Design, Synthesis, Molecular Docking, and Anti-inflammatory Activity of 2-[(E)-{1-[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]-1H-pyrazol-4-yl}(hydroxyimino)methyl]phenol and {1-[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]-1H-pyrazol-4-yl}(2-hydroxyphenyl)methanone Derivatives

被引：0

作者：

Darekar, N. R. ^{[1
,2
]}

Takate, S. J. ^{[2
]}

Akolkar, H. N. ^{[3
]}

Shaikh, M. H. ^{[1
]}

Khedkar, V. M. ^{[4
]}

Raut, D. N. ^{[5
]}

Mhaske, S. D. ^{[2
,6
]}

机构：

[1] Radhabai Kale Mahila Mahavidyalaya, PG & Res Dept Chem, Ahmednagar 414001, Maharashtra, India

[2] New Arts Sci & Commerce Coll, PG & Res Dept Chem, Ahmednagar 414001, Maharashtra, India

[3] Abasaheb Marathe Arts & New Commerce Sci Coll, Dept Chem, Rajapur 416702, Maharashtra, India

[4] Vishwakarma Univ, Sch Pharm, Pune 411048, Maharashtra, India

[5] Amrutvahini Coll Pharm, Dept Pharm, Sangamner 422608, Maharashtra, India

[6] Dadapatil Rajale Arts Sci & Commerce Coll, Dept Chem, Adinathnagar, Ahmednagar 414505, Maharashtra, India

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 60卷 / 09期

关键词：

thiazole; pyrazole; ADME properties; anti-inflammatory activity; molecular docking; COX-2; ACCURATE DOCKING; GLIDE;

D O I：

10.1134/S1070428024090264

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of {1-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-1H-pyrazol-4-yl}(2-hydroxyphenyl)methanones 5 were synthesized from 1-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]hydrazine 3 and substituted 3-formylchromones 4. Compounds 5 were converted into 2-[(E)-{1-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-1H-pyrazol-4-yl}(hydroxyimino)methyl]phenols 6. The synthesized compounds were characterized by spectral techniques screened for their anti-inflammatory activity. Compounds 6c and 6e showed good percent inhibition of haemolysis when compared with the standard drug celecoxib. The molecular docking study explored the essential binding mode and possible thermodynamic interactions within the binding site of COX-2 enzyme.

引用

页码：1818 / 1827

页数：10

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