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Org Biomol Chem. 2003 May 21;1(10):1684-9.

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

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Natural Product Laboratory, Chemistry and Life Sciences, Research Triangle Institute, 3040 Cornwallis Road, Research Triangle Park, North Carolina 27709, USA.,

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  • Org Biomol Chem. 2003 Oct 7;1(19):3470.


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.

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