title: Ultrasound-assisted synthesis, anticonvulsant activity, and docking study of indole-appended thiazolidin-4-ones.
abstract: Two series of novel indolyl thiazolidin-4-one derivatives 4a-j and 5a-j were obtained by an ecofriendly synthetic protocol by treating a mixture of Schiff's bases (0.01 mol) with thioglycolic acid or thiolactic acid (0.01 mol) and anhydrous zinc chloride in catalytic amount in DMF as solvent under ultrasound irradiation, using an ultrasound synthesizer with a synthetic solid probe. The structures of the synthesized compounds were confirmed by IR, (1) H NMR, (13) C NMR, MS, and elemental analysis. The anticonvulsant activity and neurotoxicity of the newly synthesized compounds were established by MES and sc-PTZ model and by rotarod test, respectively, in vivo using mouse models. The actophotometer was used for the screening of behavioral activity. The compounds exhibited promising anticonvulsant activity; especially, the compounds showed maximum protection in the MES model at a dose of 100 mg/kg. Further, docking studies of the synthesized compounds were performed against the sodium channel receptor and showed good binding interactions with the receptor. A computational study was carried out to highlight the pharmacophore distance mapping, log p determination, and pharmacokinetic parameters.
authors: Department of Pharmaceutical Chemistry, Y.B. Chavan College of Pharmacy, Dr. Rafiq Zakaria Campus, Rauza Bagh, Aurangabad, Maharashtra, India.
authors: Anna Pratima G
authors: AP
authors: Nikalje
authors: Sameer I
authors: SI
authors: Shaikh
authors: Abhineet
authors: A
authors: Mulay
authors: Firoz A K
authors: FA
authors: Khan
authors: Jaiprakash N
authors: JN
authors: Sangshetti
authors: Shoaib
authors: S
authors: Shaikh
mesh_terms: D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D001522:Behavior, Animal / Q000187:drug effects; D004195:Disease Models, Animal; D015195:Drug Design; D004597:Electroshock; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D051379:Mice; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D009043:Motor Activity / Q000187:drug effects; D020258:Neurotoxicity Syndromes / Q000209:etiology / Q000523:psychology; D010433:Pentylenetetrazole; D045442:Rotarod Performance Test; D012640:Seizures / Q000209:etiology / Q000503:physiopathology / Q000517:prevention & control*; D013329:Structure-Activity Relationship; D053778:Thiazolidines / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D013997:Time Factors; D014465:Ultrasonics
chemical_list: D000927:Anticonvulsants; D007211:Indoles; D053778:Thiazolidines; D010433:Pentylenetetrazole
keywords: Anticonvulsant activity; Computational study; Docking study; Indolyl thiazolidin-4-ones; Ultrasound irradiation