Antimicrobial indolequinones from the mid-intestinal gland of the muricid gastropod Drupella fragum

Three new indolequinones, 6-methoxyindole-4,7-quinone ( 1), 5-methoxyindole-4,7-quinone ( 2) and 5-methylindole-4,7-quinone ( 3) were isolated from the mid-intestinal gland of the muricid gastropod Drupella fragum. The structures of 1 and 2 were established by spectroscopic methods and total synthes...

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Bibliographic Details
Published in:Tetrahedron Vol. 54; no. 34; pp. 10007 - 10016
Main Authors: Fukuyama, Yoshiyasu, Iwatsuki, Chie, Kodama, Mitsuaki, Ochi, Masamitsu, Kataoka, Kumi, Shibata, Kozo
Format: Journal Article
Language:English
Published: Elsevier Ltd 01-08-1998
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Summary:Three new indolequinones, 6-methoxyindole-4,7-quinone ( 1), 5-methoxyindole-4,7-quinone ( 2) and 5-methylindole-4,7-quinone ( 3) were isolated from the mid-intestinal gland of the muricid gastropod Drupella fragum. The structures of 1 and 2 were established by spectroscopic methods and total synthesis, whereas the structure of 3 was elucidated mainly by NMR spectroscopic analyses. Compounds 1 ∼ 3 exhibited moderate antimicrobial activities against Staphylococcus aureus, Bacillus subtilis, and Escherichia coli with MIC = 6.25 ∼ 50 μg/mL. The structures of antimicrobial indolequinones, 1, 2 and 3 isolated from the mid-intestinal gland of the muricid gastropod Drupella fragum were established by spectroscopic methods and total synthesis.
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ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(98)00593-6