Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry Regular Papers
Syntheses and Antimicrobial Activity of Tetrasubstituted Tetrahydrofuran Lignan Stereoisomers
Tomofumi NAKATOSatoshi YAMAUCHIRyosuke TAGOKoichi AKIYAMAMasafumi MARUYAMATakuya SUGAHARATaro KISHIDAYojiro KOBA
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2009 Volume 73 Issue 7 Pages 1608-1617

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Abstract

The syntheses of all stereoisomers of tetrasubstituted tetrahydrofuran lignan were accomplished, and the antimicrobial activity was examined. The 9,9′-diol compound bearing (7R,7′R,8R,8′R) and (7R,7′S,8R,8′R) stereochemistry showed the strongest antibacterial activity against Listeria denitrificans and Bacillus subtilis, respectively. It was also found that (−)-virgatusin bearing (7S,7′R,8S,8′S) stereochemistry had strongest antifungal activity.

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© 2009 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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