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  • Synthesis, structure and in vitro antibacterial activities of new hybrid disinfectants quaternary ammonium compounds: pyridinium and quinolinium stilbene benzenesulfonates.

Synthesis, structure and in vitro antibacterial activities of new hybrid disinfectants quaternary ammonium compounds: pyridinium and quinolinium stilbene benzenesulfonates.

European journal of medicinal chemistry (2010-07-14)
Kullapa Chanawanno, Suchada Chantrapromma, Theerasak Anantapong, Akkharawit Kanjana-Opas, Hoong-Kun Fun
ABSTRACT

The series of pyridinium (1-10) and quinolinium (11-20) stilbene benzenesulfonates have been synthesized and their structures were investigated by UV-vis, FT-IR and (1)H NMR spectroscopy. In addition, compound 5 was also determined by single crystal X-ray diffraction technique. The antibacterial activity of the synthesized compounds against both gram-positive and gram-negative bacteria has been determined. The quinolinium derivatives exhibited two very potent characteristic activities, namely, (i) specific activity to Methicillin-Resistant Staphylococcus aureus and (ii) with broad band spectrum activity. Compounds 11, 13 and 14 are the most active showing broad spectrum antibacterial activity against gram-positive (Methicillin-Resistant S. aureus, S. aureus, Bacillus subtilis, Vancomycin-Resistant Enterococcus faecalis and E. faecalis) and gram-negative bacterium (Shigella sonnei). The MICs of these compounds were found to be better than that of Benzalkonium chloride (BZK), the commercially used disinfectant.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Sodium benzenesulfonate, 97%
Sigma-Aldrich
Benzenesulfonic acid, technical grade, 90%
Sigma-Aldrich
Benzenesulfonic acid, 98.0% (T)