Synthesis and Biological Activity of Some Novel Quinolinyl Chalcones Derived from N-Substituted 2-Quinolones

摘要

A series of novel substituted l-amino-3-cinnainoyl-quinolin-2(lH)-one (AJC1-AJC12) were synthesized by condensing 3-acetyl-l-amino-quinolin-2-one with different substituted benzaldehyde in presence of ethanolic KOH. The intermediate 3-acetyl-l-amino-quinolin-2-one was synthesized by refluxing substituted 3-acetyl coumarin in the presence of hydrazine hydrate and ethanol. The structures of the final synthesized compounds were confirmed by IR, H NMR and mass spectra. The synthesized compounds were screened for their antibacterial and antifungal activity against Bacillus subtilis, Staphylococcus aureus, Escherichia colt, Pseudomonas aeruginosa and Candida albicans, Aspergillus niger respectively by cup plate method. Compounds AJC2, AJC6, AJC8, AJC10 and AJC12 showed good antibacterial activity compared to the standard drug amoxicillin. Compounds AJC1, A.TC3, A.TC6, AJC9 and AJC12 showed moderate antifungal activity compared to the standard drug fluconazole. The synthesized compounds were screened for their in vitro cytotoxicity activity against Ehrlich Ascites Carcinoma cells (EAC) by Trypan blue exclusion method. Compounds AJC_1, AJC_3, AJC_5 and AJC_8 induced the greatest effect on EAC cells with an activity more than 60% at a concentration of 250(ig/ml.