First Stereoselective Synthesis ofmeso-Secoisolariciresinol and Comparison of Its Biological Activity with (+) and (−)-Secoisolariciresinol | Zendy

Takuya Sugahara | Zendy; Satoshi Yamauchi | Zendy; Ai Kondo | Zendy; Fumi Ohno | Zendy; Siori Tominaga | Zendy; Yuki Nakashima | Zendy; Taro Kishida | Zendy; Koichi Akiyama | Zendy; Masafumi Maruyama | Zendy

Open Access

First Stereoselective Synthesis ofmeso-Secoisolariciresinol and Comparison of Its Biological Activity with (+) and (−)-Secoisolariciresinol

Author(s) -

Takuya Sugahara,

Satoshi Yamauchi,

Ai Kondo,

Fumi Ohno,

Siori Tominaga,

Yuki Nakashima,

Taro Kishida,

Koichi Akiyama,

Masafumi Maruyama

Publication year - 2007

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.70358

Subject(s) - enantiomer , stereoselectivity , chemistry , lignan , stereochemistry , organic chemistry , catalysis

The first stereoselective synthesis of meso-secoisolariciresinol is reported. A comparison of the cytotoxic and immunosuppressive activity between meso-secoisolariciresinol and optically active secoisolariciresinols was similarly performed for the first time. Both enantiomers of secoisolariciresinol accelerated IgM production, although meso-secoisolariciresinol did not affect IgM production. Only meso-secoisolariciresinol showed cytotoxic activity.

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