Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking study
A series of N-substituted-3-(napthalen-2-yl)-5-substituted phenyl-4,5-dihydropyrazole-1-carbothioamide derivatives (4a-n) were synthesized with the view of structural requirements of pharmacophore for potential anticonvulsant agents. The synthesized compounds were assayed intraperitoneally (i.p.) an...
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| Format: | Article |
| Language: | English |
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Universidade de São Paulo
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| Series: | Brazilian Journal of Pharmaceutical Sciences |
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| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502019000100516&lng=en&tlng=en |
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| author | Birjees Nusrat Nadeem Siddiqui Meeta Sahu Mohd. Javed Naim Mohammad Shahar Yar Ruhi Ali Alam Ozair |
| author_facet | Birjees Nusrat Nadeem Siddiqui Meeta Sahu Mohd. Javed Naim Mohammad Shahar Yar Ruhi Ali Alam Ozair |
| author_sort | Birjees Nusrat |
| collection | DOAJ |
| description | A series of N-substituted-3-(napthalen-2-yl)-5-substituted phenyl-4,5-dihydropyrazole-1-carbothioamide derivatives (4a-n) were synthesized with the view of structural requirements of pharmacophore for potential anticonvulsant agents. The synthesized compounds were assayed intraperitoneally (i.p.) and subcutaneously (s.c.) in mice against seizures induced by MES and scPTZ methods, respectively.Neurologic deficit was evaluated by rotarod method. Among the tested compounds, 4g, 4i, 4j and 4n emerged as the most active molecule in the MES model at a dose of 30 mg/kg at 0.5h comparable to standardscarbamazepine and phenytoin. In the scPTZ test,4e and 4l were found to be most active compounds at the lowest dose of 30 mg/kg at 0.5h, in the management of the convulsive disorder. Molecular docking studies of the titled compounds were also donewith 3D crystal structure of human cytosolic branched chain amino transferase (hBCATc) enzyme and compound 4e was found to have five hydrogen bond interactions with the most important active site residues.In neurotoxicity studies, except compounds 4b, 4c, 4h and 4k, rest of the compounds showed no sign of toxicity. |
| first_indexed | 2024-04-12T22:18:18Z |
| format | Article |
| id | doaj.art-37e5b4707cd44cc4bc14d66b7ae7e5a1 |
| institution | Directory Open Access Journal |
| issn | 2175-9790 |
| language | English |
| last_indexed | 2024-04-12T22:18:18Z |
| publisher | Universidade de São Paulo |
| record_format | Article |
| series | Brazilian Journal of Pharmaceutical Sciences |
| spelling | doaj.art-37e5b4707cd44cc4bc14d66b7ae7e5a12022-12-22T03:14:27ZengUniversidade de São PauloBrazilian Journal of Pharmaceutical Sciences2175-97905510.1590/s2175-97902019000100249S1984-82502019000100516Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking studyBirjees NusratNadeem SiddiquiMeeta SahuMohd. Javed NaimMohammad Shahar YarRuhi AliAlam OzairA series of N-substituted-3-(napthalen-2-yl)-5-substituted phenyl-4,5-dihydropyrazole-1-carbothioamide derivatives (4a-n) were synthesized with the view of structural requirements of pharmacophore for potential anticonvulsant agents. The synthesized compounds were assayed intraperitoneally (i.p.) and subcutaneously (s.c.) in mice against seizures induced by MES and scPTZ methods, respectively.Neurologic deficit was evaluated by rotarod method. Among the tested compounds, 4g, 4i, 4j and 4n emerged as the most active molecule in the MES model at a dose of 30 mg/kg at 0.5h comparable to standardscarbamazepine and phenytoin. In the scPTZ test,4e and 4l were found to be most active compounds at the lowest dose of 30 mg/kg at 0.5h, in the management of the convulsive disorder. Molecular docking studies of the titled compounds were also donewith 3D crystal structure of human cytosolic branched chain amino transferase (hBCATc) enzyme and compound 4e was found to have five hydrogen bond interactions with the most important active site residues.In neurotoxicity studies, except compounds 4b, 4c, 4h and 4k, rest of the compounds showed no sign of toxicity.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502019000100516&lng=en&tlng=enPyrazolinesAnticonvulsantsMolecular dockingNeurotoxicity |
| spellingShingle | Birjees Nusrat Nadeem Siddiqui Meeta Sahu Mohd. Javed Naim Mohammad Shahar Yar Ruhi Ali Alam Ozair Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking study Brazilian Journal of Pharmaceutical Sciences Pyrazolines Anticonvulsants Molecular docking Neurotoxicity |
| title | Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking study |
| title_full | Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking study |
| title_fullStr | Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking study |
| title_full_unstemmed | Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking study |
| title_short | Anticonvulsant evaluation of 2-pyrazolines carrying naphthyl moiety: An insight into synthesis and molecular docking study |
| title_sort | anticonvulsant evaluation of 2 pyrazolines carrying naphthyl moiety an insight into synthesis and molecular docking study |
| topic | Pyrazolines Anticonvulsants Molecular docking Neurotoxicity |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502019000100516&lng=en&tlng=en |
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