Total Synthesis and Structure Revision of Boholamide A

被引：6

作者：

Han, Fangzhi ^{[1
]}

Liu, Guangju ^{[1
]}

Zhang, Xuhai ^{[1
]}

Ding, Yahui ^{[1
,2
]}

Wang, Liang ^{[1
,2
]}

Wu, Yijing ^{[3
]}

Chen, Yue ^{[1
,2
]}

Zhang, Quan ^{[1
]}

机构：

[1] Nankai Univ, Coll Pharm, State Key Lab Med Chem Biol, Tianjin 300350, Peoples R China

[2] Nankai Univ, Coll Chem, Tianjin 300071, Peoples R China

[3] Accendatech Co Ltd, Tianjin 300384, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 13期

基金：

中国国家自然科学基金;

关键词：

ABSOLUTE-CONFIGURATION; ASYMMETRIC-SYNTHESIS; CYCLIC DEPSIPEPTIDE; NATURAL-PRODUCTS; RAKICIDIN; MICROTERMOLIDES; VINYLAMYCIN;

D O I：

10.1021/acs.orglett.1c01382

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：4976 / 4980

页数：5

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