(3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and its derivatives as carbonic anhydrase isoenzymes inhibitors

NAR M., ÇETİNKAYA Y., GÜLÇİN İ., MENZEK A.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, cilt.28, sa.2, ss.402-406, 2013 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 28 Sayı: 2
  • Basım Tarihi: 2013
  • Doi Numarası: 10.3109/14756366.2012.670807
  • Dergi Adı: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.402-406
  • Anahtar Kelimeler: Bromophenols, carbonic anhydrase, isoenzyme, enzyme inhibition, ERYTHROCYTE ISOZYMES I, PHENOLIC-COMPOUNDS, VITRO INHIBITION, VIVO, SERIES
  • Atatürk Üniversitesi Adresli: Evet

Özet

In this study, we have synthesised (3,4-dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and a series of its derivatives (5, 13-16) and tested the ability of these compounds to inhibit two metalloenzyme human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes, hCA I and hCA II. The synthesised compounds showed inhibitory effect on hCA I and hCA II isozymes. The results showed that synthesised compounds (5, 13-16) demonstrated the best inhibition activity against hCA I (IC50: 3.22-54.28 mu M) and hCA II (IC50: 18.52-142.01 mu M). The compound 14 showed the highest inhibiton effect against hCA I (IC50: 3.22 mu M; K-i: 1.19 +/- 1.4 mu M). On the other hand, the compound 13 showed the highest inhibiton effect against hCA II (IC50: 18.52 mu M; K-i: 3.25 +/- 1.13 mu M).