Acetyl-CoA carboxylase inhibitors from avocado (Persea americana Mill) fruits

H Hashimura; C Ueda; J Kawabata; T Kasai

doi:10.1271/bbb.65.1656

Acetyl-CoA carboxylase inhibitors from avocado (Persea americana Mill) fruits

Biosci Biotechnol Biochem. 2001 Jul;65(7):1656-8. doi: 10.1271/bbb.65.1656.

Authors

H Hashimura¹, C Ueda, J Kawabata, T Kasai

Affiliation

¹ Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.

PMID: 11515553
DOI: 10.1271/bbb.65.1656

Abstract

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.

MeSH terms

Acetyl-CoA Carboxylase / antagonists & inhibitors*
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / isolation & purification*
Enzyme Inhibitors / pharmacology
Fatty Acids, Unsaturated / chemistry
Fatty Acids, Unsaturated / pharmacology
Methanol
Molecular Structure
Persea / chemistry*
Structure-Activity Relationship

Substances

2,4-dihydroxyheptadec-16-enyl acetate
2,4-dihydroxyheptadec-16-ynyl acetate
2-hydroxy-4-oxoheneicosa-5,12,15-trienyl acetate
Enzyme Inhibitors
Fatty Acids, Unsaturated
Acetyl-CoA Carboxylase
Methanol