Syntheses and Antimicrobial Activity of Tetrasubstituted Tetrahydrofuran Lignan Stereoisomers
2009
NAKATO, Tomofumi | YAMAUCHI, Satoshi | TAGO, Ryosuke | AKIYAMA, Koichi | MARUYAMA, Masafumi | SUGAHARA, Takuya | KISHIDA, Taro | KOBA, Yojiro
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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