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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   Pages 1 - 7 ( 7 )

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, S. pneumonia ATCC 49619 and compared with 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.

Affiliation:

Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308 Gdansk, , Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308 Gdansk, , Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308 Gdansk, , Faculty of Pharmacy, Medical University of Gdansk, Al. Gen. Hallera 107, 80-416 Gdansk, , Faculty of Pharmacy, Medical University of Gdansk, Al. Gen. Hallera 107, 80-416 Gdansk, , Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308 Gdansk, , Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308 Gdansk



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