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Hyperdioxanes, dibenzo-1,4-dioxane derivatives from the roots of Hypericum ascyron
Journal of Natural Medicines ( IF 3.3 ) Pub Date : 2021-06-17 , DOI: 10.1007/s11418-021-01540-y
Kanji Niwa 1 , Naonobu Tanaka 1 , Yusei Shimomoto 1 , Daisuke Tsuji 1 , Sang-Yong Kim 2 , Mareshige Kojoma 2 , Kohji Itoh 1 , Chin-Ho Chen 3 , Kuo-Hsiung Lee 4 , Yoshiki Kashiwada 1
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Six dibenzo-1,4-dioxane derivatives (16) were isolated from the roots of a Hypericaceous plant Hypericum ascyron. Spectroscopic analyses revealed 2 and 46 to be new compounds. The partial racemic natures of 13 were concluded by chiral HPLC analyses, while 5 was confirmed to be a racemate. The absolute configurations 14 were deduced on the basis of ECD calculations. Biological activity evaluation of the dibenzo-1,4-dioxane derivatives along with two related compounds: hyperdioxanes A (7) and B (8), previously isolated from the same plant material by our group demonstrated that 7 exhibit an anti-HIV activity (IC50 5.3 μM, TI 7.2) while 8 showed an inhibitory effect on IL-1β production (inhibition rate: 72.3% at 6.3 μM) from LPS-stimulated microglial cells.



中文翻译:

Hyperdioxanes,来自金丝桃根的二苯并-1,4-二恶烷衍生物

六二苯并-1,4-二恶烷衍生物(1 - 6)从一个Hypericaceous植物的根中分离金丝桃ascyron。分光分析显示24 - 6是新的化合物。的部分外消旋性质1 - 3分别通过手性HPLC分析得出的结论,而5被证实为外消旋体。绝对构型14是根据 ECD 计算推导出来的。二苯并 1,4-二恶烷衍生物以及两种相关化合物的生物活性评估:高二恶烷 A ( 7 ) 和 B ( 8 )),我们小组之前从同一植物材料中分离出的结果表明,7 种表现出抗 HIV 活性(IC 50 5.3 μM,TI 7.2),而8 种表现出对 IL-1β 产生的抑制作用(抑制率:6.3 μM 时为 72.3% ) 来自 LPS 刺激的小胶质细胞。

更新日期:2021-06-18
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