Type B polycyclic polyprenylated acylphloroglucinols from the roots of Hypericum beanii

被引:0
作者
LI Wei-Xian [1 ]
XU Wen-Jun [1 ]
LUO Jun [1 ]
YANG Lei [1 ]
KONG Ling-Yi [1 ]
机构
[1] Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China Pharmaceutical University
基金
中国国家自然科学基金; 中国博士后科学基金;
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D O I
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中图分类号
O629 [天然化合物];
学科分类号
070303 ; 081704 ;
摘要
Two new type B polycyclic polyprenylated acylphloroglucinols(PPAPs)(1 and 2) and a known biogenetic precursor hyperbeanol Q(3) were isolated from the root extract of Hypericum beanii, a medicinal plant widespread in southwest China. Their chemical structures were elucidated by 1 D/2 D NMR and HRESIMS data analysis, and absolute configurations were determined through detailed electric circular dichroism(ECD) analysis including ECD exciton chirality, Mo2(OAc)4-induced ECD, and ECD comparison. Of these compounds, hyperbeone A(1) is a typical [3.3.1]-type B PPAP with an unusual C-1 geranyl side chain, and hyperberin C(2) possesses a rare bicyclo[5.3.1]hendecane core. Taking compound 3 as a starting point, a plausible biosynthetic pathway to the bicyclic type B frameworks of 1 and 2 was proposed.
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页码:385 / 390
页数:6
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