytotoxins Organic Chemistry Antineoplastic Agents Macrolides Physical and Theoretical Chemistry Biochemistry Article
Zdroj:	Org Lett
ISSN:	1523-7052 1523-7060
Popis:	While salarin C (SalaC) is a potent marine cytotoxin, Kashman demonstrated that congeners which had undergone Wasserman rearrangement exhibit little to no cytotoxicity. Given that thiazoles are known to undergo Wasserman rearrangement at a significantly reduced rate, we hypothesized that a thiazole-containing SalaC would exhibit greater stability without significantly altering the macrocyclic conformation. Herein, we describe the synthesis of a simplified, thiazole-containing macrocycle which demonstrates significantly improved stability under identical aerobic conditions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::52248dfb3a5cf2bc5d0253d44e7740b9 https://doi.org/10.1021/acs.orglett.2c02326 Zobrazit plný text záznamu