Synthesis of 2-amino-4-(5',2'-disubstituted-1'H-indol-3'-yl)-6-(2"-oxo-2"-H-chromen-3"-yl) pyridine-3-carbonitriles and related systems as biologically active agents

Abstract

Chalcones (3a-d) were obtained by the base catalyzed condensation of 3-acetyl coumarin with various 5-substituted 2-phenylindole-3-corboxaldehydes. New 4-(5 ',2 ' disubstituted-1 ' H-indol-3 '-yl)-6-(2 ''-oxo-2 '' H-chromen-3 ''-yl)-2,5-dihydro-2-oxopyridin-3-carbonitriles (4a-d), 2-amino-4-(5 ', 2 '-disubstituted-1 ' H-indol-3 '-yl)-6-(2 ''-oxo-2 '' H-chromen-3 ''-yl) pyridine-3-carbonitriles (5a-d) and 4-(5 ',2 '-disubstituted-1 ' H-indol-3 '-yl)-6-(2 ''-oxo-2 '' H-chromen-3 ''-yl)-2,5-dihydro-2-thioxopyrimidines (6a-d), containing indole and coumarin nucleus have been prepared by the condensation of chalcones with ethyl cyanoacetate, malononitrile and thiourea. Synthesized compounds have been characterized on the basis of elemental analysis. IR, H-1 NMR and Mass spectral data. Compounds have been subjected to antibacterial screening against S. aureus, B. subtilis, E coli and Pseudomonas and also have been subjected to antifungal screening against A. niger, A. flavus, A. fumigatus and P. chrysogenum.