Chicoric acid (dicaffeyltartic acid): Its isolation from chicory (Chicorium intybus) and synthesis
References (3)
- et al.
Ann. Chim.
(1957)
Cited by (84)
In-solution structural studies involving a phospholipase A<inf>2</inf>-like myotoxin and a natural inhibitor: Plasticity of oligomeric assembly affects mechanisms of inhibition
2021, BiochimieCitation Excerpt :However, PD values did not eliminate the possibility that monomers were present, which was similar to results of tests that directly assessed effects of buffer III. CA is a phenolic vegetal compound derivative of caffeic and tartaric acid, which was initially isolated from Cichorium intybus leaves [48]. After its discovery, this compound was identified within plants of 13 different orders (more frequently in Asteraceae species) [49], and has been associated with several types of therapeutic activities (reviewed in [32,49,50]).
Caffeic acid ester derivatives and flavonoids of genus Arnaldoa (Asteraceae, Barnadesioideae)
2019, Biochemical Systematics and EcologyCitation Excerpt :The structures of the isolated compounds were established based on 1D and 2D-NMR spectroscopy, high-resolution MS and MS/MS analyses, and comparison with literature data. 2-O-Caffeoyltartaric acid (1) (Singleton et al., 1978), 5-O-caffeoylquinic acid (3) (Forino et al., 2015), caffeic acid (4) (Flamini et al., 2001), 2,3-O-dicaffeoyltartaric acid (9) (Scarpati and Oriente, 1958), quercetin-3-O-rutinoside (10) (Beck and Häberlein., 1999), quercetin-3-O-glucoside (11) (Manguro et al., 2003), and the putative quercetin-3-O-(6-O-malonyl)-glucoside (14) (Katsube et al., 2006) were isolated from A. weberbaueri. Additionally, 3-O-caffeoylquinic acid (2), 4-O-caffeoylquinic acid (5), 5-O-caffeoylquinic acid (3) (Pauli et al., 1998; Forino et al., 2015), 5-O-feruloylquinic acid (7), 3,4-O-dicaffeoylquinic acid (13), 1,5-O-dicaffeoylquinic acid (15), 3,5-O-dicaffeoylquinic acid (16), 4,5-O-dicaffeoylquinic acid (19) (Pauli et al., 1998, Pantoja Pulido et al., 2017), 4-O-caffeoyl-2-C-methyl-D-erythronic acid (8), 3-O-caffeoyl-2-(2-propyl)-2-hydroxybutanedioic acid (17), 3-O-caffeoyl-2-(2-butyl)-2-hydroxybutanedioic acid (20) (Ccana-Ccapatinta et al., 2017) and quercetin-3-O-glucoronide (12) (Bouktaib et al., 2002) were isolated from T. diversifolia.
Structural basis of phospholipase A<inf>2</inf>-like myotoxin inhibition by chicoric acid, a novel potent inhibitor of ophidian toxins
2018, Biochimica et Biophysica Acta - General SubjectsCitation Excerpt :The final crystallographic structure of the BthTX-I/CA complex was deposited in the Protein Data Bank under the code PDB ID: 6DIK. Chicoric acid (CA) is a phenolic vegetal compound derivative of caffeic and tartaric acid isolated initially from Cichorium intybus leaves [62]. After its discovery, this compound was found in 13 different plant orders, most often in Asteraceae species [63].
Identification of chicoric acid as a hypoglycemic agent from Ocimum gratissimum leaf extract in a biomonitoring in vivo study
2014, FitoterapiaCitation Excerpt :Lamidey et al. (2002) reported a specific rotation of − 242.7° ([α]D22, c = 0.89, methanol) for l-chicoric acid, a value similar to that observed in our study [33]. Scarpati and Oriente (1958) however found a quite different value: − 384.2° ([α]D25, c = 1.075, methanol) using the same solvent employed by Lamidey et al. (2002) [34]. For l-caftaric acid, the reported [α]D20 is − 30.3° (c = 2, H2O) [35].
Sortase A inhibitory metabolites from the roots of Pulsatilla koreana
2014, Bioorganic and Medicinal Chemistry LettersSynthesis of tartaric acid analogues of FR258900 and their evaluation as glycogen phosphorylase inhibitors
2013, Bioorganic and Medicinal Chemistry Letters