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| تعداد مقالات | 7,112 |
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Synthesis, antioxidant and antitumor activities of new coumarins grafted to 5-fluorouracil | ||
| Caspian Journal of Environmental Sciences | ||
| دوره 20، شماره 2، تیر 2022، صفحه 359-365 اصل مقاله (777.47 K) | ||
| نوع مقاله: Research Paper | ||
| شناسه دیجیتال (DOI): 10.22124/cjes.2022.5577 | ||
| نویسندگان | ||
| Yasser Fakri Mustafa* ؛ Moath Kahtan Bashir؛ Mahmood Khudhayer Oglah | ||
| Department of Pharmaceutical Chemistry, College of Pharmacy, University of Mosul, Mosul, Iraq | ||
| چکیده | ||
| 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. | ||
| کلیدواژه‌ها | ||
| Antioxidant؛ Antitumor؛ Conjugated coumarins؛ 5-Fluorouracil | ||
| مراجع | ||
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Bashir, MK, Mustafa, YF & Oglah, MK 2020, Antitumor, antioxidant, and antibacterial activities of glycosyl-conjugated compounds: A review. Systematic Reviews in Pharmacy, 11: 175-187.
Bashir, MK, Mustafa, YF & Oglah, MK 2020, Synthesis and antitumor activity of new multifunctional coumarins. Periodico Tche Quimica, 17: 871-883.
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Mustafa, YF 2018, Synthesis, characterization and antibacterial activity of novel heterocycle, coumacine, and two of its derivatives. Saudi pharmaceutical journal, 26: 870-875.
Mustafa, YF 2019, Synthesis, characterization and preliminary cytotoxic study of sinapic acid and its analogues. Journal of Global Pharma Technology, 11: 1-10.
Mustafa, YF 2021a, Chemotherapeutic applications of folate prodrugs: a review. NeuroQuantology, 19: 99-112.
Mustafa, YF 2021b, Synthesis, characterization, and biomedical assessment of novel bisimidazole - coumarin conjugates. Applied Nanoscience.
Mustafa, YF, Abdulaziza, NT & Jasima, MH 2021a, 4-Methylumbelliferone and its derived compounds: A brief review of their cytotoxicity. Egyptian Journal of Chemistry, 64: 1807-1816.
Mustafa, YF, Bashir, MK & Oglah, MK 2020a, Original and innovative advances in the synthetic schemes of coumarin-based derivatives: A review. Systematic Reviews in Pharmacy, 11: 598-612.
Mustafa, YF, Bashir, MK, Oglah, MK, Khalil, RR & Mohammed, ET 2021b, Bioactivity of some natural and semisynthetic coumarin derived compounds. NeuroQuantology, 19: 129-138.
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Mustafa, YF, Khalil, RR & Mohammed, ET, 2020b, Antimicrobial activity of aqueous extracts acquired from the seeds of two apples’ cultivars. Systematic Reviews in Pharmacy, 11: 382-387.
Mustafa, YF, Mohammed, ET & Khalil, RR 2020c, Antioxidant and antitumor activities of methanolic extracts obtained from Red Delicious and Granny Smith apples’ seeds. Systematic Reviews in Pharmacy, 1: 570-576.
Mustafa, YF, Mohammed, ET & Khalil, RR 2021d, Synthesis, characterization, and anticoagulant activity of new functionalized biscoumarins. Egyptian Journal of Chemistry, 64: 4461- 4468.
Mustafa, YF, Najem, MA & Tawffiq, ZS 2018, Coumarins from Creston apple seeds: Isolation, chemical modification, and cytotoxicity study. Journal of Applied Pharmaceutical Science, 8: 049-056.
Mustafa, YF, Oglah, MK & Bashir, MK 2020d, Conjugation of sinapic acid analogues with 5- Fluorouracil: Synthesis, preliminary cytotoxicity, and release study. Systematic Reviews in Pharmacy, 11: 482-489.
Nejres, AM, Ali, HK, Behnam, SP & Mustafa, YF 2020, Potential effect of ammonium chloride on the optical physical properties of polyvinyl alcohol. Systematic Reviews in Pharmacy, 11: 726-732.
Oglah, MK & Mustafa, YF 2020a, Synthesis, antioxidant, and preliminary antitumor activities of new curcumin analogues. Journal of Global Pharma Technology, 12: 854-862.
Oglah, MK & Mustafa, YF 2020b, Curcumin analogs: synthesis and biological activities. Medicinal Chemistry Research, 29: 479-486.
Oglah, MK, Bashir, MK, Mustafa, YF, Mohammed, ET & Riyadh, R 2020a, Synthesis and biological activities of 3,5-disubstituted- 4-hydroxycinnamic acids linked to a functionalized coumarin. Systematic Reviews in Pharmacy, 11: 717-725.
Oglah, MK, Mustafa, YF, Bashir, MK & Jasim, MH, 2020b, Curcumin and its derivatives: A review of their biological activities. Systematic Reviews in Pharmacy, 11: 472-481.
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