Mohd Imran1,2 
,
Abida 1,3,
Suroor Ahmad Khan4
For correspondence:- Mohd Imran Email: imran_inderlok@yahoo.co.in Tel:+966535129629
Received: 3 March 2015 Accepted: 16 June 2015 Published: 29 July 2015
Citation: Imran M, A, Khan SA. Synthesis and antimicrobial activity of some 2-amino-4-(7-substituted/unsubstituted coumarin-3-yl)-6-(chlorosubstitutedphenyl) pyrimidines. Trop J Pharm Res 2015; 14(7):1265-1272 doi: 10.4314/tjpr.v14i7.20
© 2015 The authors.
This is an Open Access article that uses a funding model which does not charge readers or their institutions for access and distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0) and the Budapest Open Access Initiative (http://www.budapestopenaccessinitiative.org/read), which permit unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited..
Purpose: To prepare some 2-amino-4-(7-substituted/unsubstitutedcoumarin-3-yl)-6-(chlorosubstitute dphenyl) pyrimidines as antimicrobial agents.
Methods: Some 2-amino-4-(7-substituted/unsubstitutedcoumarin-3-yl)-6-(chlorosubstitutedphenyl) pyrimidines were prepared by reacting 3-chlorosubstitutedphenyl-1-(7-substituted/unsubstituted coumarin-3-yl)prop-2-ene-1-ones with guanidine carbonate. The chemical structures of the synthesized compounds were elucidated by Fourier transform infra-red spectroscopy (FTIR), 1H-nuclear magnetic resonance (1H-NMR), mass spectrometry and elemental analysis. The synthesized compounds were investigated for their antimicrobial activity against four bacteria and five fungi by serial plate dilution method using ofloxacin and ketoconazole as reference antimicrobial drugs, respectively, and their minimum inhibitory concentrations (MICs) were determined.
Results: Compounds 1 (p < 0.0001), 2 (p < 0.0001), 6 (p < 0.0001) and 8 (p < 0.0001) were the most active antibacterial agents among the synthesized compounds compared to control and standard agents. Structure-activity relationship revealed that substitution of chlorine atoms at 2- and 6- positions of the phenyl ring are critical for antibacterial activity in the case of dichlorophenyl derivatives, while for monochlorophenyl derivatives, the positions 2 and 4 of the phenyl ring were critical for antibacterial activity. None of the compounds exhibited comparable antifungal activity to the standard antifungal drug, ketoconazole, even at high concentrations.
Conclusion: It is evident that the synthesized compounds are relatively very active antibacterial agents but are weak antifungal agents. However, these compounds need further evaluation of their antibacterial activity against other bacterial strains to ascertain their broad spectrum antibacterial activity.
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