Ansalactams B-D illustrate further biosynthetic plasticity within the ansamycin pathway

Citation:
Le, TC, Yang I, Yoon YJ, Nam SJ, Fenical W.  2016.  Ansalactams B-D illustrate further biosynthetic plasticity within the ansamycin pathway. Organic Letters. 18:2256-2259.

Date Published:

2016/05

Keywords:

bacteria, derivatives, discovery, diversity, marine, metabolites, sediments, transformation

Abstract:

Further chemical investigation of a marine-derived bacterium of the genus Streptomyces has led to the isolation of ansalactams B-D (1-3) along with the previously reported metabolite ansalactam A (4). Ansalactams B-D are significantly modified ansamycins, representing three new carbon skeletons and further illustrating the biosynthetic plasticity of the ansalactam class. Unlike ansalactam A, ansalactams B and D are penta- and hexacyclic metabolites, while ansalactam C illustrates an open polyene chain with a terminal carboxylic acid.

Notes:

n/a

Website

DOI:

10.1021/acs.orglett.6b00892