Furanmonogones A and B: two rearranged acylphloroglucinols with a 4,5-seco-3(2H)-furanone core from the flowers of Hypericum monogynum

被引：27

作者：

Xu, Wen-Jun ^{[1
]}

Luo, Jun ^{[1
]}

Li, Rui-Jun ^{[1
]}

Yang, Ming-Hua ^{[1
]}

Kong, Ling-Yi ^{[1
]}

机构：

[1] China Pharmaceut Univ, Dept Nat Med Chem, State Key Lab Nat Med, 24 Tong Jia Xiang, Nanjing 210009, Jiangsu, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 02期

关键词：

POLYCYCLIC POLYPRENYLATED ACYLPHLOROGLUCINOLS; A-D; DERIVATIVES; STEREOCHEMISTRY; CHEMISTRY; SKELETON; ANALOGS;

D O I：

10.1039/c6qo00620e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Furanmonogones A (1) and B (2), two rearranged acylphloroglucinols with an unprecedented 4,5-seco-3(2H)-furanone skeleton, were isolated from the flowers of Hypericum monogynum. Their structures were established based on 1D- and 2D-NMR data, quantum chemical predictions (QCP) of C-13 NMR chemical shifts, and electronic circular dichroism (ECD) calculations. Baeyer-Villiger oxidation at the single bond (C4-C5) of the acylphloroglucinol core was proposed as a key step in the plausible biogenetic pathway of 1 and 2.

引用

页码：313 / 317

页数：5

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