Nostocyclamide M: a cyanobacterial cyclic peptide with allelopathic activity from Nostoc 31

A cyclic peptide containing thiazole and oxazole moieties was isolated from Nostoc 31 and its structure determined by chemical degradation detailed NMR and mass spectroscopic analyses. The compound is stereochemically pure and closely related to nostocyclamide in which d-valine is replaced by d-meth...

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Veröffentlicht in:	Phytochemistry (Oxford) 2001-06, Vol.57 (4), p.613-619
Hauptverfasser:	Jüttner, Friedrich, Todorova, Albena K., Walch, Nadja, von Philipsborn, Wolfgang
Format:	Artikel
Sprache:	eng
Schlagworte:	Allelopathic compounds Anabaena - drug effects Bacteriology Biological and medical sciences Cyanobacteria Cyanobacteria - chemistry Cyclic peptide Fundamental and applied biological sciences. Psychology Magnetic Resonance Spectroscopy Metabolism. Enzymes Microbiology Molecular Conformation NMR Nostoc Peptides, Cyclic - chemistry Peptides, Cyclic - isolation & purification Peptides, Cyclic - pharmacology Thiazole Thiazoles - chemistry
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Beschreibung
Zusammenfassung:	A cyclic peptide containing thiazole and oxazole moieties was isolated from Nostoc 31 and its structure determined by chemical degradation detailed NMR and mass spectroscopic analyses. The compound is stereochemically pure and closely related to nostocyclamide in which d-valine is replaced by d-methionine. Therefore, it differs from tenuecyclamide C reported to contain l-methionine. It shows allelopathic activity against Anabaena 7120, but is inactive against grazers.
ISSN:	0031-9422 1873-3700
DOI:	10.1016/S0031-9422(00)00470-2