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 elucidated using one- and two-dimensional NMR experiments, mass spectrometry, and Marfey's method for analyzing the configuration of the amino acids.
Lang
Gerhard
G
Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch, New Zealand.
Blunt
John W
JW
Cummings
Nicholas J
NJ
Cole
Anthony L J
AL
Munro
Murray H G
MH
D000818:Animals; D005658:Fungi / Q000737:chemistry*; D015394:Molecular Structure; D009520:New Zealand; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification*; D013112:Spiders; D013237:Stereoisomerism
D010456:Peptides, Cyclic; C504294:hirsutide