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

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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

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Publication details

The article was received on 12 Mar 2017, accepted on 03 Apr 2017 and first published on 03 Apr 2017


Article type: Paper
DOI: 10.1039/C7OB00614D
Citation: Org. Biomol. Chem., 2017, Advance Article
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    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, Advance Article , DOI: 10.1039/C7OB00614D

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