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

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.

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Publication details

The article was received on 16 Mar 2018, accepted on 14 May 2018 and first published on 17 May 2018


Article type: Paper
DOI: 10.1039/C8OB00650D
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Hypermonins A and B, two 6-norpolyprenylated acylphloroglucinols with unprecedented skeletons from Hypericum monogynum

    X. Hao, Y. Zeng, P. Yi, W. Gu, C. Xiao, L. Huang, D. Tian, H. Yan, D. Chen and C. Yuan, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB00650D

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