Synthesis, antioxidant and antitumor activities of new coumarins grafted to 5-fluorouracil

Document Type : Research Paper

Authors

Department of Pharmaceutical Chemistry, College of Pharmacy, University of Mosul, Mosul, Iraq

10.22124/cjes.2022.5577

Abstract

Compounds with chemical systems depend on the coumarin architecture have sparked a lot of interest in the scientific community, not only because of their different morphological characteristics, but also because of their wide range of biological properties. In this study, four 7-halomethylcoumarin-4-acetic acid derivatives tagged as YMa-YMd were synthesized by coupling various 3-halomethyl phenols with 3-oxoglutaric acid that prepared in situ from the interaction of citretten and concentrated H2SO4. The acquired coumarin derived compounds were grafted to 5-fluorouracil through amide bond using dichlorosulfoxide as a coupling reagent. The chemical frames of the final conjugated coumarins, named YM1-YM4, were identified and established by analyzing their spectral data gathered from various analytical spectrophotometers, involving FTIR, 1HNMR, and 13CNMR. The potential of the conjugated coumarins to act as antioxidants was investigated by monitoring their ability to trap the free radicals of DPPH. Besides, the chemotherapeutic potential was assessed against two standard tumor-cell lines, named HeLa and MCF 7, using a well-validated technique based on the MTT as a visual indication. The outcomes acquired from these assessments indicated that the synthesized conjugated coumarins have less impact as antioxidizing and cytotoxic agents comparing with the utilized standard drugs. Furthermore, these coumarins showed essentially the same pattern of action against the two cell lines examined, with MCF-7 acquired the most inhibitory effect. Additionally, conjugated coumarin YM1 showed valuable activities as antioxidant and chemotherapeutic agent compared to the other synthesized derivatives. As a result, the authors concluded that the synthesized conjugated coumarins might be used as antioxidant and anticancer agents, with conjugated coumarin YM1 being the most promising. Moreover, the synthesized core might serve as a beneficial framework for developing medicines with potent antioxidant and anticancer properties.

Keywords

References

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Caspian Journal of Environmental Sciences
Volume 20, Issue 2
April 2022
Pages 359-365

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