Design,synthesis and anticancer activity of novel pyrimidine and pyrimidine-thiadiazole hybrid glycosides |
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Authors: | Hemat S. Khalaf Hala E. M. Tolan Mohamed A. A. Radwan Ashraf M. Mohamed Hanem M. Awad Wael A. El-Sayed |
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Affiliation: | 1. Chemistry Department, College of Science and Arts-Qurayat, Jouf University, Saudi Arabia;2. Photochemistry Department, National Research Centre, Giza, Egypt;3. hsabdelattah@ju.edu.sa;5. Photochemistry Department, National Research Centre, Giza, Egypt;6. Applied Organic Chemistry Department, National Research Centre, Giza, Egypt;7. Department of Chemistry, College of Science, Qassim University, Buraidah, Saudi Arabia;8. Department of Tanning Materials and Leather Technology, National Research Centre, Giza, Egypt |
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Abstract: | AbstractNew 1,3,4-thiadiazole thioglycosides linked to substituted pyrimidines were synthesized via glycosylation of 1,3,4-thiadiazole thiol compounds. Also, novel 1,2,3-triazole derivatives linked to carbohydrate units were prepared using the standard click chemistry conditions employing the Cu(I)-catalyzed azide-alkyne cycloaddition of substituted-aryl-azides with a selection of alkyne-functionalized sugars. The chemical structures of the new derivatives were verified using various spectroscopic techniques, such as IR, 1H NMR, 13C NMR and elemental analyses. The cytotoxic activities of the prepared compounds were investigated in vitro against human liver cancer (HepG-2) and human breast adenocarcinoma (MCF7) cell lines. In addition, the biological evaluation of the new compounds involved the investigation of their effects on a human normal retinal pigmented epithelial cell line (RPE1) using the MTT assay. |
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Keywords: | 1,3,4-thiadiazole 1,2,3-triazole glycosides click chemistry MCF-7 HepG2 |
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