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Large-scale separation of silybin diastereoisomers using lipases
- 1.0348130 - MBÚ 2011 RIV GB eng J - Journal Article
Gažák, Radek - Marhol, Petr - Purchartová, Kateřina - Monti, D. - Biedermann, David - Riva, S. - Cvak, L. - Křen, Vladimír
Large-scale separation of silybin diastereoisomers using lipases.
Process Biochemistry. Roč. 45, č. 10 (2010), s. 1657-1663. ISSN 1359-5113. E-ISSN 1873-3298
R&D Projects: GA ČR(CZ) GA303/08/0658; GA MŠMT(CZ) LC06010; GA ČR GAP207/10/0288
Institutional research plan: CEZ:AV0Z50200510
Keywords : Silybin A * silymarin * silibinin
Subject RIV: CC - Organic Chemistry
Impact factor: 2.648, year: 2010
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 biological activities. The preparative production of optically pure silybin A and B in a diastereoisomeric purity greater than 95 percent 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 substances can be produced within one week using this new, robust and scalable process, which is selective, mild and high-yielding
Permanent Link: http://hdl.handle.net/11104/0188740
Number of the records: 1