Conformation-Enabled Total Syntheses of Ohmyungsamycinsâ
A and B and Structural Revision of Ohmyungsamycinâ
B.
Angew Chem Int Ed Engl
; 57(12): 3069-3073, 2018 03 12.
Article
em En
| MEDLINE
| ID: mdl-29380472
ABSTRACT
The first total syntheses of the bioactive cyclodepsipeptides ohmyungsamycinâ
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 ohmyungsamycinâ
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.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Peptídeos Cíclicos
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article