The anti-HBsAg (human type B hepatitis, surface antigen) and anti-HBeAg (human type B hepatitis, e antigen) C18 dibenzocyclooctadiene lignans from Kadsura matsudai and Schizandra arisanensis

Chem Pharm Bull (Tokyo). 2003 Nov;51(11):1233-6. doi: 10.1248/cpb.51.1233.

Abstract

The C(18) dibenzocyclooctadiene lignans including three novel schizanrin F (1), G (2), H (3), along with the known kadsurarin (4), were isolated from Kadsura matsudai. A new C(19) homolignan named schiarisanrin E (5), together with the known C(18) lignans, gomisin B (6), G (7) and (+)-gomisin K(3) (8) were obtained from Schizandra arisanensis. Gomisin B, G and (+)-gomisin K(3) showed moderate to strong activity for antihepatitis in anti-HBsAg (human type B hepatitis, surface antigen) and/or anti-HBeAg (human type B hepatitis, e antigen) tests. The structural elucidations of new compounds 1-3 and 5 were based on two-dimensional (2D) NMR techniques including COSY, HMQC, HMBC, NOESY and CD spectra. Preliminary structure-activity relationship studies for these isolated lignans are also discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspartate Aminotransferases / metabolism
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cyclooctanes / chemistry
  • Cyclooctanes / pharmacology*
  • Fruit / chemistry
  • Hepatitis B Surface Antigens / drug effects*
  • Hepatitis B e Antigens / drug effects*
  • Humans
  • Kadsura / chemistry*
  • Lignans / chemistry
  • Lignans / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Plant Stems / chemistry
  • Schisandra / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared

Substances

  • Cyclooctanes
  • Hepatitis B Surface Antigens
  • Hepatitis B e Antigens
  • Lignans
  • Aspartate Aminotransferases