title: Hydroxycinnamic Acid Derivatives Obtained from a Commercial Crataegus Extract and from Authentic Crataegus spp.
abstract: Eleven hydroxycinnamic acid derivatives were isolated from a 70% methanolic Crataegus extract (Crataegi folium cum flore) and partly verified and quantified for individual Crataegus species (C. laevigata, C. monogyna, C. nigra, C. pentagyna) by HPLC: 3-O-(E)-p-coumaroylquinic acid (1), 5-O-(E)-p-coumaroyl-quinic acid (2), 4-O-(E)-p-coumaroylquinic acid (3), 3-O-(E)-caffeoylquinic acid (4), 4-O-(E)-caffeoylquinic acid (5), 5-O-(E)-caffeoylquinic acid (6), 3,5-di-O-(E)-caffeoylquinic acid (7), 4,5-di-O-(E)-caffeoylquinic acid (8), (-)-2-O-(E)-caffeoyl-L-threonic acid (9), (-)-4-O-(E)-caffeoyl-L-threonic acid (10), and (-)-4-O-(E)-p-coumaroyl-L-threonic acid (11). Further, (-)-2-O-(E)-caffeoyl-D-malic acid (12) was isolated from C. submollis and also identified for C. pentagyna and C. nigra by co-chromatography. The isolates 10 and 11 were not found in the authentic fresh specimen, indicating that they may be formed during extraction by acyl migration from the 2-O-acylderivatives. Also, 9 and 11 are described here for the first time. All structures were assigned on the basis of their spectroscopic data ((1)H-, (13)C-NMR, MS, optical rotation).
authors.affiliation: Univ. of Münster, Inst. of Pharm. Biology and Phytochemistry, Corrensstr. 48, D-48149 Münster, Germany.
authors.forename: Ulrich
authors.initials: U
authors.lastname: Kuczkowiak
authors.affiliation: Univ. of Münster, Inst. of Pharm. Biology and Phytochemistry, Corrensstr. 48, D-48149 Münster, Germany.
authors.forename: Frank
authors.initials: F
authors.lastname: Petereit
authors.affiliation: Univ. of Münster, Inst. of Pharm. Biology and Phytochemistry, Corrensstr. 48, D-48149 Münster, Germany.
authors.forename: Adolf
authors.initials: A
authors.lastname: Nahrstedt
keywords: Crataegus spp.; Hydroxycinnamic acid derivatives; Hydroxycinnamoyl quinic acids; Hydroxycinnamoyl threonic acids; Rosaceae