Abstract
Given the significant low yield (19–43 %) in reported results on the cyclocondensation of sulfaguanidine acetate with chalcones, a careful reinvestigation was carried out. A new series of chalcones, bearing electron-attracting groups in the aromatic moiety, have been used as precursors in the synthesis of diphenylsulfapyrimidine acetates with good yield. All synthesized compounds were active against G+- and G−-bacteria, and fungi. Combination of substituents (Cl, OMe, NO2,etc.) enhanced antimicrobial activity. Derivative with two NO2 groups exhibits an activity comparable with sulfadiazine.
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References
Baur A.W., Kirby W.M.M., Sherris J.L., Truk M.J.:J.Clin.Pathol. 45, 493 (1966).
Essawy S.A., Wasfy A.A.F.:Egypt.J.Chem. 37, 283–293 (1994).
Mutschler E.:Arzneimittelwirkungen. Wissenschaftliche Verlagsgesellschaft, Stuttgart (Germany) 1994.
Pollock J.R.A., Stevens R. (Eds):Dictionary of Organic Compounds, Vol. 5, p. 2930. Eyre and Spottiswoode Publishers, London-New York 1965.
Usifoh C.O., Olugbade T.A., Onawumi G.O., Oluwadiya J.O., Reisch J.: Novel diphenylsulfapyrimidine acetates derived from chalcones.J.Heterocycl.Chem. 26, 1069 (1989).
Wasfy A.A.F., Amine M.S., Eissa A.M.F.:Heterocycl.Commun. 2, 375–381 (1996).
Weygand C., Strobelt F.:Chem.Ber. 68, 1839 (1935).
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Wasfy, A.A.F., Aly, A.A. Simple synthesis of novel diphenylsulfapyrimidine acetates from chalcones and their antimicrobial activity. Folia Microbiol 48, 51–55 (2003). https://doi.org/10.1007/BF02931275
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DOI: https://doi.org/10.1007/BF02931275