Synthesis, anti-inflammatory, cyclooxygenases inhibitions assays and histopathological study of poly-substituted 1,3,5-triazines: Confirmation of regiospecific pyrazole cyclization by HMBC

被引：51

作者：

Elshemy, Heba A. H. ^{[1
]}

Abdelall, Eman K. A. ^{[1
]}

Azouz, Amany A. ^{[2
]}

Moawad, Abeer ^{[3
]}

Ali, Waleed A. M. ^{[4
]}

Safwat, Nesreen M. ^{[5
]}

机构：

[1] Beni Suef Univ, Dept Organ Pharmaceut Chem, Fac Pharm, Bani Suwayf 62514, Egypt

[2] Beni Suef Univ, Dept Pharmacol, Fac Pharm, Bani Suwayf 62514, Egypt

[3] Beni Suef Univ, Dept Pharmacognosy, Fac Pharm, Bani Suwayf 62514, Egypt

[4] Cairo Gen Hosp, Biochem Lab, Cairo, Egypt

[5] Beni Suef Univ, Dept Pathol, Fac Vet Med, Bani Suwayf 62514, Egypt

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2017年 / 127卷

关键词：

S-Triazines; COX-2; inhibitors; Anti-inflammatory activity; Enaminone; HMBC; Histopathology; CELECOXIB ANALOGS; RING FORMATION; 2D NMR; DERIVATIVES; 5-LIPOXYGENASE; PYRIMIDINE; LIABILITY; COX-2;

D O I：

10.1016/j.ejmech.2016.12.030

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

Three novel triazines series were prepared. These series are pyrazolines (4a and 4b), pyrazoles (6a, 6b and 8a-d) and isoxazoles (7a and 7b). Such series were designed as COX-2 inhibitors. All compounds were characterized by using spectroscopic methods and elemental analysis. Regarding COX-2, compounds 5b, 4a and 3b were the most active with IC50 in the range of 0.55-0.87 mu M. Most of synthesized compounds were relatively more potent to celecoxib (0.78 mu M), diclofenac (2.94 mu M) and indomethacin (7.24 mu M). A molecular modeling study was performed for the most active compounds. Histopathological evaluation also was done to estimate the safety of compounds. Finally, structure elucidation of pyrazole 8 was studied by 2D NMR. (C) 2016 Published by Elsevier Masson SAS.

引用

页码：10 / 21

页数：12

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