Isolation and structure of an antimitotic cyclic peptide, ustiloxin F: chemical interrelation with a homologous peptide, ustiloxin B.
Ustiloxin F, a microtubule inhibitor, was isolated as a minor metabolite of Ustilaginoidea virens. The structure was determined from the spectral data and by chemical interrelation to ustiloxin B through reductive removal of the sulfoxide-containing side chain of ustiloxin B to give ustiloxin F. Ustiloxin F inhibited microtubule assembly with an IC50 value of 10.3 microM.
Koiso
Y
Y
Institute of Molecular and Cellular Biosciences, University of Tokyo, Japan.
Morisaki
N
N
Yamashita
Y
Y
Mitsui
Y
Y
Shirai
R
R
Hashimoto
Y
Y
Iwasaki
S
S
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008870:Microtubules / Q000187:drug effects; D008938:Mitosis / Q000187:drug effects*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010455:Peptides; D010456:Peptides, Cyclic / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D014587:Ustilaginales / Q000737:chemistry
D000900:Anti-Bacterial Agents; D010455:Peptides; D010456:Peptides, Cyclic; C089077:ustiloxin B; C112875:ustiloxin F; C087237:ustiloxin A; C089079:ustiloxin D