Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols

SENTURK M., GÜLÇİN İ., DAŞTAN A., KÜFREVİOĞLU Ö. İ., SUPURAN C. T.

BIOORGANIC & MEDICINAL CHEMISTRY, cilt.17, sa.8, ss.3207-3211, 2009 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 17 Sayı: 8
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1016/j.bmc.2009.01.067
  • Dergi Adı: BIOORGANIC & MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.3207-3211
  • Anahtar Kelimeler: Carbonic anhydrase, Phenol, 4,4 '-Biphenyl-1,1 '-diphenol, hCA I, hCA II, Enzyme inhibitor, RADICAL SCAVENGING ACTIVITIES, THERAPEUTIC APPLICATIONS, VITRO ANTIOXIDANT, METAL-COMPLEXES, SALICYLIC-ACID, SULFONAMIDES, DERIVATIVES, BINDING, THIOXOLONE, TARGETS
  • Atatürk Üniversitesi Adresli: Evet

Özet

The inhibition of two human cytosolic carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II, with a series of phenol derivatives was investigated by using the esterase assay, with 4- nitrophenyl acetate as substrate. 2,6-Dimethylphenol, 2,6-diisopropylphenol ( propofol), 2,6-di-t-butylphenol, butylated hydroxytoluene, butylated hydroxyanisole, vanillin, guaiacol, di(2,6-dimethylphenol), di( 2,6-diisopropylphenol), di( 2,6-di- t-butylphenol), and acetazolamide showed K-I values in the range of 37.5-274.5 mu M for hCA I and of 0.29 - 113.5 mu M against hCA II, respectively. All these phenols were non-competitive inhibitors with 4- nitrophenylacetate as substrate. Some antioxidant phenol derivatives investigated here showed effective hCA II inhibitory effects, in the same range as the clinically used sulfonamide acetazolamide, and might be used as leads for generating enzyme inhibitors possibly targeting other CA isoforms which have not been yet assayed for their interactions with such agents. (C) 2009 Elsevier Ltd. All rights reserved.