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• Structure

  The structure of silydianin is unique among flavonolignans and somewhat complicated, but it is biosynthesized analogously to other silymarin flavonolignans - by the radical coupling of taxifolin and coniferyl alcohol. The only substantial difference is in the radical coupling forming two new CeC bonds, creating a bicyclo structure and the fate of the primary alcoholic group of the coniferyl alcohol. In silydianin, intramolecular hemiacetalization occurs; thus, the unusual geminal ketone-hemiacetal structure is formed.
  The structure of silydianin was initially resolved using X-ray diffraction data. Since the resolution of the original data was low, the misplacement of some atoms or bonds was possible. Silydianin was crystallized from MeOH, and the crystal was used for X-ray crystallography. The crystallographic data presented here agree with the previously published structure but in a significantly higher resolution (original data d = 1.64 Å, this paper’s data d = 0.82 Å).
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