Effects of boiling on chlorogenic acid and the liver protective effects of its main products against CCl₄-induced toxicity in vitro.
Chlorogenic acid (3-O-caffeoylquinic acid, CA) is the active component in several botanical beverage, vegetables, fruits, and herbal drugs. The effect of water boiling on the bioactivity of CA was studied. CA could be isomerized to 4-O-caffeoylquinic acid (4-O-CA) and 5-O-caffeoylquinic acid (5-O-CA) in decoctive extraction, and each of the isomers occupied about one-third of the total caffeoylquinic acids. A novel method, using water elution of microsphere resin, was used to purify CA and its 2 isomers. The yield of CA, 4-O-CA, and 5-O-CA was 82%, 5.6%, and 50%, with the purity of 98%, 97%, and 99%, respectively. The DPPH radical scavenging assay showed that 4-O-CA, 5-O-CA, and CA exhibited similar activity. However, there was no significant difference between 4-O-CA and 5-O-CA when used against CCl₄-induced toxicity in hepG2 cells. Our studies show that isomerization is the main transformation of CA in boiling, and the decoction could not decrease the anti-oxidant activity of CA.
Biochemistry Programme, School of Life Sciences, The Chinese Univ. of Hong Kong, Shatin, N.T., Hong Kong.
Shidong
S
Kan
Matt Wan Man
MW
Cheung
Yanling
Y
Zhou
Wing Shing
WS
Ho
D002252:Carbon Tetrachloride Poisoning / Q000188:drug therapy; D002470:Cell Survival / Q000187:drug effects; D002726:Chlorogenic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use; D004355:Drug Stability; D020834:Ethnopharmacology; D035264:Flowers / Q000737:chemistry; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D056945:Hep G2 Cells; D022781:Hepatocytes / Q000187:drug effects*; D006358:Hot Temperature; D006801:Humans; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D007536:Isomerism; D031239:Lonicera / Q000737:chemistry; D008516:Medicine, Chinese Traditional; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D011801:Quinic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use
D002726:Chlorogenic Acid; D016166:Free Radical Scavengers; D010936:Plant Extracts; D011801:Quinic Acid; C472707:caffeoylquinic acid; C473200:5-caffeoylquinic acid
antioxidant activity; chlorogenic acid; hepg2 cell line; purification; transformation