Rifamorpholines A-E, Potential Antibiotics from a Locust-Associated Actinobacteria Amycolatopsis sp. Hca4

July 28, 2017

Title

Rifamorpholines A-E, Potential Antibiotics from a Locust-Associated Actinobacteria Amycolatopsis sp. Hca4

Author

Yongsheng Xiao, Bo Zhang, Mei Zhang, Zhi Kai Guo, Xin Zhao Deng, Jing Shi, Wei Li, Rui Hua Jiao,R.-X. Tan, Hui Ming Ge

Year

2017

Journal

Organic & Biomolecular Chemistry

Abstract

Cultivation of a 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.

Instrument

J-810

Keywords

Circular dichroism, Absolute configuration, Pharmaceutical, Agricultural and environmental