Discovery and evaluation of novel synthetic 5-alkyl-4-oxo-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoxaline-1-carbox-amide derivatives as anti-inflammatory agents

References

• Ferrero LM, Nielsen OH, Andersen PS, et al. Chronic inflammation: importance of NOD2 and NALP3 in interleukin-1beta generation. Clin Exp Immunol 2007;147:227–35.
   PubMed Web of Science ®Google Scholar
• Sun L-D, Wang F, Dai F, et al. Development and mechanism investigation of a new piperlongumine derivative as a potent anti-inflammatory agent. Biochem Pharmacol 2015;95:156–69.
   PubMed Web of Science ®Google Scholar
• Duque AG, Descoteaux A. Macrophage cytokines: involvement in immunity and infectious diseases. Front Immunol 2014;5:491.
   PubMed Web of Science ®Google Scholar
• Bremner P, Heinrich M. Natural products as targeted modulators of the nuclear factor-κB pathway. J Pharm Pharmacol 2002;54:453–72.
   PubMed Web of Science ®Google Scholar
• Grivennikov SI, Greten FR, Karin M. Immunity, inflammation, and cancer. Cell 2010;140:883–99.
   PubMed Web of Science ®Google Scholar
• Kumar RS, Antonisamy P, Almansour AI, et al. Functionalized spirooxindole-indolizine hybrids: stereoselective green synthesis and evaluation of anti-inflammatory effect involving TNF-α and nitrite inhibition. Eur J Med Chem 2018;152:417–23.
   PubMed Web of Science ®Google Scholar
• Wang W, Wang YL, Chen XX, et al. Synthesis of new ent-labdane diterpene derivatives from andrographolide and evaluation of their anti-inflammatory activities. Eur J Med Chem 2019;162:70–9.
   PubMed Web of Science ®Google Scholar
• Xie CF, Li XT, Zhu ZY, et al. Magnesium isoglycyrrhi- zinate suppresses LPS-induced inflammation and oxidative stress through inhibit- ing NF-κB and MAPKpathways in RAW264.7 cells. Bioorg Med Chem 2019;27:516–24.
   PubMed Web of Science ®Google Scholar
• Ye J, Ye CQ, Huang YY, et al. Ginkgo biloba sarcotesta polysaccharide inhibits inflammatory responses through suppressing both NF-κB and MAPK signaling pathway. J Sci Food Agric 2019;99:2329–39.
   PubMed Web of Science ®Google Scholar
• Chen LZ, Sun WW, Bo L, et al. New arylpyrazoline-coumarins: synthesis and anti-inflammatory activity. Eur J Med Chem 2017;138:170–81.
   PubMed Web of Science ®Google Scholar
• Somakala K, Amir M. Synthesis, characterization and pharmacological evaluation of pyrazolyl urea derivatives as potential anti-inflammatory agents. Acta Pharm Sin B 2017;7:230–40.
   PubMed Web of Science ®Google Scholar
• Liu SY, Xu P, Luo XL, et al. (7R, 8S)-dehydrodiconiferyl alcohol suppresses lipopolysaccharide-induced inflammatory responses in BV2 microglia by inhibiting MAPK signaling. Neurochem Res 2016;41:1570–7.
   PubMed Web of Science ®Google Scholar
• Tang ML, Zhong C, Liu ZY, et al. Discovery of novel sesquistilbene indanone analogues as potent antiinflammatory agents. Eur J Med Chem 2016;113:63–74.
   PubMed Web of Science ®Google Scholar
• Pearson G, Robinson F, Gibson TB, et al. Mitogen-activated protein (MAP) kinase pathways: regulation and physiological functions. Endocr Rev 2001;22:153–83.
   PubMed Web of Science ®Google Scholar
• Pan FJ, Wang SB, Liu DA, et al. Synthesis of 4-phenylthieno[2,3-e][1,2,4]triazolo[4,3-a]pyrimidine-5(4H)-one derivatives and evaluation of their anti-inflammatory activity. Lett Drug Des Discov 2015;13:141–8.
   Web of Science ®Google Scholar
• Sun XY, Wei CX, Chai KY, et al. Synthesis and anti-inflammatory activity evaluation of novel 7-alkoxy-1-amino-4,5-dihydro[1,2,4]triazole[4,3-a]quinolines. Arch Pharm Chem Life Sci 2008;341:288–93.
   PubMed Web of Science ®Google Scholar
• Sun XY, Hu C, Deng XQ, et al. Synthesis and anti-inflammatory activity evaluation of some novel 6-alkoxy (phenoxy)-[1,2,4]triazolo[3,4-a]phthalazine-3-amine derivatives. Eur J Med Chem 2010;45:4807–12.
   PubMed Web of Science ®Google Scholar
• Liu DC, Gong GH, Wei CX, et al. Synthesis and anti-inflammatory activity evaluation of a novel series of 6-phenoxy-[1,2,4]triazolo[3,4-a]phthalazine-3-carboxamide derivatives. Bioorg Med Chem Lett 2016;26:1576–9.
   PubMed Web of Science ®Google Scholar
• Bös M, Jenck F, Martin JR, et al. Novel agonists of 5HT2C receptors. Synthesis and biological evaluation of substituted 2-(Indol-1-yl)-1-methylethylamines and 2-(Indeno[1,2-b]pyrrol- 1-yl)-1-methylethylamines. Improved therapeutics for obsessive compulsive disorder. J Med Chem 1997;40:2762–9.
   PubMed Web of Science ®Google Scholar
• Wang LM, Liu JJ, Tian H, Qian CT. Ytterbium triflate-catalyzed heterocyclization of 1,2-phenylenediamines and alkyl oxalates under solvent-free conditions via Phillips reaction: a facile synthesis of quinoxaline-2,3-diones derivatives. Synthetic Commun 2004;34:1349–57.
   Web of Science ®Google Scholar
• Pulin N, Shreedhar D. Antimicrobial studies of Co (II), Ni (II), Cu (II) and Zn (II) complexes derived from Schiff bases of 3-formyl quinoline and 3-hydrazinoquinoxalin-2(1H) one. Rasayan J Chem 2012;5:234–8.
   Google Scholar
• Yeom M, Kim JH, Min JH, et al. Xanthii fructus inhibits inflammatory responses in LPS-stimulated RAW 264.7 macrophages through suppressing NF-κB and JNK/p38 MAPK. J Ethnopharmacol 2015;176:394–401.
   PubMed Web of Science ®Google Scholar
• Aktan F. iNOS-mediated nitric oxide production and its regulation. Life Sci 2004;75:639–53.
   PubMed Web of Science ®Google Scholar
• Li B, Yang YA, Chen IZ, et al. 18 a-Glycyrrhetinic acid monoglucuronide as an anti-inflammatory agent through suppression of the NF-κB and MAPK signaling pathway. Med Chem Commun 2017;8:1498–504.
   Web of Science ®Google Scholar
• Sogo T, Terahara N, Hisanaga A, et al. Anti-inflammatory activity and molecular mechanism of delphinidin 3-sambubioside, a Hibiscus anthocyanin. Biofactors 2015;41:58–65.
   PubMed Web of Science ®Google Scholar
• Tageldin GN, Fahmy SW, Ashour HM, et al. Design, synthesis and evaluation of some pyrazolo[3,4-d]pyrimidines as anti-inflammatory agents. Bioorg Chem 2018;78:358–71.
   PubMed Web of Science ®Google Scholar
• Murahari M, Mahajan V, Neeladri S, et al. Ligand based design and synthesis of pyrazole based derivatives as selective COX-2 inhibitors. Bioorg Chem 2019;86:583–97.
   PubMed Web of Science ®Google Scholar