Nakato Tomofumi, Yamauchi Satoshi, Tago Ryosuke, Akiyama Koichi, Maruyama Masafumi, Sugahara Takuya, Kishida Taro, Koba Yojiro
Faculty of Agriculture, Ehime University, Matsuyama, Ehime, Japan.
Biosci Biotechnol Biochem. 2009 Jul;73(7):1608-17. doi: 10.1271/bbb.90107. Epub 2009 Jul 7.
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.
完成了四取代四氢呋喃木脂素所有立体异构体的合成,并检测了其抗菌活性。具有(7R,7'R,8R,8'R)和(7R,7'S,8R,8'R)立体化学结构的9,9'-二醇化合物分别对反硝化李斯特菌和枯草芽孢杆菌显示出最强的抗菌活性。还发现具有(7S,7'R,8S,8'S)立体化学结构的(-)-virgatusin具有最强的抗真菌活性。