Synthesis of Various Kinds of Isoflavones, Isoflavanes, and Biphenyl-Ketones and Their 1,1-Diphenyl-2-picrylhydrazyl Radical-Scavenging Activities
Synthesis of Various Kinds of Isoflavones, Isoflavanes, and Biphenyl-Ketones and Their 1,1-Diphenyl-2-picrylhydrazyl Radical-Scavenging Activities
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DOI：
10.1248/cpb.57.346
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发表时间：
2009-04-01
影响因子：
1.7
通讯作者：
Akai, Shuji
中科院分区：
文献类型：
--
作者：
Goto, Hideyuki;Terao, Yoshiyasu;Akai, Shuji
由11种取代酚(11)和6种苯乙酸(12)合成了48种异黄酮(8)、31种异黄烷(9)和47种联苯酮(10, 10)。其中，75个化合物为新化合物。使用 1,1-二苯基-2-三硝基苯肼 (DPPH) 在 pH 6.0 下评估这些化合物的自由基清除活性。我们发现，43 种在 A 环或 B 环上具有儿茶酚部分的化合物中，有 39 种表现出与儿茶素相似的高活性（ED50=12-54 μ m）。在这些情况下，其结构的其余部分似乎对其活动影响不大。许多6-或8-羟基异黄烷(9E-I)及其联苯酮衍生物(10E-H)也表现出高活性(ED50=
Forty-eight kinds of isoflavones (8), thirty-one isoflavanes (9), and forty-seven biphenyl-ketones (10, 10) were synthesized from eleven kinds of substituted phenols (11) and six phenylacetic acids (12). Among them, seventy-five compounds are new. The radical scavenging activities of these compounds were evaluated using 1,1-diphenyl-2-picrylhydrazyl (DPPH) at pH 6.0. We found that thirty-nine out of forty-three compounds having a catechol moiety on either the A- or the B-ring exhibited a high activity (ED50=12-54 mu m) similar to that of catechin. In these cases, the remaining part of their structure seemed to have little effect on their activity. Many 6- or 8-hydroxyisoflavanes (9E-I) and their biphenyl-ketone derivatives (10E-H) also showed a high activity (ED50=