LDL-Antioxidant Pterocarpans from Roots of Glycine max (L.) Merr.
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The methanolic root extract of Glycine max (L.) Merr. was chromatographed, which yielded 10flavonoids, including three isoflavones 1-3, five pterocarpans 4-8, one flavonol 9, and oneanthocyanidin 10. All isolated compounds were examined for LDL-antioxidant activities using fourdifferent assay systems on the basis of Cu2+-mediated oxidation. Among them, seven compoundsshowed potent LDL-antioxidant activities in the thiobarbituric acid reactive substances (TBARS) assay,the lag time of conjugated diene formation, relative electrophoretic mobility (REM), and fragmentationof apoB-100 on copper-mediated LDL oxidation. Three pterocarpans 4, 6, and 7, never reported asLDL-antioxidant, showed potent activities with IC50 values of 19.8, 0.9, 45.0 M, respectively, incomparison with probucol (IC50 = 5.6 M) as positive control. Interestingly, coumestrol 6 (IC50 = 0.9M) showed 20 times more activity in the TBARS assay than genistein (IC50 = 30.1 M) and daidzein(IC50 = 21.6 M), representative antioxidants in soybean. Moreover, coumestrol 6 had an extendedlag time of 190 min at 3.0 M in measuring conjugated diene formation, while both genistein (120min) and daidzein (93 min) lag times were extended to less than 120 min at the same concentration.Keywords: Glycine max (L.) Merr. roots; LDL-antioxidation; atherosclerosis; pterocarpan; coumestrol

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