title: Synthesis and anti-tubulin activity of ustiloxin D derivatives.
abstract: Ustiloxin D, produced by the rice plant pathogen Ustilaginoidea virens, exhibits potent anti-tubulin activity. In order to elucidate the effects of functional groups in ustiloxin D on its activity, several derivatives were synthesized and their anti-tubulin activities were estimated. The N,N-dimethylamino derivative and the 14-O-methyl derivative were inactive (IC50 > 50 microM). 20-Hydroxymethylated ustiloxin D showed decreased inhibitory activity compared with ustiloxin D.
authors.affiliation: Institute of Molecular and Cellular Biosciences, University of Tokyo, Japan.
authors.forename: N
authors.initials: N
authors.lastname: Morisaki
authors.forename: Y
authors.initials: Y
authors.lastname: Mitsui
authors.forename: Y
authors.initials: Y
authors.lastname: Yamashita
authors.forename: Y
authors.initials: Y
authors.lastname: Koiso
authors.forename: R
authors.initials: R
authors.lastname: Shirai
authors.forename: Y
authors.initials: Y
authors.lastname: Hashimoto
authors.forename: S
authors.initials: S
authors.lastname: Iwasaki
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001665:Binding Sites; D009682:Magnetic Resonance Spectroscopy; D008870:Microtubules / Q000187:drug effects; D010455:Peptides; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013552:Swine; D050257:Tubulin Modulators; D014587:Ustilaginales / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D010455:Peptides; D010456:Peptides, Cyclic; D050257:Tubulin Modulators; C089079:ustiloxin D