Antiphotooxidative Activity of Protoberberines Derived from Coptis japonica Makino in the Chlorophyll-Sensitized Photooxidation of Oil

Antiphotooxidative components were isolated from the methanolic extract of Coptis japonica Makino by liquid−liquid partitioning fractionation, subsequent column chromatography on Sephadex LH-20 and silica gel, and preparative silica gel TLC. The isolated compounds were identified as coptisine, jatro...

Full description

Saved in:
Bibliographic Details
Published in:Journal of agricultural and food chemistry 2000-04, Vol.48 (4), p.1058-1063
Main Authors: Kim, Jin Pyo, Jung, Mun Yhung, Kim, Jong-Pyung, Kim, Sung Yeol
Format: Article
Language:English
Subjects:
Animals
Antioxidants - isolation & purification
Antioxidants - pharmacology
Berberine - isolation & purification
Berberine - pharmacology
Berberine Alkaloids - chemistry
Berberine Alkaloids - isolation & purification
Berberine Alkaloids - pharmacology
Biological and medical sciences
Chlorophyll
General pharmacology
Lipid Peroxidation - drug effects
Medical sciences
Microsomes, Liver - drug effects
Microsomes, Liver - metabolism
Oxidation-Reduction
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plant Extracts
Plant Oils
Plant Roots
Plants, Medicinal
Rats
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Antiphotooxidative components were isolated from the methanolic extract of Coptis japonica Makino by liquid−liquid partitioning fractionation, subsequent column chromatography on Sephadex LH-20 and silica gel, and preparative silica gel TLC. The isolated compounds were identified as coptisine, jatrorrizhine, berberine, and magnoflorine by a combination of spectroscopic studies using UV−visible, IR, mass-spectrometry, and NMR. Coptisine, jatrorrizhine, and berberine isolated from Coptis japonica Makino showed strong antiphotooxidative activity in the chlorophyll-sensitized photooxidation of linoleic acid. However, these compounds did not show either inhibitory activity against lipid peroxidation in rat liver microsomes nor DPPH radical scavenging activity, indicating that their antiphotooxidative activity was not due to the radical chain reaction breaking ability but due to singlet oxygen quenching activity. Commercially available authentic protoberberines (berberine chloride and palmatine chloride) also showed strong antioxidative activity in the chlorophyll-sensitized photooxidation of linoleic acid. The antiphotooxidative activities of the berberine chloride and palmatine chloride were significantly higher than that of ascorbyl palmitate in the chlorophyll-sensitized photooxidation of linoleic acid. These results clearly showed for the first time the antiphotooxidative properties of protoberberines in chlorophyll-sensitized photooxidation of oil. Keywords: Coptis japonica Makino; photooxidation; berberine; coptisine; jatrorrizhine; magnoflorine; chlorophylls; singlet oxygen
ISSN:0021-8561
1520-5118
DOI:10.1021/jf9909297