Syntheses and Antimicrobial Activity of Tetrasubstituted Tetrahydrofuran Lignan Stereoisomers

Tomofumi NAKATO; Satoshi YAMAUCHI; Ryosuke TAGO; Koichi AKIYAMA; Masafumi MARUYAMA; Takuya SUGAHARA; Taro KISHIDA; Yojiro KOBA

doi:10.1271/bbb.90107

Organic Chemistry Regular Papers

Syntheses and Antimicrobial Activity of Tetrasubstituted Tetrahydrofuran Lignan Stereoisomers

Tomofumi NAKATO, Satoshi YAMAUCHI, Ryosuke TAGO, Koichi AKIYAMA, Masafumi MARUYAMA, Takuya SUGAHARA, Taro KISHIDA, Yojiro KOBA

著者情報

キーワード: lignan, tetrahydrofuran lignan, antimicrobial activity

ジャーナルフリー

2009 年 73 巻 7 号 p. 1608-1617

DOI https://doi.org/10.1271/bbb.90107

View "Advance Publication" version (July 7, 2009).

詳細

抄録

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.

責任著者(Corresponding author)

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