Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols including natural products
Küçük Resim Yok
Tarih
2012
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
(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.
Açıklama
Anahtar Kelimeler
Bromophenols, Carbonic anhydrase, Diphenylmethane, Enzyme inhibition, Glaucoma, (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)methanone, 3,4,6 tribromo 5 (2,5 dibromo 3,4 dihydroxybenzyl)benzene 1,2 diol, 5,5' methylene bis(3,4,6 tribromo benzene 1,2 diol), bromine derivative, bromophenol blue, carbonate dehydratase II, carbonate dehydratase inhibitor, unclassified drug, article, bromination, cytosol, demethylation, drug synthesis, enzyme inhibition, human, IC 50, priority journal, Benzophenones, Biological Agents, Bromobenzenes, Carbonic Anhydrase II, Carbonic Anhydrase Inhibitors, Catechols, Cytosol, Dose-Response Relationship, Drug, Humans, Isoenzymes, Molecular Structure, Stereoisomerism, Structure-Activity Relationship, Bromophenols, Carbonic anhydrase, Diphenylmethane, Enzyme inhibition, Glaucoma, (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)methanone, 3,4,6 tribromo 5 (2,5 dibromo 3,4 dihydroxybenzyl)benzene 1,2 diol, 5,5' methylene bis(3,4,6 tribromo benzene 1,2 diol), bromine derivative, bromophenol blue, carbonate dehydratase II, carbonate dehydratase inhibitor, unclassified drug, article, bromination, cytosol, demethylation, drug synthesis, enzyme inhibition, human, IC 50, priority journal, Benzophenones, Biological Agents, Bromobenzenes, Carbonic Anhydrase II, Carbonic Anhydrase Inhibitors, Catechols, Cytosol, Dose-Response Relationship, Drug, Humans, Isoenzymes, Molecular Structure, Stereoisomerism, Structure-Activity Relationship
Kaynak
Journal of Enzyme Inhibition and Medicinal Chemistry
WoS Q Değeri
Q4
Scopus Q Değeri
Q1
Cilt
27
Sayı
1
