AI Article Synopsis
- A new series of pyrimidine and pyrimidine thioglycoside derivatives were synthesized using specific chemical reactions involving sodium compounds and urea, leading to notable products.
- When these new compounds were treated with bromides from α-d-glucose and α-d-galactose in a certain solvent, they produced pyrimidine thioglycosides.
- The resultant pyrimidine thioglycosides showed varying levels of activity against the H5N1 avian influenza virus strain, indicating their potential medicinal application.
Article Abstract
A series of pyrimidine and pyrimidine thioglycoside derivatives were newly synthesized using sodium 2-cyano-3-(arylamino)prop-1-ene-1,1-bis(thiolates) and urea to give the corresponding sodium 6-amino-5-aryl-2-oxo-1,2-dihydropyrimidine-4-thiolates. Stirring of the latter with peracetylated α-d-gluco- and galacto-pyranosyl bromides in DMF afforded the corresponding pyrimidine thioglycosides. On the other hand, treatment of 6-amino-5-aryl-2-oxo-1,2-dihydropyrimidine-4-thiolate salts with hydrochloric acid produced the corresponding pyrimidine-4-thioles, which on stirring with α-d-gluco- and galacto-pyranosyl bromides in sodium hydride and DMF gave the corresponding pyrimidine thioglycosides. Deacetylation of the protected pyrimidine thioglycosides gave the corresponding free pyrimidine thioglycosides. The synthesized compounds have been characterized by C NMR, H NMR, and IR spectroscopy. The pyrimidine thioglycosides and free pyrimidine thioglycosides were tested against avian influenza H5N1 virus strain and exhibited highest to moderate activity.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7439276 | PMC |
| http://dx.doi.org/10.1021/acsomega.0c01537 | DOI Listing |
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