Nine 2-(2-Phenylethyl)chromone Derivatives from the Resinous Wood of Aquilaria sinensis and Their Inhibition of LPS-Induced NO Production in RAW 264.7 Cells

被引:154
作者
Chen, Dong [1 ]
Xu, Zhengren [1 ]
Chai, Xingyun [2 ]
Zeng, Kewu [1 ]
Jia, Yanxing [1 ]
Bi, Dan [1 ]
Ma, Zhizhong [1 ]
Tu, Pengfei [1 ]
机构
[1] Peking Univ, Hlth Sci Ctr, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
[2] Beijing Univ Chinese Med, Modern Res Ctr Tradit Chinese Med, Beijing 100029, Peoples R China
基金
中国国家自然科学基金;
关键词
Biological activity; Chromones; Configuration determination; Anti-inflammatory agents; Eaglewood; Natural products; AGALWOOD JINKO; BI-PHENYLETHYLCHROMONES; NITRIC-OXIDE; AGARWOOD; CHROMONE; EXTRACT;
D O I
10.1002/ejoc.201200725
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
A phytochemical investigation of aquilariae lignum resinatum, the resinous wood of Aquilaria sinensis (Lour.) Gilg, led to the isolation of nine new 2-(2-phenylethyl)chromone derivatives, aquilarones AI (19), together with two known analogues (10 and 11). Their structures were elucidated by extensive spectroscopic analyses, including UV, IR, NMR, and electronic circular dichroism (ECD) data, as well as by chemical methods. The absolute configuration of aquilarone A (1) was confirmed by single-crystal X-ray diffraction analysis of its acetonide derivative 1a. All the compounds exhibited significant inhibition of the nitric oxide production in RAW 264.7 cells, with IC50 values in the range of 5.1222.26 mu M. In addition, an HPLCUV comparison analysis of the resinous wood and resin-free wood is also included.
引用
收藏
页码:5389 / 5397
页数:9
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