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DOI: 10.1055/s-2007-981595
© Georg Thieme Verlag KG Stuttgart · New York
Silyamandin, a New Flavonolignan Isolated from Milk Thistle Tinctures
Publication History
Received: February 21, 2007
Revised: July 11, 2007
Accepted: July 11, 2007
Publication Date:
07 September 2007 (online)

Abstract
Our investigations into the stability of tincture preparations of milk thistle fruit [Silybum marianum L. Gaertn. (Asteraceae)] have led to the characterization of a new flavonolignan 4-(4-hydroxy-3-methoxyphenyl)-7-[(2R,3R)-3,5,7-trihydroxy-4-oxochroman-2-yl]-1-oxo-1,3,3a,4,5,7a-hexahydro-2-benzofuran-5-carboxylic acid called silyamandin (1). Incubation of the tincture at 40 °C for 3 months resulted in an increase in the level of this compound, as observed in the LC/DAD silymarin profile.
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References
- 1 Lui E MK. Herbs: everyday reference for health professionals, Milk Thistle. In: Chandler F, editor Canadian Pharmacists Association Canadian Medical Association Ottawa; National Printers 2000: 158-61.
- 2 Saller R, Meier R, Brignoli R. The use of silymarin in the treatment of liver diseases. Drugs. 2001; 61 2035-63.
- 3 Bilia A R, Bergonzi M C, Gallori S, Mazzi G, Vincieri F F. Stability of the constituents of calendula, milk-thistle and passionflower tinctures by LC-DAD and LC-MS. J Pharm Biomed Anal. 2002; 30 613-24.
- 4 Krˇen V, Walterová D. Silybin and silymarin - new effects and applications. Biomed Papers. 2005; 149 29-41.
- 5 Bilia A R, Salvini D, Mazzi G, Vincieri F F. Characterization of calendula flower, milk-thistle fruit, and passion flower tinctures by HPLC-DAD and HPLC-MS. Chromatographia. 2001; 53 210-5.
- 6 Kim N, Graf T N, Sparacino C M, Wani M C, Wall M E. Complete isolation and characterization of silybins and isosilybins from milk thistle (Silybum marianum). Org Biomol Chem. 2003; 1 1684-9.
- 7 Meragelman K M, McKee T C, Boyd M R. Anti-HIV prenylated flavonoids from Monotes africanus . J Nat Prod. 2001; 64 546-8.
- 8 Gaffield W. Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides: determination of aglycone chirality in flavanone glycosides. Tetrahedron. 1970; 26 4093-108.
Dr. S. L. MacKinnon
National Research Council Canada
Institute for Marine Biosciences
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Email: shawna.mackinnon@nrc-cnrc.gc.ca
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