Synthesis, anti-inflammatory properties, molecular modelling and potential COX-2, TNF-α, PGE2 and IL1β inhibitors of pyrazole-based scaffolds

Srour, Aladdin M.; Fahmy, H. H.; Khater, Mai; Zarie, Eman S.; Mohamed, Sherif S.; Abdelhameed, Mohamed F.

doi:10.1016/j.molstruc.2022.133499

Cited by 6 publications

(6 citation statements)

References 50 publications

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“…21 In the interaction with TNF-a protein, compounds 1-8 exhibited a bit weak binding affinity to active site (À6.15 kcal mol À1 to À7.81 kcal mol À1 ) in comparison with positive drug 307 (binding energy À8.62 kcal mol À1 ). 22 However, compounds 1-8 exhibited unstable binding to active site of COX-2 (positive binding energy, from +16.60 kcal mol À1 to +90.84 kcal mol À1 ) as expected to positive drug celecoxib (binding energy À11.12 kcal mol À1 ). 23 Docking results and chemical structures of compounds 1-8 indicated that the presence of 2 0 ,4 0 -dioxygenated-2 0 ,3 0 -dimethylbutyryl moiety (compounds 1-5, binding energy À6.43 kcal mol À1 to À7.17 kcal mol À1 ) reduced the binding affinity with active site of iNOS protein (compounds 6-8, binding energy À6.82 kcal mol À1 to À8.00 kcal mol À1 ).…”

Section: Resultsmentioning

confidence: 94%

“…aOriginal inhibitors S71, 307, and celecoxib were used to be positive drugs and locate active site of iNOS (), TNF-α (), and COX-2 () proteins. 21–23 …”

Section: Resultsmentioning

confidence: 99%

“…Molecular docking was carried out using AutoDock v4.2 program as previously described. [21][22][23][24] The crystal structure of inducible nitric oxide synthase with inhibitor (S71), TNF-a with inhibitor (307), and COX-2 with inhibitor (celecoxib) were obtained from the RCSB Protein Database Bank (PDB ID: 4CX7, 2AZ5, and 3LN1, respectively). The 3D structures of compounds 1-8 were obtained by Spartan18 soware.…”

Section: Molecular Dockingmentioning

confidence: 99%

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New dibenzocyclooctadiene lignans from Kadsura induta with their anti-inflammatory activity

et al. 2022

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Section: Resultsmentioning

confidence: 94%

“…aOriginal inhibitors S71, 307, and celecoxib were used to be positive drugs and locate active site of iNOS (), TNF-α (), and COX-2 () proteins. 21–23 …”

Section: Resultsmentioning

confidence: 99%

Section: Molecular Dockingmentioning

confidence: 99%

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New dibenzocyclooctadiene lignans from Kadsura induta with their anti-inflammatory activity

et al. 2022

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“…After the paws were degloved to eliminate the bones, they were instantly frozen in liquid nitrogen and stored until needed [25]. Te potency of the treated groups by ESA-EO and ESA-EO-NE was expressed as described in the following equation [24,26]: % Potency � % inhibition of edema of the treated (at 3 h effect) % inhibition of edema of the reference drug (at 3 h effect) × 100.…”

Section: Analgesic Antipyretic and Anti-infammatory Potentialities Of...mentioning

confidence: 99%

“…After the application, response times were timed at 30, 60, 90, and 120 minutes. Equation ( 4) was used to calculate the percentage of protection [26].…”

Section: Analgesic Antipyretic and Anti-infammatory Potentialities Of...mentioning

confidence: 99%

Eugenia supra-axillaris Essential Oil and Its Nanoemulsion: Chemical Characterization, In Vivo Anti-Inflammatory, Analgesic, and Antipyretic Activities

Abdelhameed,

Ragab,

Abd Elkarim

et al. 2023

Journal of Clinical Pharmacy and Therapeutics

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The use of standard synthetic medications to treat inflammatory illnesses is associated with several negative effects. It has been shown that medicinal plants and their by-products are useful for safely treating inflammation. Herein, the essential oil of Eugenia supra-axillaris (family: Myrtaceae, ESA-EO) was isolated and further chemically characterized by GC-MS, and then, its nanoemulsion (ESA-EO-NE) was prepared. In addition, the anti-inflammation against the carrageenan-induced rats, the analgesic, and antipyretic activities of ESA-EO and ESA-EO-NE were evaluated in rats. Forty-three compounds were identified via GC-MS and categorized as mono- (61.38%) and sesquiterpenes (34.86%). d-limonene (32.82%), α-pinene (24.33%), germacrene-D (4.88%), α-humulene (4.73%), α-cadinol (3.39%), and trans-caryophyllene (3.15%) represented the main components. The administration of ES-EO and ES-EO-NE (50 and 100 mg/kg) demonstrated strong, dose-dependent inflammation inhibition capabilities in the model of rat paw edema, in comparison with both the reference drug and control. Reduced levels of malondialdehyde (MDA), increased levels of glutathione (GSH), and decreased levels of the proinflammatory cytokines (TNF-α), nitrosative (NO), and prostaglandin E2 (PGE2) in paw tissues all contributed to these substantial reductions in inflammation. Moreover, the oral administration of ESA-EO and ESA-EO-NE (50 and 100 mg/kg) exhibited potent analgesic and antipyretic activities in rats. Although the higher dose of ESA-EO and ESA-EO-NE (100 mg/kg) displayed delayed anti-inflammatory activity, they have long-lasting inflammation inhibition with fast onset and long-standing analgesic effects better than reference drugs. Furthermore, the most effective antipyretic efficacy was provided by ESA-EO-NE (100 mg/kg). These results provide insight into the possible therapeutic application of ESA-EO and its nanoemulsion against various inflammatory and painful illnesses as well as hyperthermia ailments.

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Mechanistic action of linalyl acetate: Acyclic monoterpene isolated from bitter orange leaf as anti-inflammatory, analgesic, antipyretic agent: Role of TNF-α, IL1β, PGE2, and COX-2

Abdulwahab

Abdelhameed

Abdou

et al. 2023

Industrial Crops and Products

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Synthesis, anti-inflammatory properties, molecular modelling and potential COX-2, TNF-α, PGE2 and IL1β inhibitors of pyrazole-based scaffolds

Cited by 6 publications

References 50 publications

New dibenzocyclooctadiene lignans from Kadsura induta with their anti-inflammatory activity

New dibenzocyclooctadiene lignans from Kadsura induta with their anti-inflammatory activity

Eugenia supra-axillaris Essential Oil and Its Nanoemulsion: Chemical Characterization, In Vivo Anti-Inflammatory, Analgesic, and Antipyretic Activities

Mechanistic action of linalyl acetate: Acyclic monoterpene isolated from bitter orange leaf as anti-inflammatory, analgesic, antipyretic agent: Role of TNF-α, IL1β, PGE2, and COX-2

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