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首页> 外文期刊>Archiv der Pharmazie >Synthesis and Antioxidant Properties of (3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and Its Derivatives
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Synthesis and Antioxidant Properties of (3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and Its Derivatives

机译：（3,4-二羟基苯基）（2,3,4-三羟基苯基）甲酮及其衍生物的合成及抗氧化性能

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摘要

(3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone (5) and its two derivatives with bromine were synthesized from reactions such as bromination and demethylation of (3,4-dimethoxyphenyl)(2,3,4-trimethoxyphenyl)methanone (6). The Wolf-Kishner reduction product (9) of 6 and its three derivatives with bromine were obtained. 4-(3,4-Dihydroxybenzyl)benzene-1,2,3-triol and its dibromide derivative (16) were also synthesized from 9 and the corresponding dibromide derivative. The in vitro antioxidant activities of nine new compounds synthesized in these reactions were determined by analyzing the radical scavenging activities of bromophenols for 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS), 1,1-diphenyl-2-picryl-hydrazyl (DPPH), N,N-dimethyl-p-phenylenediamine (DMPD), and the superoxide anion radical () and examining the total reducing power through Fe3+-Fe2+ transformation, FRAP and CUPRAC assays and the ferrous ions (Fe2+) chelating activities. Moreover, the results of these activities were compared to those of standard antioxidant compounds such as butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), -tocopherol, and trolox. The results showed that the synthesized bromophenols had effective antioxidant power. The phenol 5 with two phenolic rings and five phenolic hydroxyl groups was the most potent antioxidant and radical scavenger. In conclusion, the new compounds are promising molecules to be used owing to their potential antioxidant properties.
机译：由（3,4-二甲氧基苯基）（2,3,4-）的溴化和去甲基化反应合成（3,4-二羟基苯基）（2,3,4-三羟基苯基）甲酮（5）及其两种溴衍生物。三甲氧基苯基）甲酮（6）。获得了6的Wolf-Kishner还原产物（9）及其与溴的三种衍生物。还由9和相应的二溴化物衍生物合成了4-（3，4-二羟基苄基）苯-1，2，3-三醇及其二溴化物衍生物（16）。通过分析溴酚对2,2'-叠氮基双（3-乙基苯并噻唑啉-6-磺酸）（ABTS），1,1-的自由基清除活性，确定了在这些反应中合成的九种新化合物的体外抗氧化活性。二苯基-2-吡啶基-肼基（DPPH），N，N-二甲基-对苯二胺（DMPD）和超氧阴离子自由基（），并通过Fe 3 + -Fe检测总还原能力 2 + 转化，FRAP和CUPRAC分析以及亚铁离子（Fe 2 + ）的螯合活性。此外，将这些活性的结果与标准抗氧化剂化合物如丁基化羟基茴香醚（BHA），丁基化羟基甲苯（BHT），生育酚和trolox的结果进行了比较。结果表明，所合成的溴酚具有有效的抗氧化能力。具有两个酚环和五个酚羟基的酚5是最有效的抗氧化剂和自由基清除剂。总之，由于其潜在的抗氧化特性，这些新化合物有望被使用。

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