Depudecin: a novel compound inducing the flat phenotype of NIH3T3 cells doubly transformed by ras- and src-oncogene, produced by Alternaria brassicicola.
A novel compound depudecin inducing the flat phenotype of ras- and src- transformed NIH3T3 cells at a concentration of 1 microgram/ml was isolated from the culture broth of Alternaria brassicicola. Based on its spectroscopic characteristics and X-ray crystallographic analysis of its bis-(1S)-(-)-camphanate, the structure of depudecin was determined to be (2R,3S,4S,5E,7S,8S,9R)-2,9- dihydroxy-3,4;7,8-diepoxy-undeca-5,10-diene.
Matsumoto
M
M
Shionogi Research Laboratories, Shionogi & Co., Ltd., Osaka, Japan.
Matsutani
S
S
Sugita
K
K
Yoshida
H
H
Hayashi
F
F
Terui
Y
Y
Nakai
H
H
Uotani
N
N
Kawamura
Y
Y
Matsumoto
K
K
D016475:3T3 Cells / Q000187:drug effects; D000466:Alkadienes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000528:Alternaria / Q000145:classification / Q000378:metabolism*; D000818:Animals; D002471:Cell Transformation, Neoplastic / Q000187:drug effects*; D004852:Epoxy Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005233:Fatty Alcohols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005285:Fermentation; D011905:Genes, ras; D016391:Genes, src; D051379:Mice; D010641:Phenotype
D000466:Alkadienes; D004852:Epoxy Compounds; D005233:Fatty Alcohols; C072251:depudecin