title: Synthesis and aldose reductase inhibitory activities of novel O-substituted hydroxyphenylacetic acid derivatives.
abstract: In continuation of our work aimed towards the preparation of novel aldose reductase inhibitors, several O-substituted hydroxyphenylacetic acid derivatives were investigated. The highest inhibitory activity was found for compounds 7b and 7c bearing a cyclohexylmethyl substituent. This result demonstrates that within these series, this moiety is a useful surrogate for the 4-bromo-2-fluorobenzyl residue which can be often found in potent aldose reductase inhibitors.
authors.affiliation: Institute of Pharmacy, University of Innsbruck, Innsbruck, Austria.
authors.forename: Dietmar
authors.initials: D
authors.lastname: Rakowitz
authors.forename: Helga
authors.initials: H
authors.lastname: Angerer
authors.forename: Barbara
authors.initials: B
authors.lastname: Matuszczak
mesh_terms: D019342:Acetic Acid / Q000138:chemical synthesis / Q000494:pharmacology; D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors*; D000818:Animals; D001593:Benzyl Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D002417:Cattle; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D048289:Imidazolidines / Q000494:pharmacology; D015394:Molecular Structure; D010648:Phenylacetates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D001593:Benzyl Compounds; D004791:Enzyme Inhibitors; D048289:Imidazolidines; D010648:Phenylacetates; D000449:Aldehyde Reductase; C026411:sorbinil; D019342:Acetic Acid