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J.Health Sci., 50(5), 537-541, 2004
Acrinol Degradation Products (ANDP)-8, A Novel Acrinol
Degradation Product by Light
Teruo Tanaka,*, a Tomonori
Iijima,a Kiyoka Nakamoto,a Yuki
Kitaguchi,a Katushi Takeda,a Toshiharu
Tanaka,b and Yutaka Kidoa
aDivision of Instrumental Analysis, Institute of Resource
Development and Analysis, Kumamoto University, 5-1, Oe-honmachi,
Kumamoto 862-0973, Japan and bAso Pharmaceutical Co.,
Ltd., 91-1, Tsukure, Kikuyomachi, Kikuchi-gun, Kumamoto
869-1101, Japan
To clarify the degradation pathway of acrinol by
light, isolation and identification of acrinol
degradation products (ANDP) were attempted. A novel acrinol
degradation product, ANDP-8, one of the ANDPs, was
isolated by extraction with methanol from cloths
dampened with acrinol solution, and purified by column
chromatography on Diaion HP-10 and Sephadex LH-20. The structural elucidation of ANDP-8 was
examined by infrared, 1H-NMR,
13C-NMR and electron impact ionization (EI)-mass spectra studies. From the
spectroscopic data, the structure of ANDP-8 was
determined to be 2-ethoxyl-6, 9-acridinediamine-5,
8-dione, that was found to be a novel degradation
product of acrinol by light. Antimicrobial activities of
ANDP-8 against Gram-positive bacteria were 10 to 100-fold higher than those of acrinol. ANDP-8 was also
active against yeast and fungi. Nevertheless, acrinol
did not show growth inhibition even at a
concentration of 100 mu g/ml.
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