European Journal of Medicinal Chemistry 2010-09-01

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

Kullapa Chanawanno, Suchada Chantrapromma, Theerasak Anantapong, Akkharawit Kanjana-Opas, Hoong-Kun Fun

Index: Eur. J. Med. Chem. 45 , 4199-208, (2010)

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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.2010 Elsevier Masson SAS. All rights reserved.