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巴西绿蜂胶中一个新的肉桂酸衍生物的分离、鉴定和合成及 LC-MS/MS 同时定量分析其生物活性成分

Isolation, Identification, and Synthesis of a New Prenylated Cinnamic Acid Derivative from Brazilian Green Propolis and Simultaneous Quantification of Bioactive Components by LC-MS/MS.

机构信息

Institute for Bee Products & Health Science, Yamada Bee Company, Incorporated , 194 Ichiba , Kagamino-cho, Okayama 708-0393 , Japan.

RIKEN Center for Sustainable Resource Science , Wako, Saitama , 351-0198 , Japan.

出版信息

J Agric Food Chem. 2019 Nov 6;67(44):12303-12312. doi: 10.1021/acs.jafc.9b04835. Epub 2019 Oct 23.

Abstract

A new cinnamic acid derivative, ()-3-[4-hydroxy-3-(()-3-formyl-2-butenyl)phenyl]-2- propenoic acid () has been isolated from the ethanol extract of Brazilian green propolis along with three known cinnamic acid derivatives, 3,4-dihydroxy-5-prenyl-()-cinnamic acid (), capillartemisin A (), and 2,2-dimethylchromene-6-()-propenoic acid (), and a flavonoid, dihydrokaempferide () by liquid-liquid participation, a series of column chromatography and preparative HPLC. Their structures have been determined by spectroscopic analyses and chemical synthesis of compound . The simultaneous quantification of 20 constituents, including 10 cinnamic acid derivatives, 7 flavonoids, and 3 caffeoylquinic acid derivatives, has also been developed and validated using LC-MS/MS. The new compound was shown to activate PPAR α but not PPAR β or γ.

摘要

从巴西绿蜂胶的乙醇提取物中分离得到了一种新的肉桂酸衍生物()-3-[4-羟基-3-(()-3-糠醛基-2-丁烯基)苯基]-2-丙烯酸(),此外还有三种已知的肉桂酸衍生物,3,4-二羟基-5-戊烯基-()-肉桂酸()、毛蕊花糖苷 A()和 2,2-二甲基色烯-6-()-丙烯酸(),以及一种黄酮类化合物二氢山柰酚()。通过液液萃取、一系列柱层析和制备 HPLC 分离得到了这些化合物。通过光谱分析和化合物的化学合成确定了它们的结构。还采用 LC-MS/MS 对包括 10 种肉桂酸衍生物、7 种黄酮类化合物和 3 种咖啡酰奎宁酸衍生物在内的 20 种成分进行了同时定量分析。结果表明,新化合物 可激活 PPARα,但不激活 PPARβ或 PPARγ。

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