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Synthesis and in vitro antimicrobial activity of new 3-(2-morpholinoquinolin-3-yl) substituted acrylonitrile and propanenitrile derivatives

Jigar A. Makawana, Manish P. Patel, and Ranjan G. Patel

Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar, 388120 Gujarat, India

 

E-mail: patelranjanben@yahoo.com

Abstract: A series of new 3-(2-morpholinoquinolin-3-yl)acrylonitrile derivatives (IVa-IVf) has been synthesised by the base-catalysed condensation reaction of 2-morpholinoqionoline-3-carboxaldehydes (IIa-IIc) and 2-cyanomethylbenzimidazoles (IIIa-IIIb). Subsequent regiospecific reduction of the C—C double bond in acrylonitrile moiety afforded 3-(2-morpholinoquinolin-3-yl)propanenitrile derivatives (Va-Vf). All the compounds synthesised were subjected to in vitro antimicrobial screening against some representatives of bacteria and fungi. The majority of the compounds were found to be active against Gram-positive bacteria Bacillus subtilis and Clostridium tetani as well as against the fungal pathogen Candida albicans.

Keywords: 2-morpholinoquinoline – nitrile – antimicrobial activity – MIC

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-011-0048-8

 

Chemical Papers 65 (5) 700–706 (2011)

Wednesday, May 29, 2024

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