Antifungal Activity of Tetra-Substituted Tetrahydrofuran Lignan, (−)-Virgatusin, and Its Structure-Activity Relationship

Koichi AKIYAMA; Satoshi YAMAUCHI; Tomofumi NAKATO; Masafumi MARUYAMA; Takuya SUGAHARA; Taro KISHIDA

doi:10.1271/bbb.60696

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Antifungal Activity of Tetra-Substituted Tetrahydrofuran Lignan, (−)-Virgatusin, and Its Structure-Activity Relationship

Koichi AKIYAMA, Satoshi YAMAUCHI, Tomofumi NAKATO, Masafumi MARUYAMA, Takuya SUGAHARA, Taro KISHIDA

著者情報

キーワード: virgatusin, lignan, antifungal activity

ジャーナルフリー早期公開

論文ID: 60696

DOI https://doi.org/10.1271/bbb.60696

この記事には本公開記事があります。

The final version of this article is now available: Vol. 71 (2007) , No. 4 p.1028

詳細

抄録

Antifungal activities of the optically pure (>99%ee) (−)- and (+)-virgatusin, a tetra-substituted tetrahydrofuran lignan, were tested. (−)-Virgatusin, which is a natural product, showed highest antifungal activity against Colletotrichum lagenarium. Research on its structure-activity relationship was also performed. It was shown that two methoxy groups on 9 and 9′ positions and a 3,4-methylenedioxyphenyl group on the 7 position of virgatusin were essential for high fungal growth inhibition. The part on 7′-phenyl group was not essential for activity. The 7′-(4-methoxyphenyl) derivative showed higher activity than that of (−)-virgatusin.

責任著者(Corresponding author)

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