Microwave-assisted synthesis and antitumor evaluation of a new series of thiazolylcoumarin derivatives

Authors

  • Moustafa T. Gabr Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt; Department of Chemistry, Georgia State University, Atlanta, Georgia 30303, USA
  • Nadia S. El-Gohary Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
  • Eman R. El-Bendary Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
  • Mohamed M. El-Kerdawy Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
  • Nanting Ni Department of Chemistry, Georgia State University, Atlanta, Georgia 30303, USA

DOI:

https://doi.org/10.17179/excli2017-208

Keywords:

thiazolylcoumarins, synthesis, antitumor activity, cytotoxic activity, 3D pharmacophore elucidation, in silico studies

Abstract

A new series of thiazolylcoumarin derivatives was synthesized. The designed strategy embraced a molecular hybridization approach which involves the combination of the thiazole and coumarin pharmacophores together. The new hybrid compounds were tested for in vitro antitumor efficacy over cervical (Hela) and kidney fibroblast (COS-7) cancer cells. Compounds 5f, 5h, 5m and 5r displayed promising efficacy toward Hela cell line. In addition, 5h and 5r were found to be the most active candidates toward COS-7 cell line. The four active analogs, 5f, 5h, 5m and 5r were screened for in vivo antitumor activity over EAC cells in mice, as well as in vitro cytotoxicity toward W138 normal cells. Results illustrated that 5r has the highest in vivo activity, and that the four analogs are less cytotoxic than 5-FU toward W138 normal cells. In this study, 3D pharmacophore analysis was performed to investigate the matching pharmacophoric features of the synthesized compounds with trichostatin A. In silico studies showed that the investigated compounds meet the optimal needs for good oral absorption with no expected toxicity hazards.

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Published

2017-08-30

How to Cite

Gabr, M. T., El-Gohary, N. S., El-Bendary, E. R., El-Kerdawy, M. M., & Ni, N. (2017). Microwave-assisted synthesis and antitumor evaluation of a new series of thiazolylcoumarin derivatives. EXCLI Journal, 16, 1114–1131. https://doi.org/10.17179/excli2017-208

Issue

Vol. 16 (2017)

Section

Original articles

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