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Title 

2,3,22,23-tetrahydroxyl-2,6,10,15,19,23-hexamethyl-6,10,14,18-tetracosatetraene, an acyclic triterpenoid isolated from the seeds of Alpinia katsumadai, inhibits acyl-CoA : cholesterol acyltransferase activity

Authors 

S Y ChoiM H LeeJ H ChoiYoung Kook Kim

Publisher 

Pharmaceutical Society of Japan

Issue Date 

2012

Citation 

Biological & Pharmaceutical Bulletin, vol. 35, no. 11, pp. 2092-2096

Keywords 

Acyl CoAAlpinia katsumadaiAtherosclerosisCholesterol acyltransferaseInhibitorTriterpenoid

Abstract 

In order to isolate a cholesterol-lowering compound from Alpinia katsumadai, an inhibitor for acyl-CoA: cholesterol acyltransferase (ACAT), an enzyme responsible for the cholesterol ester formation in liver, was purified, its chemical structure was determined, and in vivo and in vitro inhibition activities were performed. In a high fat diet mouse model, we discovered that the ethanol extract of Alpinia katsumadai reduced plasma cholesterol, triglyceride, and low density lipoprotein (LDL) levels. An acyclic triterpenoid showing ACAT inhibitory activity was isolated from the extract of seeds of A. katsumadai. By NMR spectroscopic analysis of its 1H-NMR, 13C-NMR, 1H-1H correlation spectroscopy, heteronuclear multiple bond connectivity (HMBC), hetero multiquantum coherence (HMQC) and nuclear Overhauser effect, chemical structure of 2,3,22,23- tetrahydroxyl-2,6,10,15,19,23-hexamethyl-6,10,14,18-tetracosatetraene (1), were elucidated. The acyclic triterpenoid was found to be responsible for the ACAT inhibition activities of rat liver microsomes with IC50 values of 47.9μM. It also decreased cholesteryl ester formation with IC50 values of 26 μM in human hepatocyte HepG2 cell. The experimental study revealed that the ethanol extract of A. katsumadai has a hypolipemic effect in high fat diet mice, and the isolated acyclic triterpenoid has ACAT inhibition activity, showing a potential novel therapeutic approach for the treatment of hyperlipidemia and atherosclerosis.

ISSN 

0918-6158

Link 

http://dx.doi.org/10.1248/bpb.b12-00617

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2017-04-19


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