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J.Health Sci., 50(2), 133-141, 2004

Investigation of Vasodilatory Substances in Diesel Exhaust Particles (DEP): Isolation and Identification of Nitrophenol Derivatives

Shinji Taneda,*, a Kazuyuki Kamata,b Hideyuki Hayashi,b Noriko Toda,a Koh-ichi Seki,c Akiyo Sakushima,d Shin Yoshino,e Kouya Yamaki,e Masakatsu Sakata,b Yoki Mori,b and Akira K. Suzukia

aPM2.5/DEP Research Project, National Institute for Environmental Studies, 16-2 Onogawa, Tsukuba, Ibaraki 305-8506, Japan, bFaculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan, cCentral Institute of Isotope Science, Graduate School of Medicine, Hokkaido University, Kita-ku, Kita15, Nishi 7, Sapporo 060-0815, Japan, dFaculty of Pharmaceutical Sciences, Kyushu University of Health and Welfare, 1714-1 Yoshino-machi, Nobeoka, Miyazaki 882-8508, Japan, and eKobe Pharmaceutical University, 4-19-1 Motoyamakita, Higashinada, Kobe 658-8558, Japan

Vasodilatory compounds in the weak acidic fraction of a benzene extract of diesel exhaust particles (DEP) were fractionated by column chromatography through silica gel, and the chemical structures of these compounds were analyzed using GC-MS and 1H-NMR. The compounds in DEP that cause vasodilation - 3- and 4-nitrophenol, 2-methyl-4-nitrophenol, 3-methy-4-nitrophenol, and 4-nitro-3-phenylphenol - were isolated and identified. All five of these nitrophenols had vasodilatory activities (10-4 to 10-6 M) in rat thoracic artery assays, and 4-nitro-3-phenylphenol was the most potent vasodilator among these compounds. In addition, nine other alkylnitrophenols were isolated from the benzene extract of DEP and characterized.