Hamuramicin C, a Cytotoxic Bicyclic Macrolide Isolated from a Wasp Gut Bacterium.

J Nat Prod

Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.

Published: April 2022

AI Article Synopsis

  • A new bicyclic macrolide named hamuramicin C was discovered from a gut bacteria strain of a wasp, identified as sp. MBP16.
  • The structure of hamuramicin C was characterized using NMR and mass spectrometry, with its configurations analyzed through advanced spectroscopic techniques.
  • This compound showed promising anticancer activity against various human cancer cell lines, suggesting potential for further research in cancer treatment.

Article Abstract

A new bicyclic macrolide, hamuramicin C (), was isolated from sp. MBP16, a gut bacterial strain of the wasp . Its 22-membered macrocyclic lactone structure was determined by NMR and mass spectrometry. The relative configurations of hamuramicin C () were assigned by -based configuration analysis utilizing H rotating frame Overhauser effect spectroscopy and heteronuclear long-range coupling NMR spectroscopy. Genomic and bioinformatic analyses of the bacterial strain enabled identification of the type-I polyketide synthase pathway, which employs a -acyltransferase system. The absolute configurations of were proposed based on the analysis of the sequences of ketoreductases in the modular gene cluster. Moreover, hamuramicin C () demonstrated significant inhibitory activity against diverse human cancer cell lines (HCT116, A549, SNU-638, SK-HEP-1, and MDA-MB-231).

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Source
http://dx.doi.org/10.1021/acs.jnatprod.1c01075DOI Listing

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