1,3-Dipolar Cycloaddition: Free Catalytic Synthesis and Esophageal Cancer Activity of New 1,2,3-Triazole-Oxydianiline-Maleimide Hybrids

Document Type : Original Article

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Department of Chemistry, College of Education for Pure Sciences, Basrah University, Basrah, Iraq

Abstract

A new series of 1,2,3-triazole-oxydianiline-maleimide hybrids 12-15 was synthesized by using 1,3-dipolar cycloaddition reaction of N-Arylmaleimides 6-9 with 4,4'-oxybis(azidobenzene) 11 under an efficient and free catalytic reaction. All the newly synthesized hybrids were characterized by their 1H NMR, F-TIR, Mass spectral data and melting points. The cytotoxic activities (in vitro) of selected hybrids against esophageal cancer of human cell line (SKG) were evaluated by MTT assay. Among them, hybrid 13 exhibited a potent inhibition activity with the IC50 value of 1.61±0.01 μM against esophageal cancer cell (SKG). Cellular mechanism investigations in esophageal carcinoma cells (SKG) elucidated that hybrid 13 inhibited cell growths in vitro and arrested cell cycle at an environmental phase. These results revealed that hybrid 13 holds a promising anticancer agent with the enhancement of further clinical applications in drug discovery field.

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History

  • Receive Date: 01 May 2020
  • Revise Date: 31 May 2020
  • Accept Date: 19 July 2020

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