title: On the synthesis of bioisosters of o-benzothiazolyloxybenzoic acids and evaluation as aldose reductase inhibitors.
abstract: In continuation of our attempts to develop novel aldose reductase inhibitors (ARIs), a number of compounds characterized by bioisosteric replacement of pharmacophors were prepared. On the one hand, the acidic function was formally replaced by an oxime or a nitro group and on the other hand the lipophilic substituent was modified. The results of the biological evaluation of these derivatives enabled us to gain insight into structural features critical for the aldose reductase inhibition.
authors.affiliation: Institute of Pharmacy, University of Innsbruck, Innsbruck, Austria.
authors.forename: Dietmar
authors.initials: D
authors.lastname: Rakowitz
authors.forename: Patric
authors.initials: P
authors.lastname: Muigg
authors.forename: Nicole
authors.initials: N
authors.lastname: Schröder
authors.forename: Barbara
authors.initials: B
authors.lastname: Matuszczak
mesh_terms: D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors*; D000818:Animals; D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry; D002417:Cattle; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D066298:In Vitro Techniques; D007908:Lens, Crystalline / Q000201:enzymology; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001565:Benzoates; D004791:Enzyme Inhibitors; D013844:Thiazoles; D000449:Aldehyde Reductase