Design, synthesis, and anticonvulsant evaluation of some novel 1, 3 benzothiazol-2-yl hydrazones/acetohydrazones

Autor:	Praveen Kumar, Birendra Shrivastava, Laxmi Tripathi, James P. Stables, Surendra N. Pandeya
Rok vydání:	2011
Předmět:	Chemistry Stereochemistry medicine.medical_treatment Organic Chemistry Glutamate receptor Neurotoxicity medicine.disease δ-opioid receptor Anticonvulsant Design synthesis Active compound Docking (molecular) medicine General Pharmacology Toxicology and Pharmaceutics Pharmacophore
Zdroj:	Medicinal Chemistry Research. 21:2428-2442
ISSN:	1554-8120 1054-2523
DOI:	10.1007/s00044-011-9768-0
Popis:	A series of 2-[2-(substituted)hydrazinyl]-1,3-benzothiazole and 2-(1,3-benzothiazol-2-ylsulfanyl)-N′-(substituted)acetohydrazide were designed and synthesized keeping in view the structural requirement of pharmacophore and evaluated for anticonvulsant activity and neurotoxicity. The anticonvulsant activity of the titled compounds was assessed using the 6 Hz psychomotor seizure test. The most active compound of the series was 2-(1,3-benzothiazol-2-ylsulfanyl)-N′-[4-(4-bromophenoxy)benzylidene]acetohydrazide BT 15, which showed 75% protection (3/4, 1.0 h) and 50% protection (2/4, 0.5 h) at a dose of 100 mg/kg in mice. A computational study was carried out for calculation of pharmacophore pattern and prediction of pharmacokinetic properties. Titled compounds have also exhibited good binding properties with epilepsy molecular targets such as GABA (A) alpha-1, glutamate, GABA (A) delta receptors and Na/H exchanger, in Lamarckian genetic algorithm-based flexible docking studies.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f79736b6de746d81a8cb3f8496bb888d https://doi.org/10.1007/s00044-011-9768-0 Zobrazit plný text záznamu Full text from SpringerLink