Dioxasampsones A and B, Two Polycyclic Polyprenylated Acylphloroglucinols with Unusual Epoxy-Ring-Fused Skeleton from Hypericum sampsonii

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• 作者：Wen-Jing Tian ; Yu-Qin Qiu ; Xiao-Jun Yao ; Hai-Feng Chen ; Yi Dai ; Xiao-Kun Zhang ; Xin-Sheng Yao
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：December 19, 2014
• 年：2014
• 卷：16
• 期：24
• 页码：6346-6349
• 全文大小：336K
• ISSN：1523-7052

文摘

Dioxasampsones A and B (1 and 2), two new polycyclic polyprenylated acylphloroglucinols with an unusual epoxy-ring-fused skeleton by new ways of cyclization, along with a new nor-PPAPs hypersampson R (3) with the loss of C-31鈥?3 in isopentenyl, were isolated from the aerial parts of Hypericum sampsonii. 1 possessed an unexpected hexacyclic skeleton with a rare 2,7-dioxabicyclo[2.2.1]heptane moiety, and 2 featured a unique tetrahydrofuro[3,4-b]furan-fused tricycle[4.3.1.1^5,7]undecane skeleton. The gross structures of the new compounds were determined by extensive NMR spectroscopic methods. Their absolute configurations were deduced by single-crystal X-ray diffraction and ECD calculations.