Synthesis and Biological Activity Evaluation of Some New Coumarin Derivatives as Potent Anticonvulsant and CNS-Depressant Agents

References

• C. Wasteralin, “Molecular, Cellular and Medical Aspects,” in Basic Neurochemistry, edited by G. J. Siegel, B. W. Agranoff, and B. W. Albers (New York: Raven Press, 1989), 797–810.
   Google Scholar
• J. O. Mc Namara, “Drugs Effective in the Therapy of the Epilepsies,” in Goodman and Gilman’s Pharmacological Basis of Therapeutics, edited by J. G. Hardman, L. E. Limbrid, P. B. Mollinoff, and R. N. Ruddon, 10th ed. (New York: Mc. Graw Hill, , 2001), 521–47.
   Google Scholar
• D. P. C. Nicholas, I. A. McDonald, and E. J. Schweiger, “Recent Progress in Antiepileptic Drug Research,” Annual Reports in Medical Chemistry 43 (1998): 61–70.
   Google Scholar
• Y. Kashman, K. R. Gustafson, R. W. Fuller, J. H. Cardellina, J. B. McMahon, M. J. Currens, R. W. Buckheit, S. H. Hughes, G. M. Craqq, and M. R. Boyd, “The Calanolides, a Novel HIV-Inhibitory Class of Coumarin Derivatives from the Tropical Rainforest Tree, Calophyllum Lanigerum,” Journal of Medicinal Chemistry. 35 (1992): 2735–43.
   PubMed Web of Science ®Google Scholar
• T. C. Mckee, R. W. Fuller, C. D. Covington, J. H. Cardellina, R. J. Gulakowski, B. L. Krepps, J. B. McMahon, and M. R. Boyd, “New Pyranocoumarins Isolated from Calophyllum lanigerum and Calophyllum teysmannii,” Journal of Natural Products 59 (1996): 754–8. doi:10.1021/np9603784.
   PubMed Web of Science ®Google Scholar
• S. M. Gomha, and K. D. Khalil, “A Convenient Ultrasound-Promoted Synthesis of Some New Thiazole Derivatives Bearing a Coumarin Nucleus and Their Cytotoxic Activity ,” Molecules (Basel, Switzerland) 17, no. 8 (2012): 9335–47. doi:10.3390/molecules17089335.
   PubMed Web of Science ®Google Scholar
• M. Z. Hassan, H. Osman, M. A. Ali, M. J. Ahsan, and M. J. Ahsan, “Therapeutic Potential of Coumarins as Antiviral Agents,” European Journal of Medicinal Chemistry 123 (2016): 236–55.
   PubMed Web of Science ®Google Scholar
• G. Mazzone, N. Malaj, A. Galano, N. Russo, and M. Toscano, “Antioxidant Properties of Several Coumarin–Chalcone Hybrids from Theoretical Insights,” RSC Advances 5 (2015): 565–75.
   Web of Science ®Google Scholar
• M. A. Bhat, N. Siddiqui, and S. A. Khan, “Synthesis of Novel 3-(4-Acetyl-5H) Methyl-5-Substituted Phenyl-4,5-Dihydro-1,3,4-Oxa- Diazol-2-yl)-2H-Chromen-2 Ones as Potential Anticonvulsant Agents,” Acta Poloniae Pharmaceutica Drug Research 65 (2008): 235–9.
   PubMed Web of Science ®Google Scholar
• N. Siddiqui, M. A. Bhat, S. A. Khan, W. Ahsan, and M. S. Alam, “Synthesis and in Vivo Anticonvulsant Screening of Coumarin Incorporated Schiff Bases of 1,3,4-Oxadiazoles,” Journal of the Chinese Chemical Society 55 (2008): 1326–31. doi:10.1002/jccs.200800199.
   Web of Science ®Google Scholar
• K. S. Woźniak, I. E. Orhan, G. A. Cordell, S. M. Nabavi, and B. Budzyńsk, “Implication of Coumarins towards Central Nervous System Disorders,” Pharmacological Research 103 (2016): 188–203. doi:10.1016/j.phrs.2015.11.023.
   PubMed Web of Science ®Google Scholar
• Ali. Almasirad, Sayyed A. Tabatabai, Mehrdad. Faizi, Abbas. Kebriaeezadeh, Nazila. Mehrabi, Afshin. Dalvandi, and Abbas. Shafiee, “Synthesis and Anticonvulsant Activity of New 2-Substituted-5- [2-(2-Fluorophenoxy)Phenyl]-1,3,4-Oxadiazoles and 1,2,4-Triazoles,” Bioorganic & Medicinal Chemistry Letters 14, no. 24 (2004): 6057–9. doi:10.1016/j.bmcl.2004.09.072.
   PubMed Web of Science ®Google Scholar
• M.-X. Song, and X.-Q. Deng, “Recent Developments on Triazole Nucleus in Anticonvulsant Compounds: A Review,” Journal of Enzyme Inhibition and Medicinal Chemistry 33, no. 1 (2018): 453–78. doi:10.1080/14756366.2017.1423068.
   PubMed Web of Science ®Google Scholar
• A. Husain, M. A. Naseer, and M. Sarafroz, “Synthesis and Anticonvulsant Activity of Some Novel Fused Heterocyclic 1,2,4-Triazolo-[3,4-b]-1,3,4-Thiadiazole Derivatives,” Acta Poloniae Pharmaceutica Drug Research 66 (2009): 135–40.
   PubMed Web of Science ®Google Scholar
• V. K. Kamboj, P. K. Verma, A. Dhanda, and S. Ranjan, “1,2,4-Triazole Derivatives as Potential Scaffold for Anticonvulsant Activity,” Central Nervous System Agents in Medicinal Chemistry 15, no. 1 (2015): 17–22. doi:10.2174/1871524915666150209100533.
   PubMedGoogle Scholar
• M. R. Shiradkar, M. Ghodake, and K. G. Bothara, “Synthesis and Anticonvulsant Activity of Clubbed Thiazolidinone-Barbituric Acid and Thiazolidinone-Triazole Derivatives,” Arkivoc xiv (2007): 58–74. doi:10.3998/ark.5550190.0008.e08.
   Google Scholar
• T. Plech, B. Kaproń, J. J. Luszczki, M. Wujec, A. Paneth, A. Siwek, M. Kołaczkowski, M. Zołnierek, and G. Nowak, “Studies on the Anticonvulsant Activity and Influence on GABA-Ergic Neurotransmission of 1,2,4-Triazole-3-Thione-Based Compounds,” Molecules 19 (2014): 11279–99.
   PubMed Web of Science ®Google Scholar
• M. A. Bhat, and M. A. Al-Omar, “Coumarin Incorporated Triazoles: A New Class of Anticonvulsants,” Acta Poloniae Pharmaceutica Drug Research 68 (2011): 889–95.
   PubMed Web of Science ®Google Scholar
• S. M. Gomha, and H. M. Abdel-Aziz, “An Efficient Synthesis of Functionalized 2-(Heteroaryl)-3H-Benzo[f]Chromen-3-Ones and Antibacterial Evaluation,” Journal of Chemical Research 5 (2013): 298–303.
   Google Scholar
• S. M. Gomha, H. M. Abdel-Aziz, T. Z. Abolibda, S. A. Hassan, and M. M. Abdalla, “Green Synthesis, Molecular Docking and Pharmacological Evaluation of New Triazolo-Thiadiazepinylcoumarine Derivatives as Sedative-Hypnotic Scaffold,” Journal of Heterocyclic Chemistry 57 (2020): 1034–43.
   Web of Science ®Google Scholar
• S. M. Gomha, and H. M. Abdel-Aziz, “Synthesis and Antitumor Activity of 1,3,4-Thiadiazole Derivatives Bearing Coumarine Ring,” Heterocycles 91, no. 3 (2015): 583–92.
   Web of Science ®Google Scholar
• S. M. Gomha, H. M. Abdel-Aziz, and A. A. M. El-Reedy, “Facile Synthesis of Pyrazolo[3,4-c]Pyrazoles Bearing Coumarine Ring as Anticancer Agents,” Journal of Heterocyclic Chemistry. 55, no. 8 (2018): 1960–5.
   Web of Science ®Google Scholar
• S. M. Gomha, Y. H. Zaki, and A. O. Abdelhamid, “Utility of 3-Acetyl-6-bromo-2H-chromen-2-one for the Synthesis of New Heterocycles as Potential Antiproliferative Agents ,” Molecules (Basel, Switzerland) 20, no. 12 (2015): 21826–39. doi:10.3390/molecules201219803.
   PubMed Web of Science ®Google Scholar
• S. M. Gomha, M. M. Edrees, Z. A. Muhammad, N. A. Kheder, S. Abu-Melha, and A. M. Saad, “Synthesis, Characterization and Antimicrobial Evaluation of Some New 1,4-Dihydropyridines-1,2,4-Triazole Hybrid Compounds,” Polycyclic Aromatic Compounds 42 (2022; 2022): 173–85. doi:10.1080/10406638.2020.1720751.
   Web of Science ®Google Scholar
• S. M. Riyadh, and S. M. Gomha, “Two Decades for Synthesis of Mono- and Bis-Aminomercapto[1,2,4]Triazoles,” RSC Advances 10 (2020): 24994–5012. doi:10.1039/D0RA04208K.
   PubMed Web of Science ®Google Scholar
• M. A. Abdallah, S. M. Riyadh, I. M. Abbas, and S. M. Gomha, “Synthesis and Biological Activities of 7-Arylazo-7H-Pyrazolo[5,1-c][1,2,4]Triazolo-6(5H)-Ones and 7-Arylhydrazono-7H-[1,2,4] Triazolo[3,4-b][1,3,4]Thiadiazines,” Journal of the Chinese Chemical Society 52 (2005): 987–94.
   Web of Science ®Google Scholar
• I. M. Abbas, S. M. Riyadh, M. A. Abdallah, and S. M. Gomha, “A Novel Route to Tetracyclic Fused Tetrazines and Thiadiazines,” Journal of Heterocyclic Chemistry 43 (2006): 935–42.
   Web of Science ®Google Scholar
• M. Bhalla, A. Hitkari, V. R. Gujrati, T. N. Bhalla, and K. Shanker, “Benzopyran-2-One Derivatives: Antiinflammatory, Analgesic and Antiproteolytic Agents,” European Journal of Medicinal Chemistry.29 (1994): 713–7. doi:10.1016/0223-5234(94)90034-5.
   Web of Science ®Google Scholar
• Y. Kurasawa, R. Miyashita, A. Takada, H. S. Kim, and Y. Okamoto, “Substituent Effects on the Tautomer Ratios between the Enamine and Methylene Imine Forms in Side-Chained Quinoxalines,” Journal of Heterocyclic Chemistry 32 (1995): 671–4. doi:10.1002/jhet.5570320249.
   Web of Science ®Google Scholar
• J. G. Schantl, and P. Hebeisen, “1-Phenylazo-1-Alkenes,” Tetrahedron 46 (1990): 393–406.
   Web of Science ®Google Scholar
• R. Jones, A. J. Ryan, S. Sternhell, and S. E. Wright, “The Structures of Some 5-Pyrazolones and Derived 4-Arylazo-5-Pyrazolones,” Tetrahedron 19 (1963): 1497–507. doi:10.1016/S0040-4020(01)99223-3.
   Web of Science ®Google Scholar
• A. S. Shawali, N. M. Harb, and K. O. Badahdah, “A Study of Tautomerism in Diazonium Coupling Products of 4-Hydroxycoumarin,” Journal of Heterocyclic Chemistry.22 (1985): 1397–403. doi:10.1002/jhet.5570220555.
   Web of Science ®Google Scholar
• A. A. Geis, A. M. Kamal-Eldeen, A. A. Abdelhafez, and A. M. Gaber, “Synthesis of Some Thiazolo[3,2- a]Pyrimidines,” Phosphorus, Sulfur, and Silicon and the Related Elements 56 (1991): 87–93. doi:10.1080/10426509108038070.
   Web of Science ®Google Scholar
• A. J. Elliott, P. D. Callaghan, M. S. Gibson, and S. T. Nemeth, “Rearrangement of Arylthio-Hydrazonates,” Canadian Journal of Chemistry.53 (1975): 1484–90. doi:10.1139/v75-206.
   Web of Science ®Google Scholar
• R. R. Phillips, “The Japp-Klingemann Reaction,” Organic Reactions 10 (1959): 143–78.
   Google Scholar
• A. S. Shawali, and S. M. Gomha, “A New Entry for Short and Regioselective Synthesis of [1,2,4]Triazolo[4,3- b][1,2,4]-Triazin-7(1H)-One,” Advanced Synthesis and Catalysis 342 (2000): 599–604.
   Google Scholar
• G. H. Vogel, Drug Discovery and Evaluation, Pharmacological Assays, 2nd ed.(Berlin, Heidelberg: Springer-Verlag, 2002), 422–5.
   Google Scholar
• H. Kalonia, and K. Anil, “Protective Effect of Melatonin on Certain Behavioural and Biochemical Alterations Induced by Sleep Deprivations in Mice,” Indian Journal of Pharmacology 39 (2007): 48–51.
   Web of Science ®Google Scholar