Introduction:
Heterocyclic compounds are vital to life, since they constitute the most
interesting part of the pharmacologically active drugs. Dihydropyrimidine-2-one/thione (DHPM) as
the heterocyclic nucleus is the basic part of the most natural as well as synthetic drugs. Synthesis of
new derivatives of DHPM and screening their pharmacological potential appear to be an important
goal.
Methodology:
In this study, we have synthesized 15 derivatives of 3,4-dihydropyrimidin-2(1H)-
ones/thiones through simple one-step synthetic method comprising one-pot condensation of variously
substituted benzaldehydes, urea/thiourea and ethyl acetoacetate using ammonium chloride in
methanol as well as under solvent-free conditions. In comparison, the former methodology was
proved more efficient, convenient and gave higher yields. Moreover, those compounds were screened
for their potential against bacterial strains (S. aureus and E. coli) and fungal strains (C. albicans and
C. parapsilosis).
Results and Discussion:
The experimental results revealed that the synthesized compounds are more
active against C. albicans fungus as compared to other tested microbes. Amongst all the synthesized
derivatives, compound 3 showed significant non-competitive potential antifungal activity in vitro
antimicrobial assay. Theoretically, molecular docking studies showed that these compounds can bind
effectively to oxidoreductase enzyme of E. coli and CYP-51 oxidoreductase of C. albicans.
Conclusion:
Herein, we report improved and high yield reaction conditions for the synthesis of
biologically active dihydropyrimidine-2-one, and-thione derivatives. Remarkably, most of the
synthesized compounds demonstrated moderate to very good antifungal activity in comparison to the
antibacterial activity.
Synthesis and molecular docking studies on biologically active N-((3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-4-yl) methylene)aniline derivatives