New substituted pyrazole derivatives targeting COXs as potential safe anti-inflammatory agents

被引：10
作者：
Abdellatif, Khaled R. A. [1 ,2 ]
El-Saadi, Mohammed T. [3 ]
Elzayat, Shaimaa G. [3 ]
Amin, Noha H. [3 ]
机构：
[1] Beni Suef Univ, Dept Organ Pharmaceut Chem, Fac Pharm, Bani Suwayf 62514, Egypt
[2] Ibn Sina Natl Coll Med Studies, Dept Pharmaceut Sci, Jeddah 21418, Saudi Arabia
[3] Beni Suef Univ, Dept Med Chem, Fac Pharm, Bani Suwayf 62514, Egypt
来源：
FUTURE MEDICINAL CHEMISTRY | 2019年 / 11卷 / 15期
关键词：
acetophenone; anti-inflammatory; celecoxib; chalcones; cyclooxygenase; docking; NSAID; pyrazole; schiff; ulcer; CYCLOOXYGENASE INHIBITION; BIOLOGICAL EVALUATION; DESIGN; ANALOGS; MOIETY;
D O I：
10.4155/fmc-2018-0548
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Aim: Everyday studies prove the increasing need for newer and safer agents to control cellular inflammatory response, an underlying cause for the pathophysiology of many other clinical cases. Results: Two newly designed sets of schiff 5a-h and chlacone 6a-f substituted pyrazoles were synthesized and evaluated for their in vivo/vitro anti-inflammatory activities. Most potent representatives were chosen for investigation of ulcerogenic and molecular docking properties. Conclusion: The synthesized compounds showed considerable edema inhibition percentage range if compared with celecoxib (13-93% and 58-93%, respectively) at different time intervals. Compound 6e showed the best screening results if compared with celecoxib (inhibition % = 93.62 and 93.51% at 5 h, COX-1/COX-2 selectivity index SI = 215.44 and 308.16 and ulcer index = 7.25 and 8, respectively). [GRAPHICS] .
引用
收藏
页码：1871 / 1887
页数：17
相关论文
共 27 条
[1]   Synthesis of novel pyrazole and dihydropyrazoles derivatives as potential anti-inflammatory and analgesic agents [J].
Abd-El Gawad, Nagwa M. ;
Georgey, Hanan H. ;
Ibrahim, Nashwa A. ;
Amin, Noha H. ;
Abdelsalam, Rania M. .
ARCHIVES OF PHARMACAL RESEARCH, 2012, 35 (05) :807-821
[2]   Non-acidic 1,3,4-trisubstituted-pyrazole derivatives as lonazolac analogs with promising COX-2 selectivity, anti-inflammatory activity and gastric safety profile [J].
Abdellatif, Khaled R. A. ;
Fadaly, Wael A. A. ;
Elshaier, Yaseen A. M. M. ;
Ali, Waleed A. M. ;
Kamel, Gehan M. .
BIOORGANIC CHEMISTRY, 2018, 77 :568-578
[3]   Design, synthesis, cyclooxygenase inhibition and biological evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing amino/methanesulfonyl pharmacophore [J].
Abdellatif, Khaled R. A. ;
Fadaly, Wael A. A. .
BIOORGANIC CHEMISTRY, 2017, 70 :57-66
[4]   Synthesis, cyclooxygenase inhibition and anti-inflammatory evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing methanesulphonyl pharmacophore [J].
Abdellatif, Khaled R. A. ;
Elsaady, Mohammed T. ;
Abdel-Aziz, Salah A. ;
Abusabaa, Ahmed H. A. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2016, 31 (06) :1545-1555
[5]   Synthesis of new 1-(4-methane(amino)sulfonylphenyl)-5-(4-substituted-aminomethylphenyl)-3-trifluoromethyl-1H-pyrazoles: A search for novel nitric oxide donor anti-inflammatory agents [J].
Abdellatif, Khaled R. A. ;
Moawad, Abeer ;
Knaus, Edward E. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (21) :5015-5021
[6]   Celecoxib prodrugs possessing a diazen-1-ium-1,2-diolate nitric oxide donor moiety: Synthesis, biological evaluation and nitric oxide release studies [J].
Abdellatif, Khaled R. A. ;
Chowdhury, Morshed A. ;
Velazquez, Carlos A. ;
Huang, Zhangjian ;
Dong, Ying ;
Das, Dipankar ;
Yu, Gang ;
Suresh, Mavanur R. ;
Knaus, Edward E. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (15) :4544-4549
[7]   Novel 4-methylsulfonylphenyl derivatives as NSAIDS with preferential COX-2 inhibition [J].
Amin, Noha H. ;
Mohammed, Asmaa A. ;
Abdellatif, Khaled R. A. .
FUTURE MEDICINAL CHEMISTRY, 2018, 10 (01) :53-70
[8]   Synthesis, cyclooxygenase inhibition, anti-inflammatory evaluation and ulcerogenic liability of new 1-phenylpyrazolo[3,4-d]pyrimidine derivatives [J].
Bakr, Rania B. ;
Azouz, Amany A. ;
Abdellatif, Khaled R. A. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2016, 31 :6-12
[9]   Synthesis and biological evaluation of a novel series of pyrazole chalcones as anti-inflammatory, antioxidant and antimicrobial agents [J].
Bandgar, Babasaheb P. ;
Gawande, Shrikant S. ;
Bodade, Ragini G. ;
Gawande, Nalini M. ;
Khobragade, Chandrahasya N. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (24) :8168-8173
[10]  
Das B., 2015, International Journal of Pharmaceutical Research, V7, P1
123