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Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds
Junko Koyama1, Izumi Morita, Norihiro Kobayashi
1Faculty of Pharmaceutical Sciences, Kobe Pharmaceutical University, Higashinada-ku, Kobe 658-8558, Japan. j-koyama@kobrpharma-u.ac.jp
Abstract:
Antimicrobial activities of two azafluorenones, four 1-azaanthraquinones, five 2-azaanthraquinones, and one 2-azaquinone were tested. Several azaanthraquinones possessed broad, potent activity, while the azafluorenones demonstrated weak activity. The following structure-activity relationship was postulated: (1) activity decreased in the order 2-azaanthraquinones>1-azaanthraquinones>azafluorenones; and (2) a hydroxyl group at the peri-carbonyl group enhanced activity. In addition, correlations among reduction potential, hydrophobic parameter, and antimicrobial activity were discussed.
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