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J.Health Sci., 51(3), 357-361, 2005

Microbial Degradation of Disinfectants. A New Chlorhexidine Degradation Intermediate (CHDI), CHDI-C, Produced by Pseudomonas sp. Strain No. A-3

Teruo Tanaka,*, a Sawa Murayama,a Natuki Tuda,a Masami Nishiyama,a Kazuko Nakagawa,b Yasuko Matsuo,b Youichiro Isohama,b and Yutaka Kidoa

aDivision of Instrumental Analysis, Institute of Resource Development and Analysis, and bLaboratory of Medicinal Microbiology, Faculty of Pharmaceutical Sciences, Kumamoto University, 5-1, Oe-honmachi, Kumamoto 862-0973, Japan

To clarify the degradation pathway of chlorhexidine by a microbe, Pseudomonas sp. Strain No. A-3, the isolation and identification of microbial chlorhexidine degradation products were attempted. A new chlorhexidine degradation intermediate (CHDI), named CHDI-C, was isolated by extraction with ethylacetate, n-butanol, column chromatography using Silica gel, and purified by preparative thin layer chromatography. The chemical structure of this product was examined by infrared, 1H NMR, 13C NMR and fast atom bombardment mass spectra studies. Based on the spectroscopic data, this product was assumed to be a modified compound of chlorhexidine (molecular weight, MW; 530). From the proposed structure, CHDI-C was assumed to be a new chlorhexidine degradation intermediate.