Synthesis and molecular modeling studies of naproxen-based acyl hydrazone derivatives


Tok T. T. , OZASIK O., Sarigol D., Baran A. U.

TURKISH JOURNAL OF CHEMISTRY, vol.39, no.1, pp.64-83, 2015 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 39 Issue: 1
  • Publication Date: 2015
  • Doi Number: 10.3906/kim-1401-91
  • Title of Journal : TURKISH JOURNAL OF CHEMISTRY
  • Page Numbers: pp.64-83

Abstract

A series of N-acylhydrazone derivatives (2a-2p) containing 6-methoxy-naphthalene and acylhydrazone moieties were synthesized in good yield using microwave irradiation and developed as potential COX-2 inhibitors. Furthermore, the interactions between COX-2 and the compounds were examined in detail by molecular modeling studies such as structure activity relationship and molecular docking performed using Gaussian 09 and Discovery Studio 3.5. As a result, it was found that N-acylhydrazone compounds displayed a different mechanism than SC-558 as COX-2 inhibitor by binding to different active sites of the protein, COX-2. Compound 2c would be a good COX-2 inhibitor candidate for preclinical studies.