Low density lipoprotein (LDL)-antioxidant flavonoids from roots of Sophora flavescens.
Oxidation of low density lipoprotein (LDL) is strongly implicated as a key process in the onset of atherosclerosis. In this study, nine alkylated (C10-C5) flavonoids from Sophora flavescens were examined for their inhibitory effects on copper-induced LDL oxidation. Of the flavonoids tested, sophoraflavanone G (1), kurarinone (2), kurarinol (3), norkurarinol (4), and kuraridin (9) inhibited the generation of thiobarbituric acid reactive substances (TBARS) with IC50s of 7.9, 14.5, 22.0, 26.9, and 17.5 microM, respectively. The most potent inhibitor, compound 1, also demonstrated significant activities in complementary in vitro investigations, such as lag time (130 min at 5 microM), relative electrophoretic mobility (REM) of ox-LDL (80% inhibition at 20 microM), and fragmentation of apoB-100 (inhibition of 71% at 20 microM). Analysis of the structures of these compounds reveals that a resorcinol moiety in the B-ring is strongly correlated with protection of LDL-oxidation.
Jeong
Tae-Sook
TS
National Research Laboratory of Lipid Metabolism & Atherosclerosis, Korea Research Institute of Bioscience and Biotechnology, Daejeon, Republic of Korea.
Ryu
Young Bae
YB
Kim
Hoi Young
HY
Curtis-Long
Marcus John
MJ
An
Sojin
S
An
So Jin
SJ
Lee
Jin Hwan
JH
Lee
Woo Song
WS
Park
Ki Hun
KH
D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D053299:Apolipoprotein B-100 / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D019327:Copper Sulfate / Q000494:pharmacology; D024202:Electrophoretic Mobility Shift Assay; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D008077:Lipoproteins, LDL / Q000097:blood / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D018517:Plant Roots / Q000737:chemistry; D029909:Sophora / Q000737:chemistry*; D013329:Structure-Activity Relationship; D017392:Thiobarbituric Acid Reactive Substances / Q000032:analysis
D000975:Antioxidants; D053299:Apolipoprotein B-100; D005419:Flavonoids; D008077:Lipoproteins, LDL; D017392:Thiobarbituric Acid Reactive Substances; D019327:Copper Sulfate