Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols and their derivatives including natural products: Vidalol B


Balaydin H. T. , SENTURK M., GÖKSU S., MENZEK A.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol.54, pp.423-428, 2012 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 54
  • Publication Date: 2012
  • Doi Number: 10.1016/j.ejmech.2012.05.025
  • Title of Journal : EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  • Page Numbers: pp.423-428
  • Keywords: Phenol, Bromination, Bromophenols, Diphenylmethane, Carbonic anhydrase, Glaucoma, Enzyme inhibition, Vidalol A, Vidalol B, ALGA SYMPHYOCLADIA-LATIUSCULA, THERAPEUTIC APPLICATIONS, ODONTHALIA-CORYMBIFERA, VI, ISOZYMES, PHENOLS, ACTIVATORS

Abstract

A series of bisphenol, bromophenol, and methoxyphenol derivatives (2-24) including the natural bromophenols vidalol B, 3,4,6-tribromo-5-(2,5-dibromo-3,4-dihydroxybenzyl)benzene-1,2-diol (2) and 5,5'-methylenebis(3,4,6-tribromo-benzene-1,2-diol) (3) were prepared. In the current study, inhibition of four human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes, I, II, IV, and VI, with these compounds 2-24 was investigated. The compounds 2-24 were found to be promising carbonic anhydrase inhibitors, some of which showed interesting inhibitory activities. Some of the compounds investigated here showed effective hCA 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, and osteoporosis. (C) 2012 Elsevier Masson SAS. All rights reserved.