Kurasoins A and B, new protein farnesyltransferase inhibitors produced by Paecilomyces sp. FO-3684. II. Structure elucidation and total synthesis.
The structures of new protein farnesyltransferase inhibitors, kurasoins A and B, were elucidated by NMR study. Kurasoins A and B are acyloin compounds having in common a 3-hydroxy-1-phenyl-2-butanone moiety, to which p-hydroxyphenyl and 3-indolyl moieties respectively, are connected at C-4. The structures were confirmed by total synthesis.
Uchida
R
R
Research Center for Biological Function, Kitasato Institute, Tokyo, Japan.
Shiomi
K
K
Sunazuka
T
T
Inokoshi
J
J
Nishizawa
A
A
Hirose
T
T
Tanaka
H
H
Iwai
Y
Y
Omura
S
S
D019883:Alkyl and Aryl Transferases; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry*; D051231:Farnesyltranstransferase; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010143:Paecilomyces / Q000737:chemistry / Q000378:metabolism*; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry*; D014166:Transferases / Q000037:antagonists & inhibitors*
D004791:Enzyme Inhibitors; D007211:Indoles; D010636:Phenols; C102430:kurasoin A; C102431:kurasoin B; D014166:Transferases; D019883:Alkyl and Aryl Transferases; D051231:Farnesyltranstransferase