- Enzymatic kinetic resolution of silybin diastereoisomers
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In nature, the flavonolignan silybin (1) occurs as a mixture of two diastereomers, silybin A and silybin B, which in a number of biological assays exhibit different activities. A library of hydrolases (lipases, esterases, and proteases) was tested for separating the silybin A and B diastereomers by selective transesterification or by stereoselective alcoholysis of 23-O-acetylsilybin (2). Novozym 435 proved to be the most suitable enzyme for the preparative production of both optically pure silybins A and B by enzymatic discrimination. Gram amounts of the optically pure substances can be produced within one week, and the new method is robust and readily scalable to tens of grams.
- Monti, Daniela,Gazak, Radek,Marhol, Petr,Biedermann, David,Purchartova, Katerina,Fedrigo, Mirko,Riva, Sergio,Kren, Vladimir
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scheme or table
p. 613 - 619
(2010/07/13)
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