Hirsutide, a Cyclic Tetrapeptide from a Spider-Derived Entomopathogenic Fungus, Hirsutella sp

The entomopathogenic fungus Hirsutella sp., isolated from an infected spider, was found to produce the new cyclotetrapeptide hirsutide (1), cyclo-(l-NMe-Phe-l-Phe-l-NMe-Phe-l-Val), along with the known cytochalasin Q (2), using a cytotoxicity-guided isolation procedure. The structure of 1 was elucid...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2005-08, Vol.68 (8), p.1303-1305
Hauptverfasser:	Lang, Gerhard, Blunt, John W, Cummings, Nicholas J, Cole, Anthony L. J, Munro, Murray H. G
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Araneae Biological and medical sciences chemical structure cyclic peptides entomopathogenic fungi Fundamental and applied biological sciences. Psychology Fungi - chemistry Hirsutella hirsutide Microbiology Molecular Structure Morphology, structure, chemical composition Mycology New Zealand Nuclear Magnetic Resonance, Biomolecular Peptides, Cyclic - chemistry Peptides, Cyclic - isolation & purification spectral analysis Spiders Stereoisomerism tetrapeptides
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Zusammenfassung:	The entomopathogenic fungus Hirsutella sp., isolated from an infected spider, was found to produce the new cyclotetrapeptide hirsutide (1), cyclo-(l-NMe-Phe-l-Phe-l-NMe-Phe-l-Val), along with the known cytochalasin Q (2), using a cytotoxicity-guided isolation procedure. The structure of 1 was elucidated using one- and two-dimensional NMR experiments, mass spectrometry, and Marfey's method for analyzing the configuration of the amino acids.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np0501536