Antioxidant properties of butein isolated from Dalbergia odorifera.
The antioxidant properties of butein, isolated from Dalbergia odorifera T. Chen, were investigated in this study. Butein inhibited iron-induced lipid peroxidation in rat brain homogenate in a concentration-dependent manner with an IC50, 3.3+/-0.4 microM. It was as potent as alpha-tocopherol in reducing the stable free radical diphenyl-2-picrylhydrazyl (DPPH) with an IC0.200, 9.2+/-1.8 microM. It also inhibited the activity of xanthine oxidase with an IC50, 5.9+/-0.3 microM. Besides, butein scavenged the peroxyl radical derived from 2,2-azobis(2-amidinopropane) dihydrochloride (AAPH) in aqueous phase, but not that from 2,2-azobis(2, 4-dimethylvaleronitrile) (AMVN) in hexane. Furthermore, butein inhibited copper-catalyzed oxidation of human low-density lipoprotein (LDL), as measured by conjugated dienes and thiobarbituric acid-reactive substance (TBARS) formations, and electrophoretic mobility in a concentration-dependent manner. Spectral analysis revealed that butein was a chelator of ferrous and copper ions. It is proposed that butein serves as a powerful antioxidant against lipid and LDL peroxidation by its versatile free radical scavenging actions and metal ion chelation.
Cheng
Z J
ZJ
Pharmacological Institute, College of Medicine, National Taiwan University, No. 1, Jen-Ai Rd., Sect. 1, Taipei, Taiwan.
Kuo
S C
SC
Chan
S C
SC
Ko
F N
FN
Teng
C M
CM
D000818:Animals; D000975:Antioxidants; D015764:Bepridil / Q000031:analogs & derivatives / Q000737:chemistry; D001713:Biphenyl Compounds; D001921:Brain / Q000378:metabolism; D002599:Chalcone / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology; D047188:Chalcones; D002614:Chelating Agents; D003300:Copper / Q000737:chemistry; D005296:Ferrous Compounds / Q000737:chemistry / Q000494:pharmacology; D016166:Free Radical Scavengers; D005609:Free Radicals; D006801:Humans; D007223:Infant; D015227:Lipid Peroxidation / Q000187:drug effects; D008077:Lipoproteins, LDL / Q000378:metabolism; D010084:Oxidation-Reduction; D010545:Peroxides / Q000378:metabolism; D010851:Picrates; D010944:Plants / Q000737:chemistry*; D051381:Rats; D014810:Vitamin E / Q000494:pharmacology
D000975:Antioxidants; D001713:Biphenyl Compounds; D047188:Chalcones; D002614:Chelating Agents; D005296:Ferrous Compounds; D016166:Free Radical Scavengers; D005609:Free Radicals; D008077:Lipoproteins, LDL; D010545:Peroxides; D010851:Picrates; D014810:Vitamin E; C049375:perhydroxyl radical; C040918:butein; D002599:Chalcone; D015764:Bepridil; D003300:Copper; C004931:1,1-diphenyl-2-picrylhydrazyl