Design and Synthesis of Novel Pyrazole-Substituted Different Nitrogenous Heterocyclic Ring Systems as Potential Anti-Inflammatory Agents

被引:48
作者
Nossier, Eman S. [1 ]
Fahmy, Hoda H. [2 ]
Khalifa, Nagy M. [2 ,3 ]
El-Eraky, Wafaa I. [4 ]
Baset, Marawan A. [4 ]
机构
[1] Al Azhar Univ, Fac Pharm Girls, Dept Pharmaceut Chem, Cairo 11754, Egypt
[2] Natl Res Ctr, Pharmaceut & Drug Ind Div, Dept Therapeut Chem, Giza 12622, Egypt
[3] King Saud Univ, Coll Pharm, Pharmaceut Chem Dept, DEDC, Riyadh 11451, Saudi Arabia
[4] Natl Res Ctr, Pharmacol Dept, Cairo 12622, Egypt
关键词
1,3-diaryl pyrazole derivatives; anti-inflammatory activity; synthesis; MOLECULAR DOCKING; BIOLOGICAL EVALUATION; IN-VITRO; ACID-DERIVATIVES; COX-2; INHIBITORS; ANTICANCER; CYCLOOXYGENASE-2; ANTIBACTERIAL; MOIETY; CANDIDATES;
D O I
10.3390/molecules22040512
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
With the aim of developing novel anti-inflammatory scaffolds, a new series of pyrazole-substituted various nitrogenous heterocyclic ring systems at C-4 position were synthesized through different chemical reactions and validated by means of spectral and elemental data. The new obtained compounds were investigated for their anti-inflammatory activity using the carrageenan-induced paw edema standard technique and revealed that, compound 6b showed increased potency with % inhibition of edema 85.23 +/- 1.92 and 85.78 +/- 0.99, respectively, higher than the standard reference drugs indomethacin and celebrex (72.99% and 83.76%). Molecular modeling studies were initiated herein to validate the attained pharmacological data and provide understandable evidence for the observed anti-inflammatory behavior.
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页数:16
相关论文
共 33 条
[1]   Synthesis, anti-inflammatory, analgesic, COX-1/2 inhibition activities and molecular docking study of pyrazoline derivatives [J].
Abdel-Sayed, Maged A. ;
Bayomi, Said M. ;
El-Sherbeny, Magda A. ;
Abdel-Aziz, Naglaa I. ;
ElTahir, Kamal Eldin H. ;
Shehatou, George S. G. ;
Abdel-Aziz, Alaa A. -M. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2016, 24 (09) :2032-2042
[2]   Cyclooxygenase-2 and 15-lipoxygenase inhibition, synthesis, anti-inflammatory activity and ulcer liability of new celecoxib analogues: Determination of region-specific pyrazole ring formation by NOESY [J].
Abdelall, Eman K. A. ;
Lamie, Phoebe F. ;
Ali, Waleed A. M. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (12) :2893-2899
[3]   Synthesis, cyclooxygenase inhibition, anti-inflammatory evaluation and ulcerogenic liability of new 1,3,5-triarylpyrazoline and 1,5-diarylpyrazole derivatives as selective COX-2 inhibitors [J].
Abdellatif, Khaled R. A. ;
Abdelall, Eman K. A. ;
Fadaly, Wael A. A. ;
Kamel, Gehan M. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (02) :406-412
[4]   Synthesis of novel pyrazole-thiadiazole hybrid as potential potent and selective cyclooxygenase-2 (COX-2) inhibitors [J].
Alegaon, S. G. ;
Hirpara, M. B. ;
Alagawadi, K. R. ;
Hullatti, K. K. ;
Kashniyal, K. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (22) :5324-5329
[5]   1,3,4-Trisubstituted pyrazole analogues as promising anti-inflammatory agents [J].
Alegaon, S. G. ;
Alagawadi, K. R. ;
Garg, M. K. ;
Dushyant, K. ;
Vinod, D. .
BIOORGANIC CHEMISTRY, 2014, 54 :51-59
[6]   Synthesis, characterization and molecular docking studies of substituted 4-coumarinylpyrano[2,3-c]pyrazole derivatives as potent antibacterial and anti-inflammatory agents [J].
Chougala, Bahubali M. ;
Samundeeswari, S. ;
Holiyachi, Megharaja ;
Shastri, Lokesh A. ;
Dodamani, Suneel ;
Jalalpure, Sunil ;
Dixit, Sheshagiri R. ;
Joshi, Shrinivas D. ;
Sunagar, Vinay A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 125 :101-116
[7]  
CORELL T, 1979, ACTA PHARMACOL TOX, V45, P232
[8]   Synthesis, molecular docking and anti-inflammatory screening of novel quinoline incorporated pyrazole derivatives using the Pfitzinger reaction II [J].
El-Feky, Said A. H. ;
Abd El-Samii, Zakaria K. ;
Osman, Nermine A. ;
Lashine, Jasmine ;
Kamel, Mohamed A. ;
Thabet, Hamdy Kh. .
BIOORGANIC CHEMISTRY, 2015, 58 :104-116
[9]  
Fahmy HH, 2016, LAT AM J PHARM, V35, P1783
[10]   Biological Validation of Novel Polysubstituted Pyrazole Candidates with in Vitro Anticancer Activities [J].
Fahmy, Hoda H. ;
Khalifa, Nagy M. ;
Ismail, Magda M. F. ;
El-Sahrawy, Hend M. ;
Nossier, Eman S. .
MOLECULES, 2016, 21 (03)