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.
TOK, TUĞBA TAŞKIN; ÖZAŞIK, ÖZGÜN; SARIGÖL, DENİZ; and BARAN, AYŞE UZGÖREN
"Synthesis and molecular modeling studies of naproxen-based acyl hydrazone derivatives,"
Turkish Journal of Chemistry: Vol. 39:
1, Article 7.
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss1/7