Structures of 4-aryl-coumarin (neoflavone) dimers isolated from Pistacia chinensis BUNGE and their estrogen-like activity

Structures of 4-aryl-coumarin (neoflavone) dimers isolated from Pistacia chinensis BUNGE and their estrogen-like activity
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DOI:
10.1248/cpb.48.505
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发表时间:
2000-04-01
影响因子:
1.7
通讯作者:
Akiyama, T
Akiyama, T
中科院分区:
医学4区
文献类型:
--
作者:
Nishimura, S;Taki, M;Akiyama, T

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活性导向分馏黄连木的树枝导致两个新的成分作为有效的雌激素激动剂的分离和表征。在光谱分析和与相关化合物比较的基础上,它们的结构被阐明为4-芳基二氢香豆素的3,3-双素数二聚体(3,4-二氢-4-(4 '-羟基苯基)-7-羟基香豆素),不同之处仅在于两个4-芳基香豆素部分之间的键的立体化学布置。这些化合物是已被证明具有雌激素样活性的双类黄酮的第一个例子。
Activity-guided fractionation of twigs of Pistacia chinensis resulted in the isolation and characterization of two novel ingredients as potent estrogen agonists. On the basis of spectral analysis and comparison with a related compound their structures were elucidated as 3,3-double-prime-dimers of 4-aryldihydrocoumarins (3,4-dihydro-4-(4'-hydroxyphenyl)-7-hydroxycoumarin) differing only in the stereochemical disposition of the linkage between the two 4-arylcoumarin moieties. These compounds are the first examples of bis-flavonoids which have been proven to possess estrogen-like activity.