Ustiloxins, antimitotic cyclic peptides from false smut balls on rice panicles caused by Ustilaginoidea virens.
Ustiloxins A (1a), B (1b), C (1c), D (1d) and E (1e), antimitotic peptides, have been isolated from the water extract of false smut balls caused on the panicles of rice plant by a fungus Ustilaginoidea virens. The structure of 1b was assigned from its spectral property and its amino acid analysis in relation to 1a whose structure was determined previously by a combination of X-ray crystallographic and amino acid analyses. Structures of 1c and 1d were elucidated by their spectroscopic data, specially based on their 1H and 13C NMR spectra. Bioactivities of these compounds against microtubule assembly as well as mammal, plant and fungal cells have been studied.
Koiso
Y
Y
Institute of Molecular and Cellular Biosciences, University of Tokyo, Japan.
Li
Y
Y
Iwasaki
S
S
Hanaoka
K
K
Kobayashi
T
T
Sonoda
R
R
Fujita
Y
Y
Yaegashi
H
H
Sato
Z
Z
D000595:Amino Acid Sequence; D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D005658:Fungi / Q000737:chemistry*; D006801:Humans; D008868:Microtubule Proteins / Q000187:drug effects / Q000378:metabolism; D008870:Microtubules / Q000187:drug effects; D008969:Molecular Sequence Data; D009183:Mycotoxins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D012275:Oryza / Q000382:microbiology*; D010455:Peptides; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010935:Plant Diseases / Q000382:microbiology*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013552:Swine; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D008868:Microtubule Proteins; D009183:Mycotoxins; D010455:Peptides; D010456:Peptides, Cyclic; C089077:ustiloxin B; C087237:ustiloxin A; C089079:ustiloxin D; C089080:ustiloxin E; C089078:ustiloxin C