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CuII 离子与具有邻苯二酚部分的二苯乙烯-色满杂合体协同诱导 HepG2 细胞的 DNA 损伤、细胞周期停滞和细胞凋亡:一种有趣的酸碱促进的促氧化剂反应。

CuII ions and the stilbene-chroman hybrid with a catechol moiety synergistically induced DNA damage, and cell cycle arrest and apoptosis of HepG2 cells: an interesting acid/base-promoted prooxidant reaction.

机构信息

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, PR China.

出版信息

Chemistry. 2012 Aug 27;18(35):11100-6. doi: 10.1002/chem.201201545. Epub 2012 Jul 17.

Abstract

Development of potential cancer treatment strategies by using an exogenous reactive oxygen species (ROS)-generating agent (prooxidant) or redox intervention, has attracted much interest. One effective ROS generation method is to construct a prooxidant system by polyphenolic compounds and Cu(II) ions. This work demonstrates that Cu(II) and the stilbene-chroman hybrid with a catechol moiety could synergistically induce pBR322 plasmid DNA damage, as well as cell cycle arrest and apoptosis of HepG2 cells. Additionally, an interesting acid/base-promoted prooxidant reaction was found. The detailed chemical mechanisms for the reaction of the hybrid with Cu(II) in acid, neutral and base solutions are proposed based on UV/Vis spectral changes and identification of the related oxidative intermediates and products.

摘要

利用外源性活性氧(ROS)生成剂(促氧化剂)或氧化还原干预来开发潜在的癌症治疗策略引起了广泛关注。一种有效的 ROS 生成方法是通过多酚化合物和 Cu(II)离子构建促氧化剂体系。本工作表明,Cu(II)和具有儿茶酚部分的二苯乙烯-色满杂合体可以协同诱导 pBR322 质粒 DNA 损伤,以及 HepG2 细胞的细胞周期停滞和凋亡。此外,还发现了一种有趣的酸碱促进的促氧化剂反应。基于紫外/可见光谱变化以及相关氧化中间体和产物的鉴定,提出了该杂合体在酸性、中性和碱性溶液中与 Cu(II)反应的详细化学机理。

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