Isolation of chlorogenic acids and their derivatives from Stemona japonica by preparative HPLC and evaluation of their anti-AIV (H5N1) activity in vitro

Phytochem Anal. 2007 May-Jun;18(3):213-8. doi: 10.1002/pca.974.

Abstract

Two chlorogenic acids and five chlorogenic acid derivatives were simultaneously separated and purified from Stemona japonica by preparative high-performance liquid chromatography. Five of the collected compounds were over 95% pure while the other two compounds were over 90% pure. Their structures were elucidated as 3-O-feruloylquinic acid (1), 4-O-feruloylquinic acid (2), methyl 3-O-feruloylquinate (3), methyl 5-O-caffeyolquinate (4), methyl 4-O-feruloylquinate (5), ethyl 3-O-feruloylquinate (6) and the new compound ethyl 4-O-feruloylquinate (7) by UV, NMR and ESI-MS. All compounds were obtained from Stemona species for the first time, however compounds 6 and 7 are believed to be artefacts from the ethanol extraction. The anti-AIV (H5N1) activities were evaluated by Neutral Red uptake assay. Compounds 3 and 4 exerted moderate inhibitory effect against AIV (H5N1) in vitro.

MeSH terms

  • Animals
  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / pharmacology*
  • Cell Line
  • Chlorogenic Acid / analogs & derivatives*
  • Chlorogenic Acid / chemistry
  • Chlorogenic Acid / isolation & purification
  • Chlorogenic Acid / pharmacology*
  • Chromatography, High Pressure Liquid
  • Dogs
  • Influenza A Virus, H5N1 Subtype / drug effects*
  • Molecular Structure
  • Stemonaceae / chemistry*

Substances

  • Antiviral Agents
  • Chlorogenic Acid