Balaydiin H.T.Soyut H.Ekinci D.Göksu S.Beydemir S.Menzek A.Şahin E.20.04.20192019-04-2020.04.20192019-04-2020121475-6366https://dx.doi.org/10.3109/14756366.2011.574131https://hdl.handle.net/20.500.12403/909(2-Bromo-3,4-dimethoxyphenyl) (3,4-dimethoxyphenyl)methanone (10) and its derivatives with Br, one dibromide and isomeric three tribromides, were synthesized. Demethylation of these compounds afforded a series of new bromophenols. Inhibition of human cytosolic carbonic anhydrase II (hCA II) isozyme by these new bromophenols and naturally occurring 3,4,6-tribromo-5-(2,5- dibromo-3,4-dihydroxybenzyl)benzene-1,2-diol (3), and 5,5?-methylenebis(3, 4,6-tribromo-benzene-1,2-diol) (4) was investigated. The synthesized compounds showed carbonic anhydrase inhibitory capacities with IC 50 values in the range of 0.7372 ?M against hCA II. Some bromophenols investigated here showed effective hCA II inhibitory activity and might be used as leads for generating novel carbonic anhydrase inhibitors which are valuable drug candidates for the treatment of glaucoma, epilepsy, gastric and duodenal ulcers, neurological disorders, or osteoporosis. © 2012 Informa UK, Ltd.eninfo:eu-repo/semantics/openAccessBromophenolsCarbonic anhydraseDiphenylmethaneEnzyme inhibitionGlaucoma(2 bromo 3,4 dihydroxyphenyl)(2 bromo 4,5 dihydroxyphenyl)methanone(2 bromo 3,4 dihydroxyphenyl)(2,3 dibromo 4,5 dihydroxyphenyl)methanone(2 bromo 3,4 dimethoxyphenyl)(2 bromo 4,5 dimethoxyphenyl)methanone(2 bromo 3,4 dimethoxyphenyl)(2,3 dibromo 4,5 dimethoxyphenyl)methanone(2 bromo 3,4 dimethoxyphenyl)(3,4 dimethoxyphenyl)methanone(2 bromo 4,5 dihydroxyphenyl)(2,5 dibromo 3,4 dihydroxyphenyl)methanone(2 bromo 4,5 dihydroxyphenyl)(2,6 dibromo 3,4 dimethoxyphenyl)methanone(2 bromo 4,5 dimethoxyphenyl)(2,5 dibromo 3,4 dimethoxyphenyl)methanone(2 bromo 4,5 dimethoxyphenyl)(2,6 dibromo 3,4 dimethoxyphenyl)methanone3,4,6 tribromo 5 (2,5 dibromo 3,4 dihydroxybenzyl)benzene 1,2 diol5,5' methylene bis(3,4,6 tribromo benzene 1,2 diol)bromine derivativebromophenol bluecarbonate dehydratase IIcarbonate dehydratase inhibitorunclassified drugarticlebrominationcytosoldemethylationdrug synthesisenzyme inhibitionhumanIC 50priority journalBenzophenonesBiological AgentsBromobenzenesCarbonic Anhydrase IICarbonic Anhydrase InhibitorsCatecholsCytosolDose-Response Relationship, DrugHumansIsoenzymesMolecular StructureStereoisomerismStructure-Activity RelationshipBromophenolsCarbonic anhydraseDiphenylmethaneEnzyme inhibitionGlaucoma(2 bromo 3,4 dihydroxyphenyl)(2 bromo 4,5 dihydroxyphenyl)methanone(2 bromo 3,4 dihydroxyphenyl)(2,3 dibromo 4,5 dihydroxyphenyl)methanone(2 bromo 3,4 dimethoxyphenyl)(2 bromo 4,5 dimethoxyphenyl)methanone(2 bromo 3,4 dimethoxyphenyl)(2,3 dibromo 4,5 dimethoxyphenyl)methanone(2 bromo 3,4 dimethoxyphenyl)(3,4 dimethoxyphenyl)methanone(2 bromo 4,5 dihydroxyphenyl)(2,5 dibromo 3,4 dihydroxyphenyl)methanone(2 bromo 4,5 dihydroxyphenyl)(2,6 dibromo 3,4 dimethoxyphenyl)methanone(2 bromo 4,5 dimethoxyphenyl)(2,5 dibromo 3,4 dimethoxyphenyl)methanone(2 bromo 4,5 dimethoxyphenyl)(2,6 dibromo 3,4 dimethoxyphenyl)methanone3,4,6 tribromo 5 (2,5 dibromo 3,4 dihydroxybenzyl)benzene 1,2 diol5,5' methylene bis(3,4,6 tribromo benzene 1,2 diol)bromine derivativebromophenol bluecarbonate dehydratase IIcarbonate dehydratase inhibitorunclassified drugarticlebrominationcytosoldemethylationdrug synthesisenzyme inhibitionhumanIC 50priority journalBenzophenonesBiological AgentsBromobenzenesCarbonic Anhydrase IICarbonic Anhydrase InhibitorsCatecholsCytosolDose-Response Relationship, DrugHumansIsoenzymesMolecular StructureStereoisomerismStructure-Activity RelationshipArticle271435010.3109/14756366.2011.574131216352112-s2.0-79959914230Q1WOS:000298748800008Q4