title: Hypocholesterolemic agents IV: inhibition of beta-hydroxy-beta-methyglutaryl coenzyme A reductase by arylalkenyl and arylepoxy hydrogen succinates and glutarates.
abstract: Two series of half acid esters of succinic and glutaric acids were synthesized and assayed for inhibition of rat liver beta-hydroxy-beta-methylglutaryl coenzyme A reductase. Irreversible inhibition was studied by incorporation of a potential alkylating group (the epoxide function) into the side chain of the alcohol portion of the half acid esters. Incorporation of a terminal olefin function into the side chain of the alcohol portion of the half acid esters provided a group that could form a charge-transfer complex. Neither irreversible inhibition nor formation of a charge-transfer complex was indicated from these studies; however, the two series of half acid esters exhibited reversible inhibition.
mesh_terms: D000429:Alcohol Oxidoreductases / Q000037:antagonists & inhibitors*; D000475:Alkenes / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D000924:Anticholesteremic Agents / Q000494:pharmacology*; D055598:Chemical Phenomena; D002621:Chemistry; D004852:Epoxy Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D004988:Ethers, Cyclic / Q000494:pharmacology*; D005977:Glutarates / Q000138:chemical synthesis / Q000494:pharmacology*; D019161:Hydroxymethylglutaryl-CoA Reductase Inhibitors; D066298:In Vitro Techniques; D008862:Microsomes, Liver / Q000201:enzymology; D051381:Rats; D013386:Succinates / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000475:Alkenes; D000924:Anticholesteremic Agents; D004852:Epoxy Compounds; D004988:Ethers, Cyclic; D005977:Glutarates; D019161:Hydroxymethylglutaryl-CoA Reductase Inhibitors; D013386:Succinates; D000429:Alcohol Oxidoreductases