Synthesis and Antimicrobial Characteristics of a Novel Biocide, 4,4'-(1,6-Dioxyhexamethylene)bis-(1-alkylpyridinium halide)

  • YABUHARA TADAO
    Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima
  • MAEDA TAKUYA
    Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima
  • 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

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抄録

We synthesized a new bis-quaternary ammonium compound (bis-QAC), 4, 4'-(1, 6-dioxyhexamethylene) bis (1-alkylpyridinium halide) s (4DOBP-6-n-X) (alkyl chain length, n=6, 8, 10, 12, 14, 16 and 18, X=Br or I) that has a symmetrical dimeric structure, and is composed of two alkylpyridinium halides connected with a dioxyhexamethylene. We examined the relationship of the hydrophobicity and antimicrobial activity using 4DOBP-6-n-X. The influences of pH, temperature, and hemolytic activity were then measured using 4, 4'-(1, 6-dioxyhexamethylene) bis (octylpyridinium bromide) (4DOBP-6-8-Br) which showed a superior antimicrobial activity among the 4DOBP-6-n-X series. The following three chemical compounds were used as a comparison: 4, 4'-(1, 6-dithiohexamethylene) bis (octylpyridinium bromide) (4DTBP-6-8-Br) which is considered as an excellent antimicrobial agent based on a previous report, alkylbenzyldimethyl ammonium chloride (BAC) and 2-(4'-thiazolyl) benzimida-zole (TBZ). In the results of the experiment, 4DOBP-6-8-Br exhibited a wide antimicrobial spectrum, and had a strong activity against bacteria and fungi comparable to 4DTBP-6-8-Br. The hemolytic activities of 4DOBP-6-8-Br and 4DTBP-6-8-Br were almost same, and lower than that of BAC. 4DTBP-6-8-Br had some defects in that it colored metals or generated a bad smell and a hazardous gas; however, in 4DOBP-6-n-X, these disadvantages were not present. 4DOBP-6-n-X seems to be an environmentally friendly antibacterial agent.

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詳細情報

  • CRID
    1390001204464915072
  • NII論文ID
    10014368670
  • NII書誌ID
    AA11169621
  • DOI
    10.4265/bio.9.95
  • ISSN
    18840205
    13424815
  • 本文言語コード
    en
  • データソース種別
    • JaLC
    • Crossref
    • CiNii Articles
  • 抄録ライセンスフラグ
    使用不可

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