Amidepsines, inhibitors of diacylglycerol acyltransferase produced by Humicola sp. FO-2942. II. Structure elucidation of amidepsines A, B and C.
Structures of amidepsines A, B, C and D, diacylglycerol acyltransferase (DGAT) inhibitors, were determined by spectroscopic studies including various NMR measurements. They were elucidated as 2-hydroxy-4-[[2-hydroxy-4-[(2,4-dimethoxy-6-methylbenzoyl) oxy]6-methylbenzoyl]-oxy]-6-methylbenzoic acid N-alanine amide for amidepsine A, 2-hydroxy-4-[[2-hydroxy-4-[(2-hydroxy-4-methoxy-6-methylbenzoyl) oxy]6-methylbenzoyl]oxy]-6-methylbenzoic acid N-alanine amide for amidepsine B and 2-hydroxy-4-[[2-hydroxy-4-[(2-hydroxy-4-methoxy-6-methylbenzoyl) oxy]6-methylbenzoyl]oxy]-6-methylbenzoic acid N-valine amide for amidepsine C. Amidepsine D was identified with 2,4-di-O-methylgryphoric acid.
Tomoda
H
H
Research Center for Biological Function, Kitasato Institute, Tokyo, Japan.
Tabata
N
N
Ito
M
M
Omura
S
S
D000217:Acyltransferases / Q000037:antagonists & inhibitors*; D051048:Diacylglycerol O-Acyltransferase; D062385:Hydroxybenzoates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D062385:Hydroxybenzoates; C096617:amidepsine A; C096618:amidepsine B; C096619:amidepsine C; D000217:Acyltransferases; D051048:Diacylglycerol O-Acyltransferase