Effect of the Benzylic Structure of Lignan on Antioxidant Activity

Satoshi YAMAUCHI; Takuya SUGAHARA; Junko MATSUGI; Tatsushi SOMEYA; Toshiya MASUDA; Taro KISHIDA; Koichi AKIYAMA; Masafumi MARUYAMA

doi:10.1271/bbb.70275

Organic Chemistry Regular Papers

Effect of the Benzylic Structure of Lignan on Antioxidant Activity

Satoshi YAMAUCHI, Takuya SUGAHARA, Junko MATSUGI, Tatsushi SOMEYA, Toshiya MASUDA, Taro KISHIDA, Koichi AKIYAMA, Masafumi MARUYAMA

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Keywords: lignan, antioxidant activity, benzylic structure

JOURNAL FREE ACCESS

2007 Volume 71 Issue 9 Pages 2283-2290

DOI https://doi.org/10.1271/bbb.70275

View "Advance Publication" version (September 7, 2007).

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Abstract

The effect of the benzylic structure of lignan on antioxidant activity was evaluated. Secoisolariciresinol (1) and 3,4-bis(4-hydroxy-3-methoxybenzyl)tetrahydrofuran (2), which have two secondary benzylic positions without oxygen, showed the highest antioxidant activity. Optically active verrucosin (4) was synthesized for the first time in this experiment.

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