Immunosuppressive constituents from Urtica dentata Hand

J Asian Nat Prod Res. 2010 Aug;12(8):707-13. doi: 10.1080/10286020.2010.490779.

Abstract

A novel biscoumarin, 6,6',7,7'-tetramethoxyl-8,8'-biscoumarin (1), was isolated from the ethyl acetate extract of Urtica dentata Hand, together with five known compounds named as 7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin (2), 7,7'-dimethoxy-6,6'-biscoumarin (3), scoparone (4), vanillic acid (5), and daucosterol (6). Structures of the isolated compounds were elucidated on the basis of spectroscopic analysis including 2D NMR experiments. Compounds 1 and 2 were confirmed to be a rare carbon-carbon linked symmetrical biscoumarin. Compounds 1-4, especially 1 (IC(50) = 8.18 x 10(- 5) mol/l), showed potent immunosuppressive activities as determined by the Cell Counting Kit-8 assay for lymphocyte proliferation. Also, in the FACS analysis, 1 (IC(50) = 5.19 x 10(- 4) mol/l) promoted the differentiation of CD4(+)CD25(+)Foxp3(+) T regulatory cells distinctly compared to the normal control. Thus, 1 possessed specific immunosuppressive property by eliciting T regulatory cells, which may provide a potential treatment strategy for autoimmune diseases.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • CD4 Antigens / metabolism
  • Coumarins / chemistry
  • Coumarins / isolation & purification*
  • Coumarins / pharmacology*
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology*
  • Forkhead Transcription Factors / metabolism
  • Hep G2 Cells
  • Humans
  • Immunosuppressive Agents / chemistry
  • Immunosuppressive Agents / isolation & purification*
  • Immunosuppressive Agents / pharmacology*
  • Interleukin-2 Receptor alpha Subunit / metabolism
  • Lymphocytes / drug effects*
  • Mice
  • Mice, Inbred BALB C
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Spleen / cytology
  • Spleen / drug effects
  • Urticaceae / chemistry*

Substances

  • 6,6',7,7'-tetramethoxyl-8,8'-biscoumarin
  • CD4 Antigens
  • Coumarins
  • Drugs, Chinese Herbal
  • FOXP3 protein, human
  • Forkhead Transcription Factors
  • Immunosuppressive Agents
  • Interleukin-2 Receptor alpha Subunit