Synthesis, structural characterization and enzyme inhibition studies on 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol derivatives

• MUHAMMAD ATHAR ABBASI ^[3] ; ADNAN AKHTAR ^[3] ; AZIZ-UR-REHMAN ^[3] ; KHADIJA NAFEESA ^[3] ; SABAHAT ZAHRA SIDDIQUI ^[3] ; KHALID MOHAMMED KHAN ^[1] ; MUHAMMAD ASHRAF ^[4] ; SYEDA ABIDA EJAZ ^[2]
  1. [1] University of Karachi

     University of Karachi

     Pakistán

     
  2. [2] Islamia University of Bahawalpur

     Islamia University of Bahawalpur

     Pakistán

     
  3. [3] Government College University Department of Chemistry
  4. [4] Department of Biochemistry and Biotechnology

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• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 58, Nº. 4, 2013, págs. 2186-2190
• Idioma: inglés
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  • In the present work, S-substituted derivatives of 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol (4) were synthesized by successive conversions of 3-(2-nitrophenyl) acrylic acid (1) into its respective ester, hydrazide and 1,3,4-oxadiazole. Finally the target compounds were obtained by reaction of 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol (4) with a series of various electrophiles, (5a-I), in NN-dimethyl formamide (DMF) in the presence of sodium hydride (NaH). The structural characterization of these newly synthesized compounds was done by IR, ¹H-NMR, HR-MS and EI-MS spectral data. All these compounds were evaluated for their enzyme inhibitory potentials and found to exhibit broad range spectrum against acetylcholinesterase, butyrylcholinestrase and lipoxygenase enzymes.