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A 4-(o-methoxyphenyl)-2-aminothiazole: an anti-quorum sensing compound

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Abstract

The 4-(o-methoxyphenyl)-2 aminothiazole was synthesized by reacting o-methoxyacetophenone, iodine, and thiourea; and characterized by spectral UV–Visible, Infra-Red (IR), H1 nuclear magnetic resonance, C13NMR, gas chromatography-mass spectroscopy, and thermal analyses. From the thermo gravimetric-differential thermal analysis curve, various kinetic parameters like order of reaction (n), energy of activation (E), pre-exponential factor (Z), entropy of activation (ΔS), and free energy change (G) have been calculated using Coats–Redfern, MacCallum–Tanner, and Horowitz–Metzger methods. The compound was evaluated for antibacterial activity against Bacillus subtilis 2063 and Escherichia coli 2931, and its mechanism of action was studied by fluorescence microscopy and scanning electron microscopy. A novel functional application of MPAT, a quorum sensing mediated inhibition of biofilm was studied in Pseudomonas aeruginosa, which is hitherto un-attempted.

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Acknowledgments

Authors are thankful to the authorities of Solapur University, University of Pune and Vidya Pratishthan’s, A.S.C.College Baramati, for providing research facilities.

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Correspondence to P. G. More.

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More, P.G., Karale, N.N., Lawand, A.S. et al. A 4-(o-methoxyphenyl)-2-aminothiazole: an anti-quorum sensing compound. Med Chem Res 22, 4183–4191 (2013). https://doi.org/10.1007/s00044-012-0291-8

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  • DOI: https://doi.org/10.1007/s00044-012-0291-8

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