Distribution of a new rosmarinic acid derivative in Eryngium alpinum L. and other Apiaceae.
The roots of Eryngium alpinum L. (Apiaceae) demonstrated radical scavenging properties toward the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical in a TLC autographic assay. Isolation of the bioactive compounds allowed the identification of R-(+)-3'-O-beta-D-glucopyranosyl rosmarinic acid, a new rosmarinic acid derivative. The quantitative determination of the antioxidant capacity of the compound by chemoluminescence demonstrated half the activity of R-(+)-rosmarinic acid. To find another source richer in this compound, a chemotaxonomic study was conducted. The higher content was found in the aerial parts of Sanicula europeae L., also belonging to the Saniculoideae subfamily. Although present in most of the Eryngium species, this compound was not detected in Imperatoria ostruthium L., Pimpinella peregrina L., and Levisticum officinalis L. species from the Apioideae subfamily and Hydrocotyle asiatica L. from the Hydrocotyloideae subfamily. The results indicate that the new derivative R-(+)-3'-O-beta-D-glucopyranosyl rosmarinic acid is a potential chemotaxonomic marker of the Saniculoideae subfamily.
Le Claire
Emilie
E
Alpaflor/Pentapharm, Engelgasse 109, CH-4002 Basel, Switzerland.
Schwaiger
Stefan
S
Banaigs
Bernard
B
Stuppner
Hermann
H
Gafner
Frank
F
D000975:Antioxidants / Q000032:analysis; D019661:Apiaceae / Q000737:chemistry* / Q000145:classification; D001713:Biphenyl Compounds; D002934:Cinnamates / Q000032:analysis*; D002965:Classification; D053630:Depsides; D031049:Eryngium / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000737:chemistry; D008163:Luminescent Measurements; D009005:Monosaccharides / Q000032:analysis*; D010851:Picrates / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D000097123:Rosmarinic Acid
D000975:Antioxidants; D001713:Biphenyl Compounds; D002934:Cinnamates; D053630:Depsides; D016166:Free Radical Scavengers; D009005:Monosaccharides; D010851:Picrates; D000097123:Rosmarinic Acid; C501718:3'-O-beta-D-glucopyranosyl rosmarinic acid; C004931:1,1-diphenyl-2-picrylhydrazyl