Silyamandin, a New Flavonolignan Isolated from Milk Thistle Tinctures

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.