Chicoric Acid

Chicoric acid is a dicaffeoyl ester that has been found in C. intybus with diverse biological activities. Chicoric acid (50-200 µg/ml) dose-dependently reduces the viability of Caco-2 and HCT116 human colorectal cancer cells. It inhibits HIV integrase activities, including 3'-processing of a DNA oligonucleotide and integration with template DNA (IC50s = 1.1 and 0.8 µM, respectively). Chicoric acid (0.5-10 µM) noncompetitively inhibits integration of HIV DNA by HIV integrase and, at concentrations greater than or equal to 5 µM, inhibits HIV entry into H9 cells. Oral administration of chicoric acid (10 and 30 mg/kg) reduces hepatic lipid accumulation, lipid peroxidation, and fibrosis, inhibits production of pro-inflammatory cytokines and activation of NF-kB, and activates the AMPK signaling pathway in a mouse model of non-alcoholic steatohepatitis (NASH) induced by a methionine and choline-deficient diet. Chicoric acid (2 mg/kg) also reduces blood glucose levels by 54% in mice with streptozotocin-induced diabetes.Formal Name: (2R,3R)-2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-butanedioic acid. CAS Number: 70831-56-0. Synonyms: L-Chicoric Acid, Dicaffeoyltartaric Acid, NSC 99173. Molecular Formula: C22H18O12. Formula Weight: 474.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS (pH 7.2)(1:3): 0.25 mg/ml, DMSO: 25 mg/ml. lambdamax: 220, 248, 334 nm. SMILES: OC1=CC=C(/C=C/C(O[C@@H](C(O)=O)[C@H](C(O)=O)OC(/C=C/C2=CC(O)=C(O)C=C2)=O)=O)C=C1O. InChi Code: InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1. InChi Key: YDDGKXBLOXEEMN-IABMMNSOSA-N.