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Rami C, Patel L, Patel CN, et al. Synthesis, antifungal activity, and QSAR studies of 1,6-dihydropyrimidine derivatives. J Pharm Bioallied Sci. 2013;5(4):277-89doi: 10.4103/0975-7406.120078.
Rami, C., Patel, L., Patel, C. N., & Parmar, J. P. (2013). Synthesis, antifungal activity, and QSAR studies of 1,6-dihydropyrimidine derivatives. Journal of pharmacy & bioallied sciences, 5(4), 277-89. https://doi.org/10.4103/0975-7406.120078
Rami, Chirag, et al. "Synthesis, antifungal activity, and QSAR studies of 1,6-dihydropyrimidine derivatives." Journal of pharmacy & bioallied sciences vol. 5,4 (2013): 277-89. doi: https://doi.org/10.4103/0975-7406.120078
Rami C, Patel L, Patel CN, Parmar JP. Synthesis, antifungal activity, and QSAR studies of 1,6-dihydropyrimidine derivatives. J Pharm Bioallied Sci. 2013 Oct;5(4):277-89. doi: 10.4103/0975-7406.120078. PMID: 24302836; PMCID: PMC3831741.
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J Pharm Bioallied Sci. 2013 Oct;5(4):277-89. doi: 10.4103/0975-7406.120078.

Synthesis, antifungal activity, and QSAR studies of 1,6-dihydropyrimidine derivatives.

Journal of pharmacy & bioallied sciences

Chirag Rami, Laxmanbhai Patel, Chhaganbhai N Patel, Jayshree P Parmar

Affiliations

  1. Department of Pharmaceutical Chemistry, Shri Sarvajanik Pharmacy College, Mehsana, Gujarat, India.

PMID: 24302836 PMCID: PMC3831741 DOI: 10.4103/0975-7406.120078

Abstract

INTRODUCTION: A practical synthesis of pyrimidinone would be very helpful for chemists because pyrimidinone is found in many bioactive natural products and exhibits a wide range of biological properties. The biological significance of pyrimidine derivatives has led us to the synthesis of substituted pyrimidine.

MATERIALS AND METHODS: With the aim of developing potential antimicrobials, new series of 5-cyano-6-oxo-1,6-dihydro-pyrimidine derivatives namely 2-(5-cyano-6-oxo-4-substituted (aryl)-1,6-dihydropyrimidin-2-ylthio)-N-substituted (phenyl) acetamide (C1-C41) were synthesized and characterized by Fourier transform infrared spectroscopy (FTIR), mass analysis, and proton nuclear magnetic resonance ((1)H NMR). All the compounds were screened for their antifungal activity against Candida albicans (MTCC, 227).

RESULTS AND DISCUSSION: Quantitative structure activity relationship (QSAR) studies of a series of 1,6-dihydro-pyrimidine were carried out to study various structural requirements for fungal inhibition. Various lipophilic, electronic, geometric, and spatial descriptors were correlated with antifungal activity using genetic function approximation. Developed models were found predictive as indicated by their square of predictive regression values (r(2pred)) and their internal and external cross-validation. Study reveals that CHI_3_C, Molecular_SurfaceArea, and Jurs_DPSA_1 contributed significantly to the activity along with some electronic, geometric, and quantum mechanical descriptors.

CONCLUSION: A careful analysis of the antifungal activity data of synthesized compounds revealed that electron withdrawing substitution on N-phenyl acetamide ring of 1,6-dihydropyrimidine moiety possess good activity.

Keywords: 1; 6-dihydro-pyrimidine; antifungal activity; genetic function approximation; lack of fit; quantitative structure activity relationship

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