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Cyrmenins, Novel Antifungal Peptides Containing a Nitrogen‐Linked β‐Methoxyacrylate Pharmacophore: Isolation and Structural Elucidation
Author(s) -
Leibold Thomas,
Sasse Florenz,
Reichenbach Hans,
Höfle Gerhard
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300367
Subject(s) - chemistry , pharmacophore , myxobacteria , antifungal , stereochemistry , residue (chemistry) , biochemistry , bacteria , microbiology and biotechnology , genetics , biology
The novel antifungal metabolites cyrmenin A, B 1 , and B 2 ( 1 − 3 ) were isolated from Archangium gephyra and Cystobacter armeniaca strains (myxobacteria). The cyrmenins are modified N ‐acyldipeptide esters containing a didehydroalanine, a 3‐ O ‐methyl‐didehydroserine and a (2 E ,4 Z )‐undecadienoic or ‐dodecadienoic acid residue. These compounds represent the first bacterial counterparts of strobilurins that are characterized by an α‐substituted β‐methoxyacrylate pharmacophore. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)