Total Synthesis and Structure Revision of Boholamide A

Autor:	Quan Zhang, Liang Wang, Guangju Liu, Yue Chen, Xuhai Zhang, Yahui Ding, Fangzhi Han, Yijing Wu
Rok vydání:	2021
Předmět:	010405 organic chemistry Stereochemistry Chemistry Organic Chemistry Structure (category theory) Total synthesis Cyclic depsipeptide 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Yield (chemistry) Epimer Physical and Theoretical Chemistry
Zdroj:	Organic letters. 23(13)
ISSN:	1523-7052
Popis:	The 15-membered cyclic depsipeptide boholamide A and an epimer were prepared by total synthesis for the first time, thus leading to a revision of C6 stereochemistry in the originally proposed structure of natural boholamide A. This convergent route features achievement of a macro-lactamization step in a gram scale. The revised boholamide A was sythesized with 16 linear steps in 5.46% overall yield. This work facilitates the investigations of boholamide A as a potential hypoxia-selective anticancer agent.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3ca3bab8f978ae8f715ad0d2c6e9c5a6 https://pubmed.ncbi.nlm.nih.gov/34110162 Zobrazit plný text záznamu