Abstract
Nine compounds have been isolated from the ethyl acetate soluble fraction of C. sinensis, namely protocatechuic acid (1), trans-caffeic acid (2), methyl rosmarinate (3), rosmarinic acid (4), kaempferide-3-O-β-D-glucopyranoside (5), kaempferol-3-O-β-D-glucopyranoside (6), quercetin-3-O-β-D-glucopyranoside (7), kaempferide-3-O-α-L-rhamnopyranosyl (1→6)-β-D-glucopyranoside (8) and kaempferol-3-O-α-L-rhamno-pyranosyl (1→6)-β-D-glucopyranoside (9), all reported for the first time from this species. The structures of these compounds were deduced on the basis of spectroscopic studies, including 1D and 2D NMR techniques. Compounds 1–9 were investigated for biological activity and showed significant anti-inflammatory activity in the carrageen induced rat paw edema test. The antioxidant activities of isolated compounds 1–9 were evaluated by the DPPH radical scavenging test, and compounds 1, 2, 4 and 7–9 exhibited marked scavenging activity compared to the standard BHA. These compounds were further studied for their anti-glycation properties and some compounds showed significant anti-glycation inhibitory activity. The purity of compounds 2–5, 8 and 9 was confirmed by HPLC. The implications of these results for the chemotaxonomic studies of the genus Cordia have also been discussed.
Highlights
The genus Cordia belongs to the family Boraginaceae, with some 300 species distributed worldwide, mostly in the warmer regions of the World [1]
In this paper we report the isolation of nine known compounds isolated for the first time from this plant: protocatechuic acid (1) [9], trans-caffeic acid (2) [10], methyl rosmarinate (3) [11], rosmarinic acid (4) [11], kaempferide-3-O-β-D-glucopyranoside (5) [12], kaempferol-3-O-β-D-glucopyranoside (6) [13], quercetin-3-O-β-D-glucopyranoside (7) [14], kaempferide-3-O-α-L-rhamnopyranosyl (1→6)-β-D-glucopyranoside (8) [13] and kaempferol-3-O-α-Lrhamnopyranosyl (1→6)-β-D-glucopyranoside (9) [13] (Figure 1)
The MeOH extract of the aerial part of C. sinensis was divided into different sub-fractions soluble in n-hexane, EtOAc and n-BuOH
Summary
The genus Cordia belongs to the family Boraginaceae, with some 300 species distributed worldwide, mostly in the warmer regions of the World [1]. According to a literature survey, several uses in traditional medicine have been reported for different Cordia species [2,3,4,5,6]. The ethnopharmacological and chemotaxonomic importance of the genus Cordia led us to investigate the chemical constituents of one of its species, namely Cordia sinensis, which is a medicinal plant found widespread in the drier parts of Saudi Arabia, Africa and India [7]. In vivo anti-inflammatory activity for all of the compounds was determined by the carrageen induced rat paw edema test. These compounds were studied for their anti-glycation properties. The purity of compounds 2–5, 8 and 9 was confirmed by analytical HPLC
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