Synthesis and antimicrobial activity of pyranobenzoquinones related to the pyranonaphthoquinone antibiotics

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• 作者：S.H. Lagorio ; D.A. Bianchi ; E.G. Sutich ; T.S. Kaufman
• 关键词：Pyranobenzoquinones ; Pyranonaphthoquinone analogs ; Antimicrobial activity
• 刊名：European Journal of Medicinal Chemistry
• 出版年：2006
• 出版时间：November 2006
• 年：2006
• 卷：41
• 期：11
• 页码：1333-1338
• 全文大小：209 K

文摘

The synthesis and antimicrobial activity of isochromane-type analogs of the pyranonaphthoquinone antibiotics are reported. Isochromane derivatives with (17a, b) and without (22a, b) a C-4 hydroxyl moiety and their corresponding quinones (19a and 23), were prepared. Both quinones exhibited antimicrobial activity against Staphylococcus aureus, Bacillus atrophaeus and Streptococcus agalactiae, while the related isochromanes were inactive. The results suggest that the quinone moiety is important for biological activity while the C-4 hydroxyl may not be essential.