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Synthesis, Characterization and QSAR studies of some New 1, 3-oxazines as Potent Antimicrobial agents

Author Affiliations

  • 1Department of Chemistry, Manipal Institute of Technology, Manipal University, 576104, INDIA

Res. J. of Pharmaceutical Sci., Volume 2, Issue (2), Pages 15-19, February,30 (2013)

Abstract

A new series of 4-(4-substituitedphenyl)-6-substituited-6H-1,3-oxazines 2a-f have been synthesized from acid catalysed reaction between chalcones 1a-f and urea. The structures of all compounds were confirmed by advanced spectral techniques like IR, HNMR and mass spectroscopy. The purity of the compounds was checked by thin layer chromatography and elemental analysis. Excellent antibacterial activity was exhibited by 2f against gram +ve bacteria. 2c and 2e was found to be highly sensitive against gram –ve bacteria. 2b and 2f displayed excellent antifungal activity. The quantitative structure activity relationships (QSAR) studies of these compounds were performed using Easy QSAR 1.0 by simple linear regression analysis. The logarithm of zone of inhibition of micro-organisms was used as key properties to evaluate the QSAR models. The best correlated QSAR model depicted that the autocorrelationcharge 1 (ATSc1) and Crippen's molar refractivity (Crippen MR) from PaDEL Descriptor 2.13 were significant for the antibacterial activity of oxazines against S.aureus and E.coli respectively. A close correlation between the observed and the predicted antibacterial activities (Log ZOI values) for the compounds indicated the development of the best QSAR model.

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