Synthesis and Antimicrobial Characteristics of a Novel Biocide, 4,4'-(1,6-Dioxyhexamethylene)bis-(1-alkylpyridinium halide)
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- YABUHARA TADAO
- Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima
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- MAEDA TAKUYA
- Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima
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- NAGAMUNE HIDEAKI
- Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima
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- KOURAI HIROKI
- Department of Biological Science and Technology, Faculty of Engineering, The University of Tokushima
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Description
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.
Journal
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- Biocontrol Science
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Biocontrol Science 9 (4), 95-103, 2004
The Society for Antibacterial and Antifungal Agents, Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001204464915072
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- NII Article ID
- 10014368670
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- NII Book ID
- AA11169621
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- DOI
- 10.4265/bio.9.95
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- ISSN
- 18840205
- 13424815
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- Text Lang
- en
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- Data Source
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- JaLC
- Crossref
- CiNii Articles
- OpenAIRE
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- Abstract License Flag
- Disallowed