Issue 18, 2017

Rifamorpholines A–E, potential antibiotics from locust-associated actinobacteria Amycolatopsis sp. Hca4

Abstract

Cultivation of locust associated rare actinobacteria, Amycolatopsis sp. HCa4, has provided five unusual macrolactams rifamorpholines A–E. Their structures were determined by interpretation of spectroscopic and crystallographic data. Rifamorpholines A–E possess an unprecedented 5/6/6/6 ring chromophore, representing a new subclass of rifamycin antibiotics. The biosynthetic pathway for compounds 1–5 involves a key 1,6-cyclization for the formation of the morpholine ring. Compounds 2 and 4 showed potent activities against methicillin-resistant Staphylococcus aureus (MRSA) with MICs of 4.0 and 8.0 μM, respectively.

Graphical abstract: Rifamorpholines A–E, potential antibiotics from locust-associated actinobacteria Amycolatopsis sp. Hca4

Supplementary files

Article information

Article type
Paper
Submitted
12 Mar 2017
Accepted
03 Apr 2017
First published
03 Apr 2017

Org. Biomol. Chem., 2017,15, 3909-3916

Rifamorpholines A–E, potential antibiotics from locust-associated actinobacteria Amycolatopsis sp. Hca4

Y. S. Xiao, B. Zhang, M. Zhang, Z. K. Guo, X. Z. Deng, J. Shi, W. Li, R. H. Jiao, R. X. Tan and H. M. Ge, Org. Biomol. Chem., 2017, 15, 3909 DOI: 10.1039/C7OB00614D

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