4',7-二乙酰氧基芹菜素的合成及其对人肝癌Hep G2细胞的凋亡诱导作用

Synthesis of 4',7-diacetoxyapigenin and its apoptotic induction in human Hep G2 cells.

作者信息

Xu Keyong, Liu Feng, Liu Benguo, Gao Han, Ning Zhengxiang

机构信息

College of Light Industry and Food Science, South China University of Technology, Guangzhou 510640, China; E-Mail:

出版信息

Int J Mol Sci. 2010 Apr 30;11(5):1991-8. doi: 10.3390/ijms11051991.

DOI:10.3390/ijms11051991

PMID:20559496

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2885088/

Abstract

In this study, 4',7-diacetoxyapigenin [4-(7-acetoxy-5-hydroxy-4-oxo-4H-chromen-2-yl) phenyl acetate] was synthesized for the first time. Its chemical structure was identified by UV, ESI-MS, (1)H and (13)C-NMR. It could inhibit the proliferation of Hep G2 cells in a dose-dependent manner and induce the significant increase of the G0/G1 cell population. After treatment by 4',7-diacetoxyapigenin, phosphatidylserine of Hep G2 cells could significantly translocate to the surface of the membrane. The increase of an early apoptotic population was observed by both annexin-FITC and PI staining. It was concluded that 4',7-diacetoxyapigenin not only induced cells to enter into apoptosis, but also affected the progress of the cell cycle.

摘要

在本研究中，首次合成了4',7-二乙酰氧基芹菜素[4-(7-乙酰氧基-5-羟基-4-氧代-4H-色烯-2-基)苯基乙酸酯]。通过紫外光谱、电喷雾电离质谱、氢核磁共振和碳-13核磁共振对其化学结构进行了鉴定。它能以剂量依赖的方式抑制肝癌细胞系Hep G2细胞的增殖，并诱导G0/G1期细胞数量显著增加。用4',7-二乙酰氧基芹菜素处理后，Hep G2细胞的磷脂酰丝氨酸可显著转移至细胞膜表面。通过膜联蛋白-FITC和碘化丙啶染色均观察到早期凋亡细胞数量增加。得出的结论是，4',7-二乙酰氧基芹菜素不仅能诱导细胞进入凋亡，还能影响细胞周期进程。