Hyperdioxanes, dibenzo-1,4-dioxane derivatives from the roots of Hypericum ascyron

Hyperdioxanes, dibenzo-1,4-dioxane derivatives from the roots of Hypericum ascyron
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Hyperdioxane,二苯并-1,4-二恶烷衍生物,来自金丝桃根

DOI:
10.1007/s11418-021-01540-y
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发表时间:
2021
影响因子:
3.3
通讯作者:
Kashiwada Yoshiki
Kashiwada Yoshiki
中科院分区:
医学3区
文献类型:
--
作者:
Niwa Kanji;Tanaka Naonobu;Shimomoto Yusei;Tsuji Daisuke;Kim Sang-Yong;Kojoma Mareshige;Itoh Kohji;Chen Chin-Ho;Lee Kuo-Hsiung;Kashiwada Yoshiki

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从一种金丝科植物胸草根中分离得到6个二苯并-1,4-二恶烷衍生物(1-6)。光谱分析显示2和4 - 6为新化合物。通过手性高效液相色谱分析确定了1 - 3的部分外消旋性质,而5为外消旋体。在ECD计算的基础上推导出了绝对构型1 - 4。对二苯并-1,4-二恶烷衍生物以及两个相关化合物:高二恶烷A(7)和B(8)的生物活性评估表明,7具有抗hiv活性(IC505.3 μM, TI 7.2),而8对lps刺激的小胶质细胞产生IL-1β有抑制作用(抑制率:6.3 μM, 72.3%)。
Six dibenzo-1,4-dioxane derivatives (1–6) were isolated from the roots of a Hypericaceous plantHypericum ascyron. Spectroscopic analyses revealed2and4–6to be new compounds. The partial racemic natures of1–3were concluded by chiral HPLC analyses, while5was confirmed to be a racemate. The absolute configurations1–4were 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 that7exhibit an anti-HIV activity (IC505.3 μM, TI 7.2) while8showed an inhibitory effect on IL-1β production (inhibition rate: 72.3% at 6.3 μM) from LPS-stimulated microglial cells.
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