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Issue 10, 2003
From the journal:

Organic & Biomolecular Chemistry

Complete isolation and characterization of silybins and isosilybins from milk thistle (Silybum marianum)†

Nam-Cheol Kim,*a   Tyler N. Graf,a   Charles M. Sparacino,b   Mansukh C. Wani*a  and  Monroe E. Wall‡a  

* Corresponding authors

a Natural Product Laboratory, Chemistry and Life Sciences, Research Triangle Institute, 3040 Cornwallis Road, Research Triangle Park, North Carolina 27709, USA
E-mail: nck@rti.org, mcw@rti.org
Fax: (919) 541 6499
Tel: (919) 316 3830

b Analytical and Chemical Sciences, Chemistry and Life Sciences, Research Triangle Institute, 3040 Cornwallis Road, Research Triangle Park, North Carolina 27709, USA

Abstract

Complete separation, isolation, and structural characterization of four diastereoisomeric flavonolignans, silybins A (1) and B (2), and isosilybins A (3) and B (4) from the seeds of milk thistle (Silybum marianum) were achieved for the first time using a preparative reversed-phase HPLC method. In addition, three other flavonolignans, silychristin (5) isosilychristin (6) and silydianin (7), and a flavonoid, taxifolin (8) were isolated. Structures, including absolute stereochemistries of 1–4, were confirmed using 2D NMR and CD spectroscopy.

Graphical abstract: Complete isolation and characterization of silybins and isosilybins from milk thistle (Silybum marianum)

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DOI
https://doi.org/10.1039/B300099K
Article type
Paper
Submitted
07 Jan 2003
Accepted
24 Mar 2003
First published
07 Apr 2003

Org. Biomol. Chem., 2003,1, 1684-1689

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Complete isolation and characterization of silybins and isosilybins from milk thistle (Silybum marianum)

N. Kim, T. N. Graf, C. M. Sparacino, M. C. Wani and M. E. Wall, Org. Biomol. Chem., 2003, 1, 1684 DOI: 10.1039/B300099K

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