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从贯叶连翘中得到的两个具有全新骨架的 6-去甲倍半萜酰基间苯三酚:hypermonin A 和 B。

Hypermonins A and B, two 6-norpolyprenylated acylphloroglucinols with unprecedented skeletons from Hypericum monogynum.

机构信息

State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, People's Republic of China.

出版信息

Org Biomol Chem. 2018 Jun 6;16(22):4195-4198. doi: 10.1039/c8ob00650d.

DOI:10.1039/c8ob00650d
PMID:29796533
Abstract

Two new 6-norpolycyclic polyprenylated acylphloroglucinols (PPAPs), hypermonins A (1) and B (2), featuring an undescribed decahydroindeno[1,7-bc]furan ring system, were isolated from the leaves and twigs of Hypericum monogynum. These compounds are a pair of epimers with opposite configurations at the C-5 position. Their structures, including their absolute configurations, were determined by extensive spectroscopic analysis and electronic circular dichroism (ECD) calculations. A plausible biosynthetic pathway of 1 and 2 was also proposed. Compound 1 exhibited a significant protective effect against corticosterone-induced injury in PC12 cells.

摘要

从贯叶连翘的叶和嫩枝中分离得到两个新的 6-降多环聚异戊烯基酰基间苯三酚(PPAPs),即hypermonin A(1)和 B(2),它们具有一个未被描述的十氢茚并[1,7-bc]呋喃环系统。这些化合物是一对在 C-5 位置具有相反构型的差向异构体。通过广泛的光谱分析和电子圆二色性(ECD)计算确定了它们的结构,包括绝对构型。还提出了 1 和 2 的可能生物合成途径。化合物 1 对皮质酮诱导的 PC12 细胞损伤表现出显著的保护作用。

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