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
2007 Bioscience, biotechnology and biochemistry  
Antifungal activities of the optically pure (>99%ee) (À)-and (+)-virgatusin, a tetra-substituted tetrahydrofuran lignan, were tested. (À)-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 0 positions and a 3,4-methylenedioxyphenyl group on the 7 position of virgatusin were essential for high fungal growth inhibition. The
more » ... art on 7 0 -phenyl group was not essential for activity. The 7 0 -(4-methoxyphenyl) derivative showed higher activity than that of (À)-virgatusin.
doi:10.1271/bbb.60696 pmid:17420596 fatcat:2cmi5ej6mzcczoyqogsfdgf5m4