Synthesis, Antimicrobial and Mutagenic Activity of a New Class of d-Xylopyranosides-Reference-Cited by-同舟云学术

Synthesis, Antimicrobial and Mutagenic Activity of a New Class of d-Xylopyranosides

Published:2023-05-10 Issue:5 Volume:12 Page:888
ISSN:2079-6382
Container-title:Antibiotics
language:en
Short-container-title:Antibiotics

Author:

Sikora Karol¹²^ORCID,Szweda Piotr³^ORCID,Słoczyńska Karolina⁴^ORCID,Samaszko-Fiertek Justyna¹^ORCID,Madaj Janusz¹^ORCID,Liberek Beata¹^ORCID,Pękala Elżbieta⁴^ORCID,Dmochowska Barbara¹^ORCID

Affiliation:

1. Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland

2. Department of Inorganic Chemistry, Faculty of Pharmacy, Medical University of Gdańsk, Al. Gen. J. Hallera 107, 80-416 Gdańsk, Poland

3. Department of Pharmaceutical Technology and Biochemistry, Faculty of Chemistry, Gdańsk University of Technology, G. Narutowicza 11/12, 80-233 Gdańsk, Poland

4. Department of Pharmaceutical Biochemistry, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9, 30-688 Krakow, Poland

Abstract

Eight N-[2-(2′,3′,4′-tri-O-acetyl-α/β-d-xylopyranosyloxy)ethyl]ammonium bromides, a new class of d-xylopyranosides containing a quaternary ammonium aglycone, were obtained. Their complete structure was confirmed using NMR spectroscopy (1H, 13C, COSY and HSQC) and high-resolution mass spectrometry (HRMS). An antimicrobial activity against fungi (Candida albicans, Candida glabrata) and bacteria (Staphylococcus aureus, Escherichia coli) and a mutagenic Ames test with Salmonella typhimurium TA 98 strain were performed for the obtained compounds. The greatest activity against the tested microorganisms was shown by glycosides with the longest (octyl) hydrocarbon chain in ammonium salt. None of the tested compounds exhibited mutagenic activity in the Ames test.

Funder

University of Gdansk

Publisher

MDPI AG

Subject

Pharmacology (medical),Infectious Diseases,Microbiology (medical),General Pharmacology, Toxicology and Pharmaceutics,Biochemistry,Microbiology

Link

https://www.mdpi.com/2079-6382/12/5/888/pdf

Reference36 articles.

1. Bioconversion of hemicellulosics;Magee;Agricultural Feedstock and Waste Treatment and Engineering,1985

2. A review of lignocellulose bioconversion using enzymatic hydrolysis and synergistic cooperation between enzymes—Factors affecting enzymes, conversion and synergy;Pletschke;Biotechnol. Adv.,2012

3. Fermentation of pentose sugars to ethanol and other neutral products by microorganisms;Rosenberg;Enzyme Microb. Technol.,1980

4. Utilization of Enzymatically Hydrolyzed Wood Hemicelluloses by Microorganisms for Production of Liquid Fuels;Saddler;Appl. Environ. Microbiol.,1983

5. Ethanol production during d-xylose, L-arabinose, and d-ribose fermentation by Bacteroides polypragmatus;Patel;Appl. Microbiol. Biotechnol.,1984

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