Effect of a new beta-sitosterol analogue on plasma lipid concentrations in rats.
N-Substituted succinamic acid beta-sitosteryl ester derivatives were prepared and evaluated. Compounds 1 and 2 were prepared in 76-92% yields by the reaction of beta-sitosterol and succinic anhydride, followed by the activation of the resulting acid compound 1 by thionyl chloride or methyl chloroformate, and finally by amination with appropriate amines. Compound 2a (DANA87) was also easily obtained in one step by the direct addition of beta-sitosterol to dicyclohexylcarbodiimide (DCC) in 80% yield. Administration of the dietary compound DANA87 resulted in significant decreases in total plasma cholesterol (TC) and low-density lipoprotein (LDL) cholesterol concentrations compared with controls in a rat model. High-density lipoprotein cholesterol and plasma triglyceride levels were not affected. These findings indicate that DANA87 functions as TC and LDL cholesterol-reducing agent.
Song
Yang-Heon
YH
Department of Chemistry, Mokwon University, Daejeon, Korea. yhsong@mokwon.ac.kr
Hong
Soonil
S
Lim
Hongsan
H
Seo
Jinmoo
J
Chung
Sungjoo
S
No
Insook
I
Lee
Kyunghee
K
Yoon
Michung
M
D000818:Animals; D000924:Anticholesteremic Agents / Q000737:chemistry* / Q000494:pharmacology*; D008076:Cholesterol, HDL / Q000037:antagonists & inhibitors / Q000097:blood*; D008078:Cholesterol, LDL / Q000037:antagonists & inhibitors / Q000097:blood*; D008297:Male; D051381:Rats; D017207:Rats, Sprague-Dawley; D012855:Sitosterols / Q000737:chemistry* / Q000494:pharmacology*
D000924:Anticholesteremic Agents; D008076:Cholesterol, HDL; D008078:Cholesterol, LDL; D012855:Sitosterols; C025473:gamma-sitosterol