Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors

AKINCIOGLU A., AKBABA Y., GOCER H., GÖKSU S., GÜLÇİN İ., Supuran C. T.

BIOORGANIC & MEDICINAL CHEMISTRY, cilt.21, sa.6, ss.1379-1385, 2013 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 21 Sayı: 6
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.bmc.2013.01.019
  • Dergi Adı: BIOORGANIC & MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1379-1385
  • Anahtar Kelimeler: Aminoindane, Aminotetralin, Sulfamide, Carbonic anhydrase, Inhibitors, ERYTHROCYTES IN-VITRO, ENZYME-ACTIVITY, ISOZYMES I, LACTOPEROXIDASE ENZYME, PHENOLIC-COMPOUNDS, DANTROLENE SODIUM, VIVO, PURIFICATION, MELATONIN, BINDING
  • Atatürk Üniversitesi Adresli: Evet

Özet

Sulfamides represent an important class of biologically active compounds. A series of novel sulfamides were synthesized from 1-aminoindanes, 1-aminotetralin, 2-aminoindanes and 2-aminotetralin via the reactions of free amines, benzyl alcohol and chlorosulfonyl isocyanate (CSI) followed by hydrogenolysis of the obtained sulfamoylcarbamates. Carbonic anhydrase (CA, EC 4.2.1.1) inhibitory effects of the new sulfamides have been investigated. The human (h) isozymes hCA I and hCA II have been investigated in this study by using an esterase assay with 4-nitrophenyl acetate as substrate. The new sulfamides showed inhibition constants in the micro-submicromolar range, with one compound (N-(indane-1-yl) sulfamide) showing a K-i of 0.45 mu M against hCA I and of 1.07 mu M against hCA II. (C) 2013 Elsevier Ltd. All rights reserved.