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J.Health Sci., 51(1), 16-20, 2005

ANDP-7, a Novel Acrinol Degradation Product by Light

Tomonori Iijima,a Teruo Tanaka,*, a Yoo Tomimasu,a Nami Takeguchi,a Mayumi Kirino,a Toshiyuki Iriguchi,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-7, 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-7 was examined by 1H-NMR, 13C-NMR and EI-mass spectra sudies. From the spectroscopic data, the structure of ANDP-7 was determined to be 9-amino-7-ethoxypyrrolo[3,4-b]quinoline-1,3-dione, that was found to be a novel degradation product of acrinol by light. Antimicrobial activities of ANDP-7 against Gram-positive and -negative bacteria were 5 to 100-fold higher than those of acrinol. ANDP-7 was also active against yeast and fungi. Nevertheless, acrinol did not show growth inhibition even at a concentration 100 mu g/ml.