Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study

Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study Publisher

Irannejad H¹ ; Nadri H² ; Naderi N³ ; Rezaeian SN⁴ ; Zafari N⁵ ; Foroumadi A⁶ ; Amini M⁷ ; Khoobi M⁶

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Mazandaran University of Medical Sciences, Sari, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Shahid Sadoughi Yazd University of Medical Sciences, Yazd, Iran
3. Department of Pharmacology and Toxicology, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
4. Student Research Committee, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran
5. Faculty of Medicine, Shahid Beheshti University of Medical Sciences, Tehran, Iran
6. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, 14176, Iran
7. Department of Medicinal Chemistry, Faculty of Pharmacy and Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, 14176, Iran

Source: Medicinal Chemistry Research Published:2015

Abstract

A series of 5,6-bisaryl-1,2,4-triazine-3-thiol-substituted derivatives were synthesized by condensation of 1,2-diketones and thiosemicarbazide under microwave irradiations and subsequent alkylation of thiol group by chloromethylpyridinium chloride. Evaluation of anticonvulsant activity of compounds was performed by maximal electroshock and pentylenetetrazole-induced seizures tests. In order to evaluate their neuroprotective potential, the ability of compounds to inhibit soybean 15-lipoxygenase was also assessed. Further molecular modeling and docking study on Na+ channel and GABAA receptor was performed to elucidate their mechanisms of action and necessary interactions in the active site. Compounds 2c and 2d with bis(4-bromophenyl) and pyridyl substituents showed highest protection up to 70 and 80 % in PTZ and MES-induced seizures, respectively, compared to the control group. Molecular docking study revealed their possible antiseizure mechanism of action through GABAA receptor, and in silico assessment of their BBB permeability indicated them as CNS active agents. © Springer Science+Business Media 2014.

2. The Interaction Between Morphine and Propranolol in Chemical and Electrical Seizure Models of Mice, Neurological Research (2016)

Experts (# of related papers)

Mohsen Amini (1)

Hamed Shafaroodi (1)

Style	Citing Format
MLA	Irannejad H, et al.. "Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study." Medicinal Chemistry Research, vol. 24, no. 6, 2015, pp. 2505-2513.
APA	Irannejad H, Nadri H, Naderi N, Rezaeian SN, Zafari N, Foroumadi A, Amini M, Khoobi M (2015). Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study. Medicinal Chemistry Research, 24(6), 2505-2513.
Chicago	Irannejad H, Nadri H, Naderi N, Rezaeian SN, Zafari N, Foroumadi A, Amini M, Khoobi M. "Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study." Medicinal Chemistry Research 24, no. 6 (2015): 2505-2513.
Harvard	Irannejad H et al. (2015) 'Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study', Medicinal Chemistry Research, 24(6), pp. 2505-2513.
Vancouver	Irannejad H, Nadri H, Naderi N, Rezaeian SN, Zafari N, Foroumadi A, et al.. Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study. Medicinal Chemistry Research. 2015;24(6):2505-2513.
BibTex	@article{ author = {Irannejad H and Nadri H and Naderi N and Rezaeian SN and Zafari N and Foroumadi A and Amini M and Khoobi M}, title = {Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study}, journal = {Medicinal Chemistry Research}, volume = {24}, number = {6}, pages = {2505-2513}, year = {2015} }
RIS	TY - JOUR AU - Irannejad H AU - Nadri H AU - Naderi N AU - Rezaeian SN AU - Zafari N AU - Foroumadi A AU - Amini M AU - Khoobi M TI - Anticonvulsant Activity of 1,2,4-Triazine Derivatives With Pyridyl Side Chain: Synthesis, Biological, and Computational Study JO - Medicinal Chemistry Research VL - 24 IS - 6 SP - 2505 EP - 2513 PY - 2015 ER -

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