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4个天然1,7-二芳基庚烷类化合物的合成

Studies on the Synthesis of Four Natural 1,7-Diarylheptanoids

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【作者】 李绍白刘运根朱明钊

【Author】 LI Shao-Bai *, LIU Yun-Gen, ZHU Ming-Zhao (National Laboratory of Applidied Organic Chemistry, Lanzhou University, Lanzhou 730000, China)

【机构】 兰州大学化学化工学院应用有机化学国家重点实验室应用有机化学国家重点实验室 兰州730000兰州730000兰州730000

【摘要】 合成了 4个天然 1 ,7-二芳基庚烷类化合物 :1 -(4′-羟基 -3′-甲氧基苯基 ) -7-(4″-羟基苯基 ) -5 -羟基 -3-庚酮 (1 ) ,1 -(4′-羟基 -3′-甲氧基苯基 ) -7-(4″-羟基苯基 ) -4 -庚烯 -3-酮 (2 ) ,1 -(3′,4′-二羟基苯基 ) -7-(4″-羟基苯基 ) -5 -羟基 -3-庚酮 (3) ,1 -(3′,4′-二羟基苯基 ) -7-(4″-羟基苯基 ) -4 -庚烯 -3-酮 (4 ) .化合物 1 ,2 ,4为首次合成 .

【Abstract】 Diarylheptanoids constitute a distinct group of metabolites of natural plant characterized by two aromatic rings linked by a linear seven aliphatic chain. There have been few reports on the biological activities of diarylheptanoids, most of which appearing in the areas of anti-inflammatory, anti-oxidative, superoxide scavenging and anti-hepatotoxic effects. Some of them are used as traditional medicine in Asia. Compounds 1 and 2 were firstly isolated from the rhizomes of Zingiber offical respectively. 1-(3′,4′-Dihydroxyphenyl)-7-(4″-hydroxyphenyl)-4-hepten-3-one(4) was firstly isolated from the flowers of A. japonica. Herein, we report the synthesis of these four natural 1,7-diarylheptanoids, 5-hydroxy-1-(4′-hydroxy-3′-methoxyphenyl)-7-(4″-hydroxyphenyl)-3-heptanone (1), 1-(4′-hydroxy-3′-methoxyphenyl)-7-(4″-hydroxyphenyl)hept-4-en-3-one (2)(Gingerenone C), 5-hydroxy-1-(3′,4′-dihydroxyphenyl)-7-(4″-hydroxyphenyl)-3-heptanone (3) and 1-(3′,4′-dihydroxyphenyl)-7-(4″-hydroxyphenyl)hept-4-en-3-one (4). And compounds 1, 2 and 4 were firstly synthesized.

【基金】 兰州大学应用有机化学国家重点实验室开放基金资助
  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,2003年08期
  • 【分类号】O629
  • 【被引频次】2
  • 【下载频次】274
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