Literature DB >> 20619939

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

Kullapa Chanawanno1, 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. 2010 Elsevier Masson SAS. All rights reserved.

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Year:  2010        PMID: 20619939     DOI: 10.1016/j.ejmech.2010.06.014

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  24 in total

1.  New antibacterial-core structures based on styryl quinolinium.

Authors:  Eunsuk Kim; Seung-Heon Lee; Seung-Jun Lee; O-Pil Kwon; Hyunjin Yoon
Journal:  Food Sci Biotechnol       Date:  2017-04-30       Impact factor: 2.391

2.  2-[(E)-4-(Diethyl-amino)-styr-yl]-1-methyl-pyridinium iodide.

Authors:  Narissara Kaewmanee; Kullapa Chanawanno; Suchada Chantrapromma; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-09-25

3.  Selective removal and inactivation of bacteria by nanoparticle composites prepared by surface modification of montmorillonite with quaternary ammonium compounds.

Authors:  Rowaida K S Khalil
Journal:  World J Microbiol Biotechnol       Date:  2013-05-26       Impact factor: 3.312

4.  2-[(E)-2-(4-Eth-oxy-phen-yl)ethen-yl]-1-methyl-pyridinium 4-chloro-benzene-sulfonate monohydrate.

Authors:  Suchada Chantrapromma; Kullapa Chanawanno; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-01-29

5.  (E)-2-[4-(Diethyl-amino)-styr-yl]-1-methyl-pyridinium benzene-sulfonate mono-hydrate.

Authors:  Hoong-Kun Fun; Narissara Kaewmanee; Kullapa Chanawanno; Suchada Chantrapromma
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-02-09

6.  1-Methyl-2-[(E)-2,4,5-trimeth-oxy-styr-yl]-pyridinium iodide.

Authors:  Charoensak Mueangkeaw; Suchada Chantrapromma; Pumsak Ruanwas; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-11-06

7.  2-[(E)-4-(Dimethyl-amino)-styr-yl]-1-methyl-pyridinium 4-chloro-benzene-sulfonate monohydrate.

Authors:  Hoong-Kun Fun; Kullapa Chanawanno; Suchada Chantrapromma
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-31

8.  1-Methyl-2-[(E)-2,4,5-trimeth-oxy-styr-yl]-pyridinium benzene-sulfonate mono-hydrate.

Authors:  Hoong-Kun Fun; Suchada Chantrapromma; Pumsak Ruanwas; Teerasak Anantapong; Nawong Boonnak
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-02-29

9.  (E)-2-[4-(Diethyl-amino)-styr-yl]-1-ethyl-pyridinium iodide monohydrate.

Authors:  Suchada Chantrapromma; Nawong Boonnak; Narissara Kaewmanee; Ching Kheng Quah; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-02-28

10.  (E)-2-[4-(Diethyl-amino)-styr-yl]-1-methyl-pyridinium 4-meth-oxy-benzene-sulfonate monohydrate.

Authors:  Suchada Chantrapromma; Narissara Kaewmanee; Nawong Boonnak; Teerasak Anantapong; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-08-15
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