Synthesis and Biological Activity of 3,4,-Tri-О-Acetyl-N-Acetylglucosamine and Tetraacetylglucopyranose Conjugated with Alkyl Phosphates
| Autor: | A. S. Sapunova, A. D. Voloshina, Vladimir E. Kataev, R. R. Sharipova, M. A. Kravchenko, B. F. Garifullin |
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| Rok vydání: | 2019 |
| Předmět: |
0301 basic medicine
chemistry.chemical_classification biology 010405 organic chemistry Organic Chemistry Substituent Bacillus cereus Biological activity biology.organism_classification Phosphate 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology chemistry Cereus N-Acetylglucosamine Antibacterial activity Alkyl |
| Zdroj: | Russian Journal of Bioorganic Chemistry. 45:155-164 |
| ISSN: | 1608-330X 1068-1620 |
| DOI: | 10.1134/s1068162019020110 |
| Popis: | Conjugates of 3,4,6-tri-О-acetyl-N-acetylglucosamine and tetraacetyl glucopyranose with alkyl phosphates were synthesized. The dependence of their antibacterial and antituberculosis activities on the length of the alkyl substituent at the phosphate group was found. The conjugates with a decyl substituent exhibited in vitro the highest antituberculosis activity against Mycobacterium tuberculosis H37Rv (MIC 3 µg/mL) but the weakest effect towards Streptococcus aureus and Bacillus cereus (≤MIC 125 µg/mL). Vice versa, the conjugates with a cetyl substituent demonstrated the highest antibacterial activity in vitro towards S. aureus and B. cereus (MIC 16 µg/mL) but showed the lowest antituberculosis activity (MIC 12 µg/mL) among the compounds under study. |
| Databáze: | OpenAIRE |
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