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Design, Synthesis, and Cytotoxicity of Novel Coumarin-1,2,3-triazole-1,2,4Oxadiazole Hybrids as Potent Anti-breast Cancer Agents

[ Vol. 16 , Issue. 7 ]

Author(s):

Maryam Mohammadi-Khanaposhtani, Kiana Fahimi, Elahe Karimpour-Razkenari, Maliheh Safavi, Mohammad Mahdavi, Mina Saeedi and Tahmineh Akbarzadeh*   Pages 818 - 824 ( 7 )

Abstract:


Background: This work reports design, synthesis, and in vitro cytotoxicity of novel coumarin-1,2,3-triazole-1,2,4-oxadiazole hybrids against three breast cancer cell lines MCF-7, MDA-MB-231, and T-47D.

Method: Synthetic procedure for the preparation of desired compounds was started from the reaction of coumarins or with propargyl bromide to give O-propargylated coumarins or 5. Then, click reaction between the later compounds and 3-aryl-5-(chloromethyl)-1,2,4-oxadiazoles afforded the desired products in good yields.

Results: Among the synthesized compounds, 4-((1-((3-(4-chlorophenyl)-1,2,4-oxadiazol-5yl)methyl)-1H-1,2,3-triazol-4-yl)methoxy)-2H-chromen-2-one (9a) showed the best cytotoxicity against breast cancer cell lines.

Conclusion: It depicted the most activity toward MDA-MB-231 and T-47D cells while compounds 8a and 8c were the most potent compounds against MCF-7.

Keywords:

Anti-breast cancer, coumarin, cytotoxicity, 1, 2, 4-oxadiazole, 1, 2, 3-triazole, in vitro.

Affiliation:

Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Department of Biotechnology, Iranian Research Organization for Science and Technology, 33535-111, Tehran, Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Research Institute, Tehran University of Medical Sciences, Tehran, Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran



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