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Synthesis, Single X-ray Crystal, Spectroscopic and Photophysical Studies of Novel Heterocyclic Chalcones with Their Biological Application

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Abstract

Chalcones were synthesized by reaction of 3-acetyl-2,5-dimethylfuran with corresponding active aldehyde in ethanolic NaOH. The structure of these compounds was established by elemental analysis, IR, 1H-NMR, 13C-NMR and EI-MS spectral analysis. UV–vis and fluorescence spectroscopy measurements provided that compounds are good absorbent and fluorescent. Fluorescence polarity study demonstrated that the compounds were sensitive to the polarity of the microenvironment provided by deferent solvents. In addition, spectroscopic and physicochemical parameters, including electronic absorption, extenction coefficient, Stokes shift, oscillator strength and transition dipole moment were investigated in order to explore the analytical potential of synthesized compounds. The anti-bacterial activity of the compounds were first tested in vitro by the disk diffusion assay against two Gram-positive and two Gram-negative bacteria, and then the minimum inhibitory concentration (MIC) was determined with the reference of standard drug Tetracycline. The results showed that compound 3 is better inhibitors of both types of the bacteria (Gram-positive and Gram-negative) as compared to tetracycline.

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Acknowledgments

This Project was funded by the King Abdulaziz City for Science and Technology (KACST) through National Science, Technology and Innovation Plan (NSTIP) under grant number 8-ENE198-3. The authors, therefore, acknowledge with thanks KACST for support for Scientific Research. Also, the authors are thankful to the Deanship of Scientific Research (DSR), King Abdulaziz University for their technical support.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    Salman A. Khan, Abdullah M. Asiri & Hadi Mussa Basisi

  2. Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    Abdullah M. Asiri

Authors
  1. Salman A. Khan
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  2. Abdullah M. Asiri
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  3. Hadi Mussa Basisi
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Correspondence to Salman A. Khan.

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Khan, S.A., Asiri, A.M. & Basisi, H.M. Synthesis, Single X-ray Crystal, Spectroscopic and Photophysical Studies of Novel Heterocyclic Chalcones with Their Biological Application. J Fluoresc 25, 825–834 (2015). https://doi.org/10.1007/s10895-015-1543-z

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  • DOI: https://doi.org/10.1007/s10895-015-1543-z

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