Configuration of the Psymberin Amide Side Chain

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2005 Jul 1

PMID 15987166

Citations 8

Authors

Sezgin Kiren

Lawrence J Williams

Affiliations

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Abstract

[structure: see text] The structure of the amide side chain of psymberin, a potent and selective cytotoxin, is proposed. Syn and anti models of the amide side chain were prepared, and the structural assignment was confirmed by X-ray crystallographic analysis of the anti isomer. Comparison of (1)H and (13)C NMR data establishes homology between the natural product and the synthetic model compound of anti configuration and not the corresponding syn isomer.

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