451. Synthesis and anti-tubulin activity of ustiloxin D derivatives
- Author
-
Yuichi Hashimoto, Yukiko Yamashita, Shigeo Iwasaki, Naoko Morisaki, Yukiko Koiso, Yukiko Mitsui, and Ryuichi Shirai
- Subjects
Magnetic Resonance Spectroscopy ,Stereochemistry ,Swine ,macromolecular substances ,Chemical synthesis ,Microtubules ,Peptides, Cyclic ,Structure-Activity Relationship ,Drug Discovery ,Structure–activity relationship ,Animals ,Binding site ,Ustilaginales ,IC50 ,Pharmacology ,Binding Sites ,biology ,Tubulin Modulators ,Chemistry ,Ustilaginoidea virens ,Biological activity ,biology.organism_classification ,Anti-Bacterial Agents ,Tubulin ,Biochemistry ,biology.protein ,Peptides - 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.
- Published
- 1998