Large-scale separation of silybin diastereoisomers using lipases
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 diaste...
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Online Access: | https://doi.org/10.1016/j.procbio.2010.06.019 http://hdl.handle.net/11104/0188740 |
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ftczacademyscien:oai:asep.lib.cas.cz:CavUnEpca/0348130 2024-02-04T09:56:02+01:00 Large-scale separation of silybin diastereoisomers using lipases Gažák, R. (Radek) Marhol, P. (Petr) Purchartová, K. (Kateřina) Monti, D. Biedermann, D. (David) Riva, S. Cvak, L. Křen, V. (Vladimír) 2010 https://doi.org/10.1016/j.procbio.2010.06.019 http://hdl.handle.net/11104/0188740 eng eng doi:10.1016/j.procbio.2010.06.019 urn:pissn: 1359-5113 urn:eissn: 1873-3298 http://hdl.handle.net/11104/0188740 Silybin A silymarin silibinin info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion 2010 ftczacademyscien https://doi.org/10.1016/j.procbio.2010.06.019 2024-01-09T17:14:54Z 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 Article in Journal/Newspaper Antarc* Antarctica The Czech Academy of Sciences: Publication Activity (ASEP) Process Biochemistry 45 10 1657 1663 |
institution |
Open Polar |
collection |
The Czech Academy of Sciences: Publication Activity (ASEP) |
op_collection_id |
ftczacademyscien |
language |
English |
topic |
Silybin A silymarin silibinin |
spellingShingle |
Silybin A silymarin silibinin Gažák, R. (Radek) Marhol, P. (Petr) Purchartová, K. (Kateřina) Monti, D. Biedermann, D. (David) Riva, S. Cvak, L. Křen, V. (Vladimír) Large-scale separation of silybin diastereoisomers using lipases |
topic_facet |
Silybin A silymarin silibinin |
description |
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 |
format |
Article in Journal/Newspaper |
author |
Gažák, R. (Radek) Marhol, P. (Petr) Purchartová, K. (Kateřina) Monti, D. Biedermann, D. (David) Riva, S. Cvak, L. Křen, V. (Vladimír) |
author_facet |
Gažák, R. (Radek) Marhol, P. (Petr) Purchartová, K. (Kateřina) Monti, D. Biedermann, D. (David) Riva, S. Cvak, L. Křen, V. (Vladimír) |
author_sort |
Gažák, R. (Radek) |
title |
Large-scale separation of silybin diastereoisomers using lipases |
title_short |
Large-scale separation of silybin diastereoisomers using lipases |
title_full |
Large-scale separation of silybin diastereoisomers using lipases |
title_fullStr |
Large-scale separation of silybin diastereoisomers using lipases |
title_full_unstemmed |
Large-scale separation of silybin diastereoisomers using lipases |
title_sort |
large-scale separation of silybin diastereoisomers using lipases |
publishDate |
2010 |
url |
https://doi.org/10.1016/j.procbio.2010.06.019 http://hdl.handle.net/11104/0188740 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
doi:10.1016/j.procbio.2010.06.019 urn:pissn: 1359-5113 urn:eissn: 1873-3298 http://hdl.handle.net/11104/0188740 |
op_doi |
https://doi.org/10.1016/j.procbio.2010.06.019 |
container_title |
Process Biochemistry |
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45 |
container_issue |
10 |
container_start_page |
1657 |
op_container_end_page |
1663 |
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1789960361762357248 |