Synthesis of novel mono and bis-indole conduritol derivatives and their alpha/beta-glycosidase inhibitory effects

ÇAVDAR H., TALAZ O., EKİNCİ D.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, cilt.22, sa.24, ss.7499-7503, 2012 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 22 Sayı: 24
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1016/j.bmcl.2012.10.038
  • Dergi Adı: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.7499-7503
  • Anahtar Kelimeler: Conduritol, Indole, Glucosidase, Inhibitor, CARBONIC-ANHYDRASE, GLUTATHIONE-REDUCTASE, GLUCOSIDASE, PURIFICATION, MELATONIN, STRATEGY, ACARBOSE
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

Here we synthesized four novel indole conduritol derivatives 1-4 for the first time in the literature and probed their biological activities with the alpha and beta-glucosidases. The compounds showed quite effective glucosidase inhibitory action. IC50 values of the compounds were compared with the known glucosidase inhibitor acarbose and it was determined that newly synthesized indole conduritols had more powerful effect against beta-glucosidase in addition to exhibiting moderate influence against alpha-glucosidase. Our molecules thus constitute an important starting point for the design and exploitation of novel glucosidase inhibitors since glucosidase inhibitors have widespread applications in the treatment of diabetes, viral infections, lysosomal storage diseases and cancers. (C) 2012 Elsevier Ltd. All rights reserved.