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.
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