Isolation, characterization and biological evaluation of datura lactones as potential immunomodulators

Bioorg Med Chem. 2005 Dec 15;13(24):6672-7. doi: 10.1016/j.bmc.2005.07.040. Epub 2005 Sep 27.

Abstract

Phytochemical investigation of Datura quercifolia (Solanaceae) plant yielded a new datura lactone, 1beta,5alpha,12alpha-trihydroxy-6alpha,7alpha,24alpha,25alpha-diepoxy-20S,22R with-2-enolide (1), along with two known compounds, 2 and 3. The structure of 1 was established on the basis of spectral analysis, as well as by its chemical transformation into known datura lactones. These compounds have been evaluated for immunomodulatory activity by observing their effect on antibody production, T-cell and B-cell activation, and cytokine production from splenocytes. Compound 2 was found to be the most promising immunostimulator in the present study.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Datura / chemistry*
  • Hypersensitivity, Delayed / immunology
  • Immunologic Factors / chemistry
  • Immunologic Factors / immunology*
  • Immunologic Factors / isolation & purification*
  • Immunologic Factors / pharmacology
  • Interleukin-2 / biosynthesis
  • Lactones / chemistry
  • Lactones / immunology*
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Mice, Inbred BALB C
  • Spleen / drug effects
  • Spleen / immunology
  • T-Lymphocytes / drug effects
  • T-Lymphocytes / immunology
  • Tumor Necrosis Factor-alpha / biosynthesis

Substances

  • Immunologic Factors
  • Interleukin-2
  • Lactones
  • Tumor Necrosis Factor-alpha