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, cilt.39, ss.64-83, 2015 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 39 Konu: 1
  • Basım Tarihi: 2015
  • Doi Numarası: 10.3906/kim-1401-91
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Sayfa Sayıları: ss.64-83

Özet

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.