Akiyama Koichi, Yamauchi Satoshi, Nakato Tomofumi, Maruyama Masafumi, Sugahara Takuya, Kishida Taro
Integrated Center for Sciences, Tarumi Station, Ehime University, Matsuyama, Ehime, Japan.
Biosci Biotechnol Biochem. 2007 Apr;71(4):1028-35. doi: 10.1271/bbb.60696. Epub 2007 Apr 7.
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.
测试了光学纯（对映体过量>99%）的（-）-和（+）-virgatusin（一种四取代四氢呋喃木脂素）的抗真菌活性。作为天然产物的（-）-virgatusin对葫芦炭疽菌显示出最高的抗真菌活性。还对其构效关系进行了研究。结果表明，virgatusin的9位和9'位上的两个甲氧基以及7位上的3,4-亚甲二氧基苯基对于高效抑制真菌生长至关重要。7'-苯基部分对活性并非必不可少。7'-（4-甲氧基苯基）衍生物显示出比（-）-virgatusin更高的活性。
