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 (1H-, 13C-NMR, MS, optical rotation).
Highlights
As for the pharmacological properties, phytochemical studies of the last three decades have been focused on flavonoids and oligomeric procyanidins [see ref. 2-6 and literature cited therein]
Some common cinnamic acids and benzoic acids were found after acidic hydrolysis of a methanolic total extract from the callus culture of Crataegus monogyna [7]
5-p-coumaroylquinic acid was detected from Crataegus monogyna cell suspension cultures [13]
Summary
The monograph “hawthorn leaf and flower” (Crataegi folium cum flore) of the European Pharmacopoeia (PhEur) consists of the dried flowers and bearing branches of Crataegus monogyna Jacq. Et Kit. ex Willd., C. nigra Waldst. In contrast to the polyphenols, the knowledge about hydroxycinnamic acids and their derivatives in the drug material was limited. Some common cinnamic acids and benzoic acids were found after acidic hydrolysis of a methanolic total extract from the callus culture of Crataegus monogyna [7]. 5-p-coumaroylquinic acid was detected from Crataegus monogyna cell suspension cultures [13]. The aim of the present study was to analyse the hydroxycinnamic acid derivatives (HCAs) from a commercial Crataegus extract (LI 132) in detail and to analyze them in the single Crataegus species used in the PhEur monograph
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
