| Literature DB >> 29380472 |
Joonseong Hur1, Jaebong Jang1, Jaehoon Sim1,2, Woo Sung Son2, Hee-Chul Ahn3, Tae Sung Kim4, Yern-Hyerk Shin5, Changjin Lim1,2, Seungbeom Lee1, Hongchan An1, Seok-Ho Kim2, Dong-Chan Oh5, Eun-Kyeong Jo4, Jichan Jang6, Jeeyeon Lee1, Young-Ger Suh1,2.
Abstract
The first total syntheses of the bioactive cyclodepsipeptides ohmyungsamycin A and B are described. Key features of our synthesis include the concise preparation of a linear cyclization precursor that consists of N-methyl amides and non-proteinogenic amino acids, and its macrolactamization from a bent conformation. The proposed structure of ohmyungsamycin B was revised based on its synthesis. The cyclic core of the ohmyungsamycins was shown to be responsible for the excellent antituberculosis activity, and ohmyungsamycin variants with truncated chains were evaluated for their biological activity.Entities:
Keywords: cyclodepsipeptides; macrolactamization; natural products; structural revision; total synthesis
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Year: 2018 PMID： 29380472 DOI： 10.1002/anie.201711286
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336