Synthesis of new 1,2,4-triazole derivatives and investigation of their matrix metalloproteinase-9 (Mmp-9) inhibition properties

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YURTTAŞ L., Evren A. E., Kubilay A., TEMEL H. E.

Acta Pharmaceutica Sciencia, vol.59, no.2, pp.215-232, 2021 (Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 59 Issue: 2
  • Publication Date: 2021
  • Doi Number: 10.23893/1307-2080.aps.05913
  • Journal Name: Acta Pharmaceutica Sciencia
  • Journal Indexes: Scopus, EMBASE
  • Page Numbers: pp.215-232
  • Keywords: 1,2,4-Triazole, Antiproliferative activity, Matrix metalloproteinase-9 (MMP-9), Molecular docking
  • Anadolu University Affiliated: Yes


© 2021, İstanbul Medipol University. All rights reserved.Nine new 2-[[5-((4-acetamidophenoxy)methyl)-4-phenyl-4H-1,2,4-triazol-3-yl] thio]-N-(aryl/heteroaryl)acetamide (5a-5i) derivatives were synthesized and tested for their matrix metalloproteinase-9 (MMP-9) inhibition potency which is associated with antiproliferative activity. None of the compounds exhibited MMP-9 inhibition activity close to standard drug however, two compounds 5e bearing 6-methylbenzo-thiazole and 5g bearing 6-ethoxybenzothiazole moieties showed the highest MMP-9 inhibition which were determined over than 50% percentage at 100 µg/mL concen-tration. Some physicochemical properties of all final compounds were calculated via SwissADME and the results were modest to be able to an oral drug. Molecular docking studies were realized with MMP-9 enzyme (PDB ID: 5I12) and 5d, 5e, and 5g compounds for comparing the active and non-active/low effective structures.