Antimicrobial, Cytotoxic and Mutagenic Activity of Gemini QAS Derivatives of 1,4:3,6-Dianhydro-l-iditol - Publication - Bridge of Knowledge

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Antimicrobial, Cytotoxic and Mutagenic Activity of Gemini QAS Derivatives of 1,4:3,6-Dianhydro-l-iditol

Abstract

A series of quaternary diammonium salts derivatives of 1,4:3,6-dianhydro-L-iditol were synthesized, using isommanide (1,4:3,6-dianhydro-D-mannitol) as a startingmaterial. Both aromatic (pyridine, 4-(N,N-dimethylamino)pyridine (DMAP), (3-carboxamide)pyridine; N-methylimidazole) and aliphatic (trimethylamine, N,N-dimethylhexylamine, N,N-dimethyloctylamine, N,N-dimethyldecylamine) amines were used, giving eight gemini quaternary ammonium salts (QAS). All salts were tested for their antimicrobial activity against yeasts, Candida albicans and Candida glabrata, as well as bacterial Staphylococcus aureus and Escherichia coli reference strains. Moreover, antibacterial activity against 20 isolates of S. aureus collected from patients with skin and soft tissue infections (n = 8) and strains derived from subclinical bovine mastitis milk samples (n = 12) were evaluated. Two QAS with octyl and decyl residues exhibited antimicrobial activity, whereas those with two decyl residues proved to be the most active against the tested pathogens, with MIC of 16–32, 32, and 8 g/mL for yeast, E. coli, and S. aureus reference and clinical strains, respectively. Only QAS with decyl residues proved to be cytotoxic in MTT assay against human keratinocytes (HaCaT), IC50 12.8 1.2 g/mL. Ames test was used to assess the mutagenic potential of QAS, and none of them showed mutagenic activity in the concentration range 4–2000 g/plate.

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Category:
Articles
Type:
artykuły w czasopismach
Published in:
MOLECULES no. 27,
ISSN: 1420-3049
Language:
English
Publication year:
2022
Bibliographic description:
Sikora K., Nowacki A., Szweda P., Woziwodzka A., Bartoszewska S., Piosik J., Dmochowska B.: Antimicrobial, Cytotoxic and Mutagenic Activity of Gemini QAS Derivatives of 1,4:3,6-Dianhydro-l-iditol// MOLECULES -,iss. 3 (2022), s.757-
DOI:
Digital Object Identifier (open in new tab) 10.3390/molecules27030757
Sources of funding:
  • Free publication
Verified by:
Gdańsk University of Technology

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