SYNTHESIS AND ANTI-EPILEPTIC ACTIVITY OF SOME NOVEL 3-(4-(4-(SUBSTITUTED BENZYLIDENEAMINO)-5-MERCAPTO-4-1,2,4-TRIAZOLE-3-YL)PHENYLIMINO)-1-((DIMETHYL AMINO) METHYL)-5-FLUOROINDOLIN-2-ONE DERIVATIVES
Keywords:
Schiff bases, Mannich Bases, Isatin, Anti-epileptic ActivityAbstract
Objective: Synthesis and anti-epileptic evaluation of some novel Schiff and Mannich bases of isatin derivatives.
Methods: A series of novel 3-(4-(4-(substituted benzylideneamino)-5-mercapto-4-1,2,4-triazole-3-yl)phenylimino)-1-((dimethyl amino) methyl)-5-fluoroindolin-2-one Schiff and Mannich base derivatives were synthesized by using various aromatic aldehydes with isatin derivatives. The chemical structures of all synthesized compounds were confirmed by IR, 1H-NMR, Mass spectra and elemental analysis. All the synthesized compounds were screened for its anti-epileptic activity by MES and scPTZ methods using Phenytoin and Ethosuximide as standards.
Results: The results of anti-epileptic activity showed that some of the synthesized compounds were exhibited significant results.
Conclusion: This investigation identified the potent anti-epileptic agents and these molecules will be subjected to further studies in our laboratory.
Downloads
References
Perucen E. The new generation of antiepileptic drugs:advantages and disadvantages. Br J Clin Pharmacol 1996;42:531-43.
Mattson RH. Introduction and Symposium overview. J Epilepsia 1996;37:S1-S3.
Pandeya SN, Sriram D, Synthesis and screening for antibacterial activity of Schiff’s and Mannich bases of isatin and its derivatives. J Acta Pharm Turc 1998;40:33-8.
Jarrahpour A, Khalili D, Clercq De E, Salmi C, Brunel MJ, Synthesis, antibacterial, antifungal and antiviral activity evaluation of some new bis-Schiff bases of isatin and their derivatives. J Molecules 2007;12:1720-30.
Varma RS, Nobels WL, Antiviral, antibacterial and antifungal activities of isatin N-Mannich bases. J Pharm Sci 1975;64:881-2.
Bal TR, Anand B, Yogeeswari P, Sriram D, Synthesis and evaluation of anti-HIV activity of isatin b-thiosemicarbazone derivatives. J Bioorg Med Chem Lett 2005;15:4451-5.
Pandeya SN, Sriram D, Nath G, De Clercq E. Synthesis, antibacterial, antifungal and anti HIV activities of schiff and Mannich bases derived from isatin derivatives and N-[4-(4-chlorophenyl) thiazol-2-yl] thiosemicarbazide. Eur J Pharm Sci 1999;9:25-31.
Hussein MA, Fadl TA, Hussein A, Synthesis and antitubercular activity of Mannich bases derived from isatin, isonicotinic acid hydrazone. J Pharm Sci 2005:28:131-6.
Vine KL, Locke JM, Ranson M, Pyne SG, Bremner JB In vitro cytotoxicity evaluation of some substituted isatin derivatives. J Bioorg Med Chem 2007;15:931-2.
Varma M, Pandeya SN, Singh KN, Stables JP Anticonvulsant activity of Schiff bases of isatin derivatives. J Acta Pharm 2004;54:49-56.
Sridhar SK, Pandeya SN, Stables JP, Ramesh A. Anticonvulsant activity of hydrazones, Schiff and Mannich bases of isatin derivatives. Eur J Pharm Sci 2002;16:129-32.
Eswaran S, Adhikari AV, Shetty NS, Synthesis and antimicrobial activities of novel quinoline derivatives carrying 1,2,4-triazole moiety. Eur J Med Chem 2009;44:4637-47.
Bayrak H, Demirbas A, Demirbas N, Karaoglu SA, Synthesis of some new 1,2,4-triazoles starting from isonicotinic acid hydrazide and evaluation of their antimicrobial activities. Eur J Med Chem 2009;44:4362-6.
Zhou JP, Zhang HB, Qian H, Lin L, Huang WL, Ni SJ. Synthesis and biological evaluation of aromatase inhibitors. J Lett Drug Design Discov 2009;6:181-5.
Owen CP, Dhanani S, Patel CH, Ahmed S, Synthesis, biochemical evaluation and rationalisation of the inhibitory activity of a series of 4-substituted phenyl alkyl triazole-based compounds as potential inhibitors of 17a-hydroxylase/ 17,20-Lyase (P45017a). J Lett Drug Design Discov 2007;42:479-83.
Mahdavi M, Akbarzadeh T, Sheibani V, Abbasi M, Firoozpour L, Tabatabai SA, Shafiee A, Foroumadi A, Synthesis of two novel 3-amino-5-[4-chloro-2-phenoxyphenyl]-4H-1,2,4-triazoles with anticonvulsant activity. Iran J Pharm Res 2010;9:265-9.
Yogeeswari P, Sriram D, Thirumurugan R, Raghavendran JV, Sudhan K, Pavana RK, Stables JP. J Med Chem 2005;48:6202-11.
Rajak H, Deshmukh R, Aggarwal N, Kashaw S, Kharya MD, Mishra P. J Arch Pharm 2009;342:456.
Dunham MS, Miya TA. J Am Pharm Assoc Sci 1975;46:208-9.