Studies on antihyperlipidemic agents. III. Synthesis and biological activities of 2-chloro-3-arylpropionic acids containing a quarternary carbon atom.
A series of 2-chloro-3-(4-alkoxyphenyl)propionic acids containing a quarternary carbon atom in the alkoxy moiety was prepared and the hypolipidemic and hypoglycemic activities were evaluated. Of the 18 compounds synthesized, ethyl 2-chloro-3-[4-(2-methyl-2-phenylpropyloxy)phenyl]propionate (1) was the best with respect to biological activity and toxicity. Its functional derivatives and optically resolved enantiomers were also prepared. Structure-activity relationships are discussed briefly.
D000818:Animals; D001786:Blood Glucose / Q000378:metabolism; D055598:Chemical Phenomena; D002621:Chemistry; D002784:Cholesterol / Q000097:blood; D004032:Diet; D004305:Dose-Response Relationship, Drug; D000960:Hypolipidemic Agents / Q000138:chemical synthesis*; D008297:Male; D051379:Mice; D008815:Mice, Inbred Strains; D011422:Propionates / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013237:Stereoisomerism; D014280:Triglycerides / Q000097:blood
D001786:Blood Glucose; D000960:Hypolipidemic Agents; D011422:Propionates; D014280:Triglycerides; D002784:Cholesterol