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Cis-trans isomerization of silybins A and B
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- Novotna, M. (author)
- 1Institute of Microbiology, V.V.I. AS CR, Vídeňská 1083, Prague 4, CZ-14220, Czech Republic
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- Gazak, R. (author)
- 1Institute of Microbiology, V.V.I. AS CR, Vídeňská 1083, Prague 4, CZ-14220, Czech Republic; Department of Biochemistry, Faculty of Science, Charles University of in Prague, Hlavova 8, CZ-12840 Prague 2, Czech Republic
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- Biedermann, D. (author)
- 1Institute of Microbiology, V.V.I. AS CR, Vídeňská 1083, Prague 4, CZ-14220, Czech Republic
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- 1Institute of Microbiology, VV.I. AS CR, Vídeňská 1083, Prague 4, CZ-14220, Czech Republic 1Institute of Microbiology, V.V.I. AS CR, Vídeňská 1083, Prague 4, CZ-14220, Czech Republic; Department of Biochemistry, Faculty of Science, Charles University of in Prague, Hlavova 8, CZ-12840 Prague 2, Czech Republic (creator_code:org_t)
- 2014-05-08
- 2014
- English.
- In: Beilstein Journal of Organic Chemistry. - : Beilstein-Institut. - 2195-951X .- 1860-5397. ; 10, s. 1047-1063
- Journal article (peer-reviewed)
Abstract
Subject headings
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- Methods were developed and optimized for the preparation of the 2,3-cis- and the 10,11-cis-isomers of silybin by the Lewis acid catalyzed (BF 3-OEt2) isomerization of silybins A (1a) and B (1b) (trans-isomers). The absolute configuration of all optically pure compounds was determined by using NMR and comparing their electronic circular dichroism data with model compounds of known absolute configurations. Mechanisms for cis - trans-isomerization of silybin are proposed and supported by quantum mechanical calculations. © 2014 Novotná et al; licensee Beilstein-Institut.
Subject headings
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
Keyword
- 10
- 11-cis-silybin; 2
- 3-cis-silybin; Isomerization; Silibinin; Silybin; Silymarin
Publication and Content Type
- ref (subject category)
- art (subject category)
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- Novotna, M.
- Gazak, R.
- Biedermann, D.
- Di Meo, Florent
- Marhol, P.
- Kuzma, M.
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- Bednarova, L.
- Fuksova, K.
- Trouillas, P.
- Kren, V.
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- Linköping University
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