Acetyl-CoA carboxylase inhibitors from avocado (Persea americana Mill) fruits.
A methanol extract of avocado fruits showed potent inhibitory activity against acetyl-CoA carboxylase, a key enzyme in fatty acid biosynthesis. The active principles were isolated and identified as (5E,12Z,15Z)-2-hydroxy-4-oxoheneicosa-5,12,15-trienyl (1), (2R,12Z,15Z)-2-hydroxy-4-oxoheneicosa-12,15-dienyl (2), (2R*,4R*)-2,4-dihydroxyheptadec-16-enyl (3) and (2R*,4R*)-2,4-dihydroxyheptadec-16-ynyl (4) acetates by instrumental analyses. The IC50 of the compounds were 4.0 x 10(-6), 4.9 x 10(-6), 9.4 x 10(-6), and 5.1 x 10(-6) M, respectively.
Hashimura
H
H
Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
Ueda
C
C
Kawabata
J
J
Kasai
T
T
D000103:Acetyl-CoA Carboxylase / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000494:pharmacology; D000432:Methanol; D015394:Molecular Structure; D027421:Persea / Q000737:chemistry*; D013329:Structure-Activity Relationship
C447839:2,4-dihydroxyheptadec-16-enyl acetate; C447840:2,4-dihydroxyheptadec-16-ynyl acetate; C447838:2-hydroxy-4-oxoheneicosa-5,12,15-trienyl acetate; D004791:Enzyme Inhibitors; D005231:Fatty Acids, Unsaturated; D000103:Acetyl-CoA Carboxylase; D000432:Methanol