Wilsonglucinols A–C (1–3), three new polycyclic polyprenylated acylphloroglucinols (PPAPs) possessing novel homoadamantane architectures based on unusual epoxy-ring-fused systems, along with four new analogues, wilsonglucinols D–G (4–7), were isolated from the aerial parts of Hypericum wilsonii. The structures of the new compounds were determined using a combination of NMR, HRESIMS data, electronic circular dichroism (ECD) comparisons, and X-ray crystallography. Structurally, wilsonglucinol A (1) features a new hexahydrofuro[2,3-c][1,2]dioxine motif, and wilsonglucinols B (2) and C (3) possess unusual decahydro-1,8:6a,10-dimethanocycloocta[1,2-b:1,8-b′]difuran fragments. More significantly, an in vitro bioassay showed that 1, 3, and 9 exhibited moderate immunosuppressive activities against the proliferation of murine splenocytes stimulated by anti-CD3/anti-CD28 monoclonal antibodies, with IC₅₀ values of 9.7, 9.3, and 7.1 μM, respectively.

中文翻译：

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Wilsonglucinols A–C，高金刚烷型多环多烯丙基化酰基间苯二酚，具有不寻常的稠合环氧环骨架，来自金丝桃

Wilsonglucinols A–C（1-3），三种新的多环多亚丙基化酰基间苯三酚（PPAPs）具有新颖的高金刚烷结构，该结构基于不寻常的环氧-环-稠合系统，以及四个新的类似物，wilsonglucinols D–G（4-7）。从贯叶连翘的地上部分。新化合物的结构是通过NMR，HRESIMS数据，电子圆二色性（ECD）比较和X射线晶体学的组合来确定的。在结构上，威松糖醇A（1）具有新的六氢呋喃[2,3- c ] [1,2]二恶英基序，而威松糖醇B（2）和C（3）具有不常见的十氢-1,8：6a，10-二甲基环辛醇[1,2-b：1，8- b ′]二呋喃片段。更显著，一个在体外生物测定表明，1，3，和9对小鼠脾细胞的增殖显示出适度的免疫抑制活性的刺激由抗CD3 /抗CD28的单克隆抗体，用IC _50个9.7，9.3和7.1μM的值，分别。