Synthesis, characterization and biological evaluation of novel 4′-fluoro-2′-hydroxy-chalcone derivatives as antioxidant, anti-inflammatory and analgesic agents

References

• Detsi A, Majdalani M, Kontogiorgis CA, et al. Natural and synthetic 2′-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity. Bioorg Med Chem 2009;17:8073–85
   PubMed Web of Science ®Google Scholar
• Avila HP, Smania Ede F, Monache FD, Smania A Jr. Structure-activity relationship of antibacterial chalcones. Bioorg Med Chem 2008;16:9790–4
   PubMed Web of Science ®Google Scholar
• Bano S, Javed K, Ahmad S, et al. Synthesis of some novel chalcones, flavanones and flavones and evaluation of their anti-inflammatory activity. Eur J Med Chem 2013;65:51–9
   PubMed Web of Science ®Google Scholar
• Vogel S, Barbic M, Jurgenliemk G, Heilmann J. Synthesis, cytotoxicity, anti-oxidative and anti-inflammatory activity of chalcones and influence of A-ring modifications on the pharmacological effect. Eur J Med Chem 2010;45:2206–13
   PubMed Web of Science ®Google Scholar
• Piotrowska DG, Cieslak M, Krolewska K, Wroblewski AE. Design, synthesis and cytotoxicity of a new series of isoxazolidines derived from substituted chalcones. Eur J Med Chem 2011;46:1382–9
   PubMed Web of Science ®Google Scholar
• Shenvi S, Kumar K, Hatti KS, et al. Synthesis, anticancer and antioxidant activities of 2,4,5-trimethoxy chalcones and analogues from asaronaldehyde: structure-activity relationship. Eur J Med Chem 2013;62:435–42
   PubMed Web of Science ®Google Scholar
• Cheng JH, Hung CF, Yang SC, et al. Synthesis and cytotoxic, anti-inflammatory, and anti-oxidant activities of 2′,5′-dialkoxylchalcones as cancer chemopreventive agents. Bioorg Med Chem 2008;16:7270–6
   PubMed Web of Science ®Google Scholar
• Tran TD, Park H, Kim HP, et al. Inhibitory activity of prostaglandin E2 production by the synthetic 2′-hydroxychalcone analogues: synthesis and SAR study. Bioorg Med Chem Lett 2009;19:1650–3
   PubMed Web of Science ®Google Scholar
• Padhye S, Ahmad A, Oswal N, et al. Fluorinated 2′-hydroxychalcones as garcinol analogs with enhanced antioxidant and anticancer activities. Bioorg Med Chem Lett 2010;20:5818–21
   PubMed Web of Science ®Google Scholar
• Bandgar BP, Gawande SS, Bodade RG, et al. Synthesis and biological evaluation of simple methoxylated chalcones as anticancer, anti-inflammatory and antioxidant agents. Bioorg Med Chem 2010;18:1364–70
   PubMed Web of Science ®Google Scholar
• Abdellatif KR, Chowdhury MA, Dong Y, et al. Diazen-1-ium-1,2-diolated nitric oxide donor ester prodrugs of 5-(4-hydroxymethylphenyl)-1-(4-aminosulfonylphenyl)-3-trifluoromethyl-1H-pyrazole and its methanesulfonyl analog: synthesis, biological evaluation and nitric oxide release studies. Bioorg Med Chem 2008;16:9694–8
   PubMed Web of Science ®Google Scholar
• Abdellatif KR, Chowdhury MA, Dong Y, et al. Diazen-1-ium-1,2-diolated nitric oxide donor ester prodrugs of 5-(4-carboxymethylphenyl)-1-(4-methanesulfonylphenyl)-3-trifluoromethyl-1H-pyrazo le and its aminosulfonyl analog: synthesis, biological evaluation and nitric oxide release studies. Bioorg Med Chem 2009;17:5182–8
   PubMed Web of Science ®Google Scholar
• Abdellatif KR, Chowdhury MA, Velazquez CA, et al. Celecoxib prodrugs possessing a diazen-1-ium-1,2-diolate nitric oxide donor moiety: synthesis, biological evaluation and nitric oxide release studies. Bioorg Med Chem Lett 2010;20:4544–9
   PubMed Web of Science ®Google Scholar
• Abdellatif KR, Huang Z, Chowdhury MA, et al. A diazen-1-ium-1,2-diolated nitric oxide donor ester prodrug of 3-(4-hydroxymethylphenyl)-4-(4-methanesulfonylphenyl)-5H-furan-2-one: synthesis, biological evaluation and nitric oxide release studies. Bioorg Med Chem Lett 2011;21:3951–6
   PubMed Web of Science ®Google Scholar
• Wang JL, Limburg D, Graneto MJ, et al. The novel benzopyran class of selective cyclooxygenase-2 inhibitors. Part 2: the second clinical candidate having a shorter and favorable human half-life. Bioorg Med Chem Lett 2010;20:7159–63
   PubMed Web of Science ®Google Scholar
• Schlesier K, Harwat M, Bohm V, Bitsch R. Assessment of antioxidant activity by using different in vitro methods. Free Radic Res 2002;36:177–87
   PubMed Web of Science ®Google Scholar
• Liu B, Yang J, Ma Y, et al. Antioxidant and angiotensin converting enzyme (ACE) inhibitory activities of ethanol extract and pure flavonoids from Adinandra nitida leaves. Pharm Biol 2010;48:1432–8
   PubMed Web of Science ®Google Scholar
• Abdelgawad MA, Elshemy HAH, Abdellatif KRA, Omar HA. Synthesis of novel substituted 4H-chromenes and their antioxidant screening. J Chem Pharm Res 2013;5:387–94
   Google Scholar
• Wu MJ, O'Doherty PJ, Fernandez HR, et al. An antioxidant screening assay based on oxidant-induced growth arrest in Saccharomyces cerevisiae. FEMS Yeast Res 2011;11:379–87
   PubMed Web of Science ®Google Scholar
• Ravipati AS, Zhang L, Koyyalamudi SR, et al. Antioxidant and anti-inflammatory activities of selected Chinese medicinal plants and their relation with antioxidant content. BMC Complement Altern Med 2012;12:173
   PubMed Web of Science ®Google Scholar
• Abdelazeem AH, Abdelatef SA, El-Saadi MT, et al. Novel pyrazolopyrimidine derivatives targeting COXs and iNOS enzymes; design, synthesis and biological evaluation as potential anti-inflammatory agents. Eu J Pharm Sci 2014;62:197–211
   PubMed Web of Science ®Google Scholar
• Salvemini D, Wang ZQ, Wyatt PS, et al. Nitric oxide: a key mediator in the early and late phase of carrageenan-induced rat paw inflammation. Br J Pharmacol 1996;118:829–38
   PubMed Web of Science ®Google Scholar
• El-Nezhawy AO, Biuomy AR, Hassan FS, et al. Design, synthesis and pharmacological evaluation of omeprazole-like agents with anti-inflammatory activity. Bioorg Med Chem 2013;21:1661–70
   PubMed Web of Science ®Google Scholar
• Fakhr IM, Radwan MA, el-Batran S, et al. Synthesis and pharmacological evaluation of 2-substituted benzo[b]thiophenes as anti-inflammatory and analgesic agents. Eur J Med Chem 2009;44:1718–25
   PubMed Web of Science ®Google Scholar
• Arrigoni-Martelli E. Screening and assessment of antiinflammatory drugs. Methods Find Exp Clin Pharmacol 1979;1:157–77
   PubMedGoogle Scholar