Analgesic and anti-inflammatory activity of quinoxaline derivatives: Design synthesis and characterization

Meka, Geethavani; Chintakunta, Ramakrishna

doi:10.1016/j.rechem.2023.100783

Cited by 14 publications

(9 citation statements)

References 49 publications

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“…These nitrogen-based heterocyclic derivatives are known for their natural occurrence, remarkable druglike characteristics, and relative ease of synthesis. [1][2][3] They have been extensively studied and have shown potential as as analgesics, [4,5] anticancer agents, [6,7] antiviral agents, [8,9] antimicrobial agents, [10,11] anticonvulsants [12,13] and antidiabetics. [14,15] Moreover, quinoxaline derivatives have been used as synthetic antibiotics, exemplified by echinomycin and triostin A, which have demonstrated their efficacy against Gram-positive bacteria.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a Series of Quinoxaline Derivatives and Their Antibacterial Effectiveness Against Pathogenic Bacteria

Khatoon,

Abdul Malek,

Faudzi

et al. 2024

ChemistrySelect

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The pharmacological importance of quinoxaline derivatives in antibacterial research is well recognized. This study focuses on the synthesis of new 2,3‐dichloroquinoxaline derivatives containing thioether/ether groups to explore their potential as potent antibacterial agents against various pathogenic bacteria. Most of the compounds exhibited significant antibacterial properties comparable to the standard drug chlorhexidine (CHX). The derivatives of 2‐chloro‐3‐(arylthiol)quinoxaline demonstrated efficacy against Escherichia coli with minimum inhibitory concentrations (MIC) of 2.5 mg/mL and minimum bactericidal concentrations (MBC) of 2.5 to 5.0 mg/mL. These derivatives also showed similar sensitivity to Bacillus pumilus. In addition, molecular docking simulations were performed to investigate the interaction between the synthesized compounds and the DNA gyrase protein (PDB ID: 1KZN), a target for antibiotics. Among the synthesized compounds, 2,3‐bis(3‐nitrophenoxy)quinoxaline exhibited the most favourable docking score of −8.36 kcal/mol, with a binding affinity comparable to that of the reference ligand clorobiocin (−9.3 kcal/mol).

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Section: Introductionmentioning

confidence: 99%

Synthesis of a Series of Quinoxaline Derivatives and Their Antibacterial Effectiveness Against Pathogenic Bacteria

Khatoon,

Abdul Malek,

Faudzi

et al. 2024

ChemistrySelect

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“…[30][31][32][33] Quinoxaline derivatives have also been reported to possess good anti-inflammatory activity including p38α MAP kinase inhibition. [11,[34][35][36] On the other hand, hydrazones are versatile compounds in drug design for the synthesis of heterocyclic compounds with different biological properties, such as anti-inflammatory, analgesic, anticonvulsant, antitumor, and anti-HIV. [37][38][39][40] A set of quinolinyl hydrazone derivatives have been reported as anti-inflammatory agents, based on their ability to inhibit pro-inflammatory cytokine secretion from macrophage after stimulation with lipopolysaccharide.…”

Section: Introductionmentioning

confidence: 99%

“…[ 30–33 ] Quinoxaline derivatives have also been reported to possess good anti‐inflammatory activity including p38α MAP kinase inhibition. [ 11,34–36 ]…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, biological evaluation, and in silico studies of quinoxaline derivatives as potent p38α MAPK inhibitors

Anjali,

Kamboj,

Alam

et al. 2023

Archiv der Pharmazie

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A new series of quinoxaline derivatives possessing the hydrazone moiety were designed, synthesized, and screened for in‐vitro anti‐inflammatory activity by the bovine serum albumin (BSA) denaturation technique, and for antioxidant activity, by the (2,2′‐diphenyl‐1‐picrylhydrazyl (DPPH) radical scavenging assay. The synthesized compounds were also tested for p38α mitogen‐activated protein (MAP) kinase inhibition. The in‐vivo anti‐inflammatory activity was assessed by the carrageenan‐induced rat paw edema inhibition method. All the compounds (4a–n) exhibited moderate to high in‐vitro anti‐inflammatory activity. Compound 4a displayed the highest inhibitory activity in the BSA assay (83.42%) in comparison to the standard drug diclofenac sodium (82.90%), while 4d exhibited comparable activity (81.87%). The DPPH assay revealed that compounds 4a and 4d have free radical scavenging potential (74.70% and 74.34%, respectively) comparable to the standard butylated hydroxyanisole (74.09%). Furthermore, the p38α MAP kinase inhibition assay demonstrated that compound 4a is highly selective against p38α MAP kinase (IC50 = 0.042) in comparison to the standard SB203580 (IC50 = 0.044). The five most active compounds (4a–4d and 4f) with good in‐vitro profiles were selected for in‐vivo anti‐inflammatory studies. Compounds 4a and 4d were found to display the highest activity (83.61% and 82.92% inhibition, respectively) in comparison to the standard drug diclofenac sodium (82.65% inhibition). These compounds (4a and 4d) also exhibited better ulcerogenic and lipid peroxidation profiles than diclofenac sodium. The molecular docking and molecular dynamics simulation studies were also performed and found to be in agreement with the p38α MAP kinase inhibitory activity.

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“…Nevertheless, further investigation is required to completely comprehend the potential of these compounds as therapeutic agents and to optimize their activity and selectivity for specific types of cancer or pathogens. Additionally, some triazolequinoxalin derivatives have demonstrated anti-inflammatory [ 17 ] and anti-HIV [ 18 ] properties, making them potentially useful in the treatment of other diseases as well. In view of the above-mentioned considerations and as a continuation of our research work [ [19] , [20] , [21] , [22] , [23] , [24] , [25] , [26] , [27] ], here we're offering a synthesis of triazolequinoxalin derivative.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, crystal structure, DFT, Hirshfeld surface analysis, energy frameworks and in-Silico drug-targeting PFKFB3 kinase of novel triazolequinoxalin derivative (TZQ) as a therapeutic Strategy against cancer

Abad,

Al-Ostoot,

Ashraf

et al. 2023

Heliyon

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Analgesic and anti-inflammatory activity of quinoxaline derivatives: Design synthesis and characterization

Cited by 14 publications

References 49 publications

Synthesis of a Series of Quinoxaline Derivatives and Their Antibacterial Effectiveness Against Pathogenic Bacteria

Synthesis of a Series of Quinoxaline Derivatives and Their Antibacterial Effectiveness Against Pathogenic Bacteria

Design, synthesis, biological evaluation, and in silico studies of quinoxaline derivatives as potent p38α MAPK inhibitors

Synthesis, crystal structure, DFT, Hirshfeld surface analysis, energy frameworks and in-Silico drug-targeting PFKFB3 kinase of novel triazolequinoxalin derivative (TZQ) as a therapeutic Strategy against cancer

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