Abstract
AbstractThree closely related new metabolites named ripostatins were isolated from the myxobacterium Sorangium cellulosum and their structures elucidated by spectroscopic methods. Two of them, ripostatin A (1a, b) and B (2a), are 14‐membered macrolides with an acetic acid and a phenylalkyl side chain, whereas the third metabolite ripostatin C (3a) is an acyclic derivative of ripostatin A. By application of the method of Helmchen the absolute stereochemistry could be determined as (11R,13R) for ripostatin A, 11R,13S,15R for ripostatin B and 11S for ripostatin C. The polyketide origin of A was revealed by feeding experiments with 13C‐labeled precursors demonstrating the incorporation of one molecule of phenylacetic acid derived from phenylalanine, one propionate unit, and ten acetate units.
Published Version
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