Synthesis and Antimicrobial Characteristics of 4,4'-(α, ω-Polymethylenedithio)bis(1-alkylpyridinium iodide)s

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概要

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• Bis-quaternary ammonium compounds (bis-QACs), 4,4'-(α, ω-polymethylenedithio)bis(1-alkylpyridinium iodide)s (4DTBP-m, n), which have 3 to 10 carbon atoms in the connecting methylene chain (m) and 8 to 18 carbon atoms of the N-alkyl chain (n), were synthesized. 4DTBP-6,12 exhibited a wide antimicrobial spectrum against gram-positive and gram-negative bacteria and fungi. The activity was stronger than those of N-dodecylpyridinium iodide (P-12), benzyldodecyldimethylammonium chloride and 2-(4-thiazolyl)benzimidazole. The bactericidal activities of 4DTBP-m, n were scarcely affected by the lengths of the alkyl chain and methylene chain. The bis-QAC that showed the highest activity was 4DTBP-6,8 (nimimum inhibitory concentration (MIC)=1.6 μM, minimum bactericidal concentration (MBC)=2.6 μM), and its activity was about 10 times that of N-hexadecylpyridinium iodide (P-16), which was the most active in the P-n series. In addition, 4DTBP-6,12 showed a high bactericidal activity in the ranges of pH 5 to 8.5 and 10 to 40℃, in contrast to mono-QACs. The bis-QACs synthesized in this study have excellent bactericidal properties.

• 公益社団法人日本薬学会の論文
• 1997-12-15

著者

• MAEDA Takuya

  Department of Tropical Medicine and Parasitology, School of Medicine, Keio University

• Maeda Takuya

  Department Of Biotechnology Faculty Of Eigineering Osaka University

• Maeda Takuya

  Department Of Biological Science And Technology Faculty Of Engineering The University Of Tokushima

• Ohkura Kazuto

  Department Of Biological Science And Technology Faculty Of Engineering The University Of Tokushima

• Ohkura Kazuto

  Department Of Applied Biological Sciences School Of Agricultural Sciences Nagoya University

• Ohno Kosei

  Faculty Of Pharmaceutical Sciences Health Sciences University Of Hokkaido

• NAGAMUNE Hideaki

  Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima

• KOURAI Hiroki

  Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima

• OKAZAKI KIYO

  Faculty of Human Life Science, Shikoku University

• Okazaki K

  Faculty Of Human Life Science Shikoku University

• Kourai Hiroki

  Department Of Biological Science And Technology Faculty Of Engineering The University Of Tokushima

• Manabe Y

  Department Of Oral Microbiology School Of Dentistry The University Of Tokushima

• MANABE Yuki

  Faculty of Engineering, The University of Tokushima

• Nagamune Hideaki

  Department Of Biological Science And Technology Faculty Of Engineering The University Of Tokushima

• Manabe Yuki

  Faculty Of Agriculture Ehime University

• Maeda Takuya

  Department of Agricultural Chemistry, University of Osaka Prefecture

• Kourai Hiroki

  Department of Applied Chemistry, Technical College of Tokushima University

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