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Palmatine and berberine isolation artifacts

J Nat Prod. 2003 Apr;66(4):481-6. doi: 10.1021/np0204996.

Abstract

Some 8-substituted derivatives of the protoberberine alkaloids palmatine (1a) and berberine (1b) have been prepared and investigated by 1D and 2D NMR spectroscopy (H-1, C-13, N-15). Complete NMR data for the 8-hydroxy (2), 8-methoxy (3), 8-ethoxy (4), and 8-trichloromethyl (5) 7,8-dihydro derivatives of 1a and 1b, as well as X-ray data for 8-methoxydihydroberberine (3b), 8-trichloromethyldihydropalmatine (5a), and 8-trichloromethyldihydroberberine (5b), are presented. The physicochemical data for all of these compounds are reviewed and compared with previously published values.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / chemistry
  • Berberine / chemical synthesis*
  • Berberine / chemistry
  • Berberine Alkaloids / chemical synthesis*
  • Berberine Alkaloids / chemistry
  • Berberis / chemistry
  • Crystallography, X-Ray
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry*
  • Structure-Activity Relationship

Substances

  • Alkaloids
  • Berberine Alkaloids
  • Berberine
  • palmatine