Large-scale separation of silybin diastereoisomers using lipases
Autor: | Gazak R., Marhol P., Purchartova K., Monti D., Biedermann D., Riva S., Cvak L., Kren V. |
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Rok vydání: | 2010 |
Zdroj: | Process biochemistry (1991) 45 (2010): 1657–1663. info:cnr-pdr/source/autori:Gazak R., Marhol P., Purchartova K., Monti D., Biedermann D., Riva S., Cvak L., Kren V./titolo:Large-scale separation of silybin diastereoisomers using lipases/doi:/rivista:Process biochemistry (1991)/anno:2010/pagina_da:1657/pagina_a:1663/intervallo_pagine:1657–1663/volume:45 |
Popis: | The flavonolignan silybin (1), isolated from the seeds of milk thistle (Silybum marianum), occurs in nature as an equimolar mixture of two diastereoisomers, silybin A and silybin B, that exhibit different biologi- cal activities. The preparative production of optically pure silybin A and B in a diastereoisomeric purity greater than 95% was accomplished using immobilized Candida antarctica lipase B (Novozym 435) in a combination of two reactions: regioselective acetylation of a natural silybin mixture (1) and subsequent stereoselective alcoholysis of the resulting 23-O-acetylsilybin (2). Several grams of the optically pure sub- stances can be produced within one week using this new, robust and scalable process, which is selective, mild and high-yielding. |
Databáze: | OpenAIRE |
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