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
收藏
页码：313 / 317
页数：5
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