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Planta Med 1993; 59(1): 71-75
DOI: 10.1055/s-2006-959608
Paper

© Georg Thieme Verlag Stuttgart · New York

Hydroxycinnamic Acid Derivatives, Caffeoylmalic and New Caffeoylaldonic Acid Esters, from Chelidonium majus*,1

Robert Hahn, Adolf Nahrstedt
  • Institut für Pharmazeutische Biologie and Phytochemie der Westfälischen Wilhelms-Universität, D-4400 Münster, Federal Republic of Germany
1 Presented as poster during the meeting of the Society of Medicinal Plant Research, Saarbrücken, FRG, Sept. 1991; Planta Med. 57, A 119 (1991). Part of the projected thesis of R. Hahn.* Dedicated to Professer F. H. Kemper, Münster, on the occasaion of his 65th birthday on February 9, 1992.
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Publication History

1992

1992

Publication Date:
04 January 2007 (online)

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Abstract

HPLC analysis of a hydrolyzed extract obtained from the aerial parts of Chelidonium majus yielded 0.4% caffeic, 0.06% p-coumaric, and 0.02% ferulic acids; gentisic and p-hydroxybenzoic acids were below 0.01%. The caffeic acid derivatives occur as esters of which four were isolated using gel permeation chromatography, centrifugal partition chromatography and HPLC; they were assigned on the basis of their spectroscopic data (1H-, 13C-NMR, UV, MS) as the new (-)-2-(E)-caffeoyl-D-glyceric acid, (-)-4-(E)-caffeoyl-L-threonic acid, (-)-2-(E)-caffeoyl-L-threonic acid lactone, and the known (+)-(E)-caffeoyl-L-malic acid.

Key words

Chelidonium majus - Papaveraceae - hydroxycinnamic acid derivatives - caffeoylglyceric acid - caffeoylthreonic acid - caffeoylthreonic acid lactone - caffeoylmalic acid