Synthesis and kinetics studies of N '-(2-(3,5-disubstituted-4H-1,2,4-triazol-4-yl)acetyl)-6/7/8-substituted-2-oxo-2H-chromen-3-carbohydrazide derivatives as potent antidiabetic agents

Mentese E., Baltas N., BEKİRCAN O.

ARCHIV DER PHARMAZIE, cilt.352, sa.12, 2019 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 352 Sayı: 12
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1002/ardp.201900227
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Anahtar Kelimeler: 1, 2, 4-triazole, coumarin, kinetic study, alpha-glucosidase inhibition, ALPHA-GLUCOSIDASE, COUMARIN DERIVATIVES, BIOLOGICAL EVALUATION, MOLECULAR DOCKING, INHIBITION, 1,2,4-TRIAZOLE, IDENTIFICATION, DEATH
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

A novel series of N '-(2-(3,5-disubstituted-4H-1,2,4-triazol-4-yl)acetyl)-6/7/8-substituted-2-oxo-2H-chromen-3-carbohydrazides were synthesized and studied for their alpha-glucosidase inhibition activity. Most of the synthesized compounds exhibited potential alpha-glucosidase inhibition activity with IC50 values ranging from 0.96 +/- 0.02 to 32.86 +/- 0.73 mu g/ml. Among them, compounds 3e and 4e, having a methoxy group on the coumarin ring, proved to be the most potent ones, showing an enzyme inhibition activity with IC50 = 0.96 +/- 0.02 and 1.44 +/- 0.06 mu g/ml, respectively. The kinetic study through Lineweaver-Burk plots revealed that the inhibition mechanism of the most active compounds 3d, 3e, 4d, and 4e, on the alpha-glucosidase activity, was found to be in the competitive mode.