Potential hypocholesteremic derivatives of styrylacetic acid II: cis- and trans-3-methyl-4-phenyl-3-butenoic acid analogs.
The synthesis and preliminary biological testing for in vitro cholesterol biosynthesis inhibitory activity of 2-indeneacetic acid, 2-methyl-1,2-dihydro-2-naphthoic acid, and their 5- and 7-chloro derivatives, respectively are described. These compounds were prepared as trans- and cis-analogs of the known antilipemic agent 3-methyl-4-phenyl-3-butenoic acid. Although both series of compounds showed cholesterol biosynthesis inhibitory properties, chloro substitution enhanced potency only in the cis-system. These findings are discussed in terms of a possible relationship between the cis-compounds and clofibrate-type antilipemic agents.
D000085:Acetates / Q000378:metabolism; D000818:Animals; D000924:Anticholesteremic Agents / Q000138:chemical synthesis*; D002087:Butyrates / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D066298:In Vitro Techniques; D007192:Indenes / Q000138:chemical synthesis* / Q000494:pharmacology; D008099:Liver / Q000187:drug effects / Q000378:metabolism; D009280:Naphthaleneacetic Acids / Q000138:chemical synthesis / Q000494:pharmacology; D051381:Rats; D013261:Sterols / Q000096:biosynthesis
D000085:Acetates; D000924:Anticholesteremic Agents; D002087:Butyrates; D007192:Indenes; D009280:Naphthaleneacetic Acids; D013261:Sterols