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ORIGINAL ARTICLE
Year : 2012  |  Volume : 1  |  Issue : 4  |  Page : 244-248

Synthesis and anti-Parkinson's screening of some novel 2-(naphthalen-1-yl)-N-[2-substituted (4-oxothiazolidin-3-yl)]acetamide derivatives


Department of Pharmaceutical Chemistry and Pharmacology, JSS College of Pharmacy, Ooty (A Constituent College of JSS University, Mysore), Rocklands, Ooty, The Nilgiris, Tamil Nadu, India

Correspondence Address:
S Gomathy
Department of Pharmaceutical Chemistry, JSS College of Pharmacy, Ootacamund - 643 001
India
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Source of Support: None, Conflict of Interest: None


DOI: 10.4103/2278-344X.107871

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Context: The objective of this study is to synthesize some novel 2-(naphthalen-1-yl)-N-[2-substituted (4-oxothiazolidin-3-yl)] acetamide derivatives and to study their anti-Parkinson's activity. Materials and Methods: Ethyl (naphthalen-1-yl) acetate (1) was prepared from naphthalene-1-yl acetic acid in ethanol. Condensation of ethyl (naphthalen-1-yl) acetate (1) with an equimolar quantity of hydrazine hydrate in methanol afforded 2-(naphthalen-1-yl) acetohydrazide (2). Compound 2 which on condensation with different aromatic aldehydes yielded respective Schiff bases (3a-e). The Schiff bases are then cyclised with mercaptoacetic acid in dioxane to yield the corresponding naphthalene bearing 4-thiazolidinone derivatives (4a-e). The structures of the synthesized compounds have been established based on their analytical and spectral data such as FT-IR, Mass and NMR spectroscopy. Results: The synthesized compounds were evaluated for their anti-Parkinson's screening using in vitro free radical scavenging assay. Compounds 4c, 4d, and 4e showed potent free radical scavenging activity giving 82%, 74% and 76% respectively. Three compounds 4c, 4d and 4e were taken for in vivo anti-Parkinson's screening by 6-Hydroxydopamine lesioned rat's model (6-OHDA). Among these, one of the 4-thiazolidinone derivatives having a 3-nitro phenyl group at 2 nd position 4c exhibited maximum anti-Parkinson's activity. Conclusion: Thiazolidinone derivatives showed significant anti-Parkinson's activity in the 6-OHDA lesioned rat model. The estimated parameters were closely relevant to clinical parkinsonism, and the drug treatment protected the diseased brain of a rat. We appreciate further detailed studies with these drugs in anti-Parkinson's pharmacology and toxicology.


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