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

Tuğba TAŞKIN TOK; Özgün ÖZAŞIK; Deniz SARIGÖL; Ayşe UZGÖREN BARAN

Makale detayları

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

Yazarlar:

Tuğba TAŞKIN TOK | Özgün ÖZAŞIK | Deniz SARIGÖL | Ayşe UZGÖREN BARAN

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2015 Vol.39 Issue 1, pp.54-83

Belge Tipi:

Makale

Yayın Tarihi:

3/2015

Belge Dili:

Türkçe

Document ID (Org No.):

2000726964

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

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.

 

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.

Makale detayları

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

Yazarlar: Tuğba TAŞKIN TOK | Özgün ÖZAŞIK | Deniz SARIGÖL | Ayşe UZGÖREN BARAN

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2015 Vol.39 Issue 1, pp.54-83

Belge Tipi: Makale

Yayın Tarihi: 3/2015

Belge Dili: Türkçe

Document ID (Org No.): 2000726964

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Tuğba TAŞKIN TOK | Özgün ÖZAŞIK | Deniz SARIGÖL | Ayşe UZGÖREN BARAN

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2015 Vol.39 Issue 1, pp.54-83

Belge Tipi:

Makale

Yayın Tarihi:

3/2015

Belge Dili:

Türkçe

Document ID (Org No.):

2000726964

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527