Effect of Benzylic Oxygen on the Cytotoxic Activity for Colon 26 Cell Line of Phenolic Lignans

Satoshi YAMAUCHI; Takuya SUGAHARA; Yuki NAKASHIMA; Koki ABE; Yoshimasa HAYASHI; Koichi AKIYAMA; Taro KISHIDA; Masafumi MARUYAMA

doi:10.1271/bbb.60353

This article has now been updated. Please use the final version.

Effect of Benzylic Oxygen on the Cytotoxic Activity for Colon 26 Cell Line of Phenolic Lignans

Satoshi YAMAUCHI, Takuya SUGAHARA, Yuki NAKASHIMA, Koki ABE, Yoshimasa HAYASHI, Koichi AKIYAMA, Taro KISHIDA, Masafumi MARUYAMA

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Keywords: matairesinol, cytotoxic activity, oxidized matairesinol

JOURNAL FREE ACCESS Advance online publication

Article ID: 60353

DOI https://doi.org/10.1271/bbb.60353

The final version of this article is now available: Vol. 70 (2006) , No. 12 p.2942

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Abstract

The cytotoxic activity for colon 26 cell line of matairesinol, oxidized matairesinol, 9,9′-epoxylignan and oxidized 9,9′-epoxylignan were examined. (−)-Matairesinol (Mat 1) showed greatest cytotoxic activity (LC₅₀=9 μg/ml) of the lactone-type lignans. 7,7′-Oxomatairesinol having same steric configuration as that of (−)-matairesinol showed greater activity (LC₅₀=25 μg/ml) than hydroxy or mono-oxomatairesinol. The activities of 9,9′-epoxylignan and 7,7′-oxo-9,9′-epoxylignan having same steric configurations as (−)-matairesinol were weaker than that of corresponding matairesinols. Different activity levels were observed between enantiomers.

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