Planta Med 1993; 59(2): 164-167
DOI: 10.1055/s-2006-959635
Papers

© Georg Thieme Verlag Stuttgart · New York

Tetragalloylquinic Acid, the Major Antiasthmatic Principle of Galphimia glauca

A. Neszmélyi1 , B. Kreher2 , A. Müller2 , W. Dorsch3 , H. Wagner2
  • 1Central Research Institute for Chemistry of the Hungarian Academy of Science, 59 Pusztaszeri ut, H-1025 Budapest, Hungary
  • 2Institute of Pharmaceutical Biology, Ludwig Maximilians University, Karlstr.29, D(W)-8000 München 2, Federal Republic of Germany
  • 3Children's Hospital, Johannes Gutenberg University, Langenbeckstr.1, D(W)-6500 Mainz, Federal Republic of Germany
Further Information

Publication History

1992

1992

Publication Date:
04 January 2007 (online)

Abstract

In the search for antiasthmatic principles in plant drugs, a bioguided fractionation of an alcoholic extract of Galphimia glauca was performed using a plethysmographic in vivo model. Tetragalloylquinic acid (G1), which was found together with other compounds (gallic acid, methyl gallate, ellagic acid, and flavonoid acylglycosides), showed the highest activity against bronchial hyperreactivity and allergic reactions. Using mass and NMR spectroscopy in combination with energy calculations, the structure G1 was elucidated as tetra-O-galloylquinic acid. Depending on the solvent used, the quinic acid skeleton can occupy a fixed conformation or several interconverting ones on the NMR time scale.