5-Alkylthiomethyl Derivatives of 2'-Deoxyuridine: Synthesis and Antibacterial Activity
| Autor: | O. V. Chekhov, I. G. Sumarukova, D. A. Makarov, A. A. Glukhova, L. A. Alexandrova, Sergey N. Kochetkov, Olga V. Efremenkova, Byazilya F. Vasilyeva, Sergey D Negrya, Pavel N. Solyev, Inna L. Karpenko |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
0301 basic medicine
Anomer biology 010405 organic chemistry Chemistry Stereochemistry Mycobacterium smegmatis Organic Chemistry biology.organism_classification medicine.disease_cause 01 natural sciences Biochemistry Deoxyuridine 0104 chemical sciences 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology Staphylococcus aureus medicine Bioorganic chemistry Cytotoxicity Antibacterial activity Nucleoside |
| Zdroj: | Russian Journal of Bioorganic Chemistry. 46:133-138 |
| ISSN: | 1608-330X 1068-1620 |
| DOI: | 10.1134/s1068162020010070 |
| Popis: | To obtain nucleoside derivatives with antibacterial activity, we have proposed three ways of the synthesis of 5-alkylthiomethyl-2'-deoxyuridines, which was based on the condensation of 3',5'-diacetyl-5-bromomethyl-2'-deoxyuridine with the corresponding 1-mercaptans. 5-Hexylthiomethyl-, 5-octylthiomethyl-, 5-bis(octylthio)methyl-2'-deoxyuridine and α and β anomers of 5-decylthiomethyl-2'-deoxyuridine have been synthesized. The notable cytotoxicity of a number of the synthesized compounds in the A549 cell culture has been shown. 5-Hexylthiomethyl-2'-deoxyuridine has been shown to inhibit the in vitro growth of the Mycobacterium smegmatis mc2155 strain with the MIC value of 200 μg/mL. The other compounds have not inhibited the growth of the Mycobacterium smegmatis and Staphylococcus aureus strains. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full text from SpringerLink