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Synthesis of Some New Pyrazoline-Based Thiazole Derivatives and Evaluation of Their Antimicrobial, Antifungal, and Anticancer Activities

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Abstract

3-(2-Thienyl)-5-aryl-1-thiocarbamoyl-2-pyrazolines were reacted with chloroacetone derivatives and hydrazonyl chloride derivatives in ethanol to afford the corresponding thiazolylpyrazoline derivatives and thiophenylpyrazolyl-5-substituted aryl-diazenylthiazole derivatives, respectively. The structures of the newly synthesized compounds were elucidated by different elemental and spectral analyses (IR, mass, 1H and 13C NMR). The antimicrobial and antifungal activities of the newly synthesized compounds were evaluated against four bacterial species and five fungal strains. In addition, the antitumor activities of two of the newly synthesized compounds 1-(2-(5-(4-chlorophenyl)-3-(thiophen-2-yl)-4,5-dihydropyrazol-1-yl)-4-methyl thiazol-5-yl)ethan-1-one and 2-(5-(4-chlorophenyl)-3-(thiophen-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methyl-5-(phenyl-diazenyl)thiazole against HEPG-2, HCT-116, MCF-7, BHK, and CACO-2 were evaluated. From the obtained results, we found that these two compounds were the most potent candidates towards all gram-positive and gram-negative bacteria, as well as the fungi studied. Also, the same two compounds showed strong antitumor activities against two of the tumor cell lines (HCT-116 and CACO-2).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Women for Arts, Science and Education, Egypt, Ain Shams University, 11566, Cairo, Egypt

    Safaa I. Elewa & Eman Mansour

  2. Faculty of Specific Education, Ain Shams University, Abassia, 11566, Cairo, Egypt

    Ibrahim F. Nassar

  3. The Regional Center of Mycology and Biotechnology, Al-Azhar University, 11651, Cairo, Egypt

    Amal A. I. Mekawey

Authors
  1. Safaa I. Elewa
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  2. Eman Mansour
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  3. Ibrahim F. Nassar
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  4. Amal A. I. Mekawey
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Correspondence to Ibrahim F. Nassar.

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The work has no studies involving humans or animals as subjects of the study.

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Corresponding author: e-mail: Dr.Ibrahim.Nassar@ sedu.asu.edu.eg.

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Safaa I. Elewa, Mansour, E., Nassar, I.F. et al. Synthesis of Some New Pyrazoline-Based Thiazole Derivatives and Evaluation of Their Antimicrobial, Antifungal, and Anticancer Activities. Russ J Bioorg Chem 46, 382–392 (2020). https://doi.org/10.1134/S1068162020030061

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