Bioactivity-Guided Isolation and Identification of New and Immunosuppressive Monoterpenoid Indole Alkaloids from Rauvolfia yunnanensis Tsiang

Molecules. 2019 Dec 13;24(24):4574. doi: 10.3390/molecules24244574.

Abstract

Three new 11-hydroxyburnamine (1) and rauvoyunnanines A-B (2-3), and fourteen known (4-17) monoterpenoid indole alkaloids were isolated from the total alkaloids extract of Rauvolfia yunnanensis, which exhibited promising immunosuppressive activity on T cell proliferation in preliminary screening. Their structures were determined by analysis of high-resolution electrospray ionization mass (HRESIMS), ultraviolet (UV) and nuclear magnetic resonance (NMR) data, and by comparison with the literature. All the alkaloids were evaluated for inhibitory activity on T cell proliferation. Among them, one new compound (1) and reserpine (6) exhibited moderate immunosuppressive activity, with IC50 values of 5.9 μM and 5.0 μM, respectively.

Keywords: 11-hydroxyburnamine; Rauvolfia yunnanensis; immunosuppressive activity; monoterpenoid indole alkaloid; rauvoyunnanine A; rauvoyunnanine B.

MeSH terms

  • Cell Proliferation / drug effects
  • Cells, Cultured
  • Humans
  • Immunosuppressive Agents / chemistry
  • Immunosuppressive Agents / pharmacology*
  • Inhibitory Concentration 50
  • Molecular Structure
  • Rauwolfia / chemistry*
  • Reserpine / chemistry
  • Reserpine / pharmacology*
  • Secologanin Tryptamine Alkaloids / chemistry*
  • Secologanin Tryptamine Alkaloids / pharmacology
  • T-Lymphocytes / cytology
  • T-Lymphocytes / drug effects

Substances

  • Immunosuppressive Agents
  • Secologanin Tryptamine Alkaloids
  • Reserpine