Syntheses and biological evaluation of 3-substituted amino-1-aryl-6-hydroxy-hex-2-ene-1-ones as antioxidant and hypolipidemic agents

A new series of compounds belonging to 3-substituted amino-1-aryl-6-hydroxy -hex-2-ene-1-ones (4-12a-e) have been synthesized and evaluated for antioxi dant and hypolipidemic activities. Amongst all the synthesized compounds, s even compounds, namely 5b, 5d, 6a, 8a, 8b, 10b and 11a, exhibit better anti oxidant activity than probucol. Two compounds, 56 and 10b, have been evalua ted in detail for antioxidant and hypolipidemic activities and show compara ble activity profile to that of probucol and guggulipid. From the present s tudy it may be postulated that the mechanism of action of these compounds c ould be through activation of lecithin cholesterol acyltransferase (LCAT), liver lipolytic activity, increased faecal bile acid secretion and inhibiti on of hepatic cholesterol biosynthesis. (C) 2000 Elsevier Science Ltd. All rights reserved.