Menthone semicarbazides and thiosemicarbazides as anticonvulsant agents.
A series of novel (+/-) 3-menthone semi carbazides (1-7) and thiosemicarbazides synthesized using an appropriate synthetic route and characterized by thin layer chromatography and spectral analysis. The anticonvulsant activity of synthesized compounds was established after intraperitoneal administration in three seizure models in mice which include maximal electroshock seizure (MES), subcutaneous pentylene tetrazole (scPTZ) induced seizure and minimal neurotoxicity test. Seven compounds exhibited protection in both models and N(1) - (4-fluorophenyl) - N(4)- (menth-3-one) semicarbazide (4) emerged as the most active compound with MES ED(50) of 44.15mg/kg and scPTZ ED(50) of 38.68mg/kg at 0.25h duration. These compounds were found to elevate gamma-amino butyric acid (GABA) levels in the midbrain region, thus indicating that (+/-) 3-menthone semicarbazides could be considered as a lead molecule in designing of a potent anticonvulsant drug.
Jain
Jainendra
J
Department of Pharmacy, Ram-Eesh Institute of Vocational and Technical Education, 3, Knowledge Park I, Greater Noida, Gautam Budh Nagar, Uttar Pradesh-201308, India. jainendrem@yahoo.com
Kumar
Y
Y
Stables
James
J
Sinha
Reema
R
D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D002462:Cell Membrane / Q000378:metabolism; D057927:Hydrophobic and Hydrophilic Interactions; D008297:Male; D008610:Menthol / Q000737:chemistry*; D051379:Mice; D051381:Rats; D012663:Semicarbazides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D005680:gamma-Aminobutyric Acid / Q000378:metabolism
D000927:Anticonvulsants; D012663:Semicarbazides; D008610:Menthol; C010059:carbamylhydrazine; D005680:gamma-Aminobutyric Acid; C005151:thiosemicarbazide; C019466:menthone