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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Influence of Carbohydrate Residues on Antibacterial Activity of Vancomycin

Author(s): Justyna Samaszko-Fiertek*, Monika Szulc, Barbara Dmochowska, Maciej Jaśkiewicz, Wojciech Kamysz, Rafał Ślusarz and Janusz Madaj

Volume 17, Issue 4, 2020

Page: [287 - 293] Pages: 7

DOI: 10.2174/1570178616666190329225748

Price: $65

Abstract

This paper presents synthesis of vancomycin derivatives modified with selected 1- and 2-aminoalditols to carboxylic function and 2,5-anhydro-D-mannose and D-talose to amino function of vancosamine via reductive alkylation. MIC and MBC of these derivatives were determined for reference strains of bacteria: Staphylococcus aureus ATCC 25923, ATCC 6538, ATCC 6538/P, S. epidemidis ATCC 14490, E. faecium PCM 1859, E. faecalis PCM 2673, S. pyogenes PCM 465, and S. pneumonia ATCC 49619 and compared with the activity of vancomycin and its aglycone. Our findings confirm that sugar fragments can play an important role in the mechanism of interaction of vancomycin with bacterial cell wall peptidoglycan.

Keywords: Aminoalditols, 2, 5-anhydro-D-mannose, 2, 5-anhydro-D-talose, bacteria reference strains, Vancomycin, glycopeptide, antibiotics.

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