Journal
MEDICINAL CHEMISTRY RESEARCH
Volume 28, Issue 8, Pages 1223-1234Publisher
SPRINGER BIRKHAUSER
DOI: 10.1007/s00044-019-02367-9
Keywords
Pyrimidine; Cerium (IV) ammonium nitrate; S-glucoside; Pharmacophore; Anticancer; Antioxidant
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Funding
- Ain-Shams University
- Benha University
- Science & Technology Development Fund (STDF), Ministry of Scientific Research (Egypt) [25410]
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A facile and an efficient one-pot green synthesis of pyrimidine derivatives using the environmentally friendly Cerium(IV) ammonium nitrate (CAN) as catalyst and water as a solvent has been described. Some of the synthesized pyrimidines react with 2,3,4,6-tetra-O-acetyl--d-glucopyranosyl bromide in ethanol containing potassium hydroxide to give S-glucoside derivatives. The structures of the newly synthesized compounds were elucidated on the basis of their spectral and elemental analyses. In addition, selected derivatives of the products were screened for their anticancer activities against four tumor cell lines using MTT assay and the results showed that some of these compounds have potent cytotoxic effect, as concluded from their IC50 values. Molecular modeling studies including generation of a 3D pharmacophore model were carried out. The study showed high correlation with the experimental results. Antioxidant activity of the synthesized products was also investigated and most of them showed potent activity.
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