Synthesis and Pharmacological Evaluation of New Indolyl-oxadiazoles as Anticonvulsant Agents
DOI:
https://doi.org/10.37285/ijpsn.2009.2.3.10Abstract
The search for better anticonvulsant drug and the importance of 2,5-disubstituted 1,3,4-oxadiazoles and indole as anticonvulsant pharmacophores, prompted us to design, synthesize and evaluate a series of differently substituted 1,3,4-oxadiazoles for their potential anticonvulsant activity. The structures of the compounds were elucidated by elemental and spectral (IR, 1H NMR, 13C NMR and MS) analyses. Most of the test compounds demonstrated appreciable anticonvulsant activities in maximal electroshock seizure (MES) and subcutaneous pentylenetrtrazole (scPTZ) models.
Downloads
Metrics
Keywords:
Oxadiazole, Indole, Anticonvulsant activityDownloads
Published
How to Cite
Issue
Section
References
Almasirad A, Tabatabai SA, Faizi M, Kebriaeizadeh A, Mehrabai N, Dalvandi A and Shafiee A. Synthesis and anticonvulsant activity of new 2-substituted-5-[2-(2-fluorophenoxy)phenyl]-1,3,4-oxadiazoles and 1,2,4-triazoles. Bioorg. Med. Chem. Lett. 14: 6057–6059 (2004).
Brown TR and Holmes GL. Primary care: epilepsy. N. Engl. J. Med. 344: 1145–1151 (2001).
El-Gendy AA, Said MM, Ghareb N, Mostafa YM and El-Ashry SH. Synthesis and biological activity of functionalized indole-2-carboxylates, triazino- and pyridazino-indoles. Arch. Pharm. 341: 294–300 (2008).
Gitto R, De Luca L, Ferro S, Citrato R, De Sarro G, Costa L, Ciranna L and Chimirri A. Development of 3-substituted-1H-indole derivatives as NR2B/NMDA receptor antagonists. Bioorg. Med. Chem. 17: 1640–47 (2009).
Krall RL, Penry JK, White BG, Kupferberg HJ and Swinyard EA. Anticonvulsant drug development: anticonvulsant drug screening. Epilepsia 19: 409–428 (1978).
Omar AMME and Aboulwafa OM. Synthesis and anticonvulsant properties of a novel series of 2-substituted amino-5-aryl-1,3,4-oxadiazole derivatives. J. Heterocycl. Chem. 21: 1415–1418 (1984).
Porter RJ, Hessie BJ, Cereghino JJ, Gladding GD, Kupferberg HJ, Scoville B and White BG. Advances in the clinical development of antiepileptic drugs. Fed. Proc. 44: 2645–2649 (1985).
Vogel HG, Drug Discovery and Evaluation - Pharmacological Assays, 2nd Ed., Springer, Germany, 2002, pp. 398–399.
Wesolowska A, Nikiforuk A and Chojnacka-Wojcik E. Anticonvulsant effect of the selective 5-HT1B receptor agonist CP 94253 in mice. Eur. J. Pharmacol. 541: 57–63 (2006).
Zarghi A, Faizi M, Shafaghi B, Ahadian A, Khojastehpoor HR, Zangaheh V, Tabatabai SA and Shafiee A. Design and synthesis of new 2-substituted-5-(2-benzylthiophenyl)-1,3,4-oxadiazoles as benzodiazepine receptor agonists. Bioorg. Med. Chem. Lett. 15: 3126–3129 (2005).