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Boosting 3H-Benzo[f]chromen-3-one Chalcone with Anti-inflammatory Drugs: Synthesis, Characterization, and Evaluation of Cytotoxicity and Antimicrobial Activity

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Abstract

A series of novel 3H-benzo[f]chromen-3-one derivatives bearing non-steroidal anti-inflammatory drug moieties were synthesized with good yields. Benzo[f]coumarin chalcone was prepared via Claisen–Schmidt condensation between 2-acetyl-3H-benzo[f]chromen-3-one and 4-hydroxybenzaldehyde in basic medium and was then esterified with carboxylic acids (drugs) in the presence of phosphoryl chloride and anhydrous zinc(II) chloride. The newly synthesized compounds were characterized by FT-IR and 1H and 13C NMR spectra and elemental analyses and were screened in vitro for their anticancer and antimicrobial activity. Some of the tested compounds showed a good activity in comparison to standard drugs.

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ACKNOWLEDGMENTS

The authors are thankful to Department of Chemistry, College of Education, University of Al-Qadisiyah for providing necessary facilities. We also thank Dr. Najim A. Al-Masoudi for his sustained guidance to carry out the lab work.

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Authors and Affiliations

  1. Department of Chemistry, College of Education, University of Al-Qadisiyah, 58001, Diwaniyah, Iraq

    Q. A. H. Jaber & Sh. Adnan

  2. Department of Chemistry, College of Science, University of Qadisiyah, 58001, Diwaniyah, Iraq

    N. A. Abdul-Rida

Authors
  1. Q. A. H. Jaber
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  2. N. A. Abdul-Rida
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  3. Sh. Adnan
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Correspondence to Q. A. H. Jaber.

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Jaber, Q.A.H., Abdul-Rida, N.A. & Adnan, S. Boosting 3H-Benzo[f]chromen-3-one Chalcone with Anti-inflammatory Drugs: Synthesis, Characterization, and Evaluation of Cytotoxicity and Antimicrobial Activity. Russ J Org Chem 56, 1622–1627 (2020). https://doi.org/10.1134/S1070428020090195

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