Identification and characterization of chlorogenic acids, chlorogenic acid glycosides and flavonoids from Lonicera henryi L. (Caprifoliaceae) leaves by LC-MSn

Phytochemistry. 2014 Dec:108:252-63. doi: 10.1016/j.phytochem.2014.08.023. Epub 2014 Sep 15.

Abstract

The chlorogenic acids, chlorogenic acid glycosides and flavonoids of the leaves of Lonicera henryi L. (Caprifoliaceae) were investigated qualitatively by liquid chromatography tandem mass spectrometry. Thirty-one chlorogenic acids and their glycosides were detected and characterized to their regioisomeric level on the basis of their unique fragmentation pattern in the negative ion mode tandem MS spectra. All of them were extracted for the first time from this source and thirteen of them were not reported previously in nature. For the positive identification of chlorogenic acid glycosides by LC-MS(n), multiple reaction monitoring and targeted MS(n) experiments were performed. We have developed an LC-MS(n) method for the systematic identification of chlorogenic acid glycosides and were also able to discriminate between chlorogenic acids and their isobaric glycosides. It was also possible to discriminate between 5-O-(3'-O-caffeoyl glucosyl)quinic acid and 5-O-(4'-O-caffeoyl glucosyl)quinic acid by LC-MS(n). This method can be applied for the rapid and positive identification of chlorogenic acids and their glycosides in plant materials, food and beverages.

Keywords: Chlorogenic acid glycosides; Chlorogenic acids; Flavonoid glycosides; LC-DAD/ESI-MS(n); Lonicera henryi L.; Polyphenols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Beverages / analysis
  • Chlorogenic Acid / analysis
  • Chlorogenic Acid / chemistry
  • Chlorogenic Acid / isolation & purification*
  • Chromatography, High Pressure Liquid
  • Chromatography, Liquid
  • Flavonoids / analysis
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Glycosides / analysis
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Lonicera / chemistry*
  • Molecular Structure
  • Plant Leaves / chemistry
  • Quinic Acid / chemistry
  • Quinic Acid / isolation & purification
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Flavonoids
  • Glycosides
  • Quinic Acid
  • Chlorogenic Acid