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.
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.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, PR China.
Guo-Yun
GY
Liu
Jie
J
Yang
Fang
F
Dai
Wen-Jing
WJ
Yan
Qi
Q
Wang
Xiu-Zhuang
XZ
Li
De-Jun
DJ
Ding
Xiao-Yan
XY
Cao
Bo
B
Zhou
D000137:Acid-Base Imbalance; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D002396:Catechols / Q000737:chemistry*; D059447:Cell Cycle Checkpoints / Q000187:drug effects; D002839:Chromans / Q000737:chemistry*; D003300:Copper / Q000737:chemistry* / Q000494:pharmacology; D004247:DNA / Q000737:chemistry; D053938:DNA Fragmentation / Q000187:drug effects; D056945:Hep G2 Cells; D006801:Humans; D016877:Oxidants / Q000737:chemistry* / Q000494:pharmacology; D010957:Plasmids / Q000737:chemistry; D017382:Reactive Oxygen Species / Q000737:chemistry; D013057:Spectrum Analysis; D013267:Stilbenes / Q000737:chemistry*
D000970:Antineoplastic Agents; D002396:Catechols; D002839:Chromans; D016877:Oxidants; D017382:Reactive Oxygen Species; D013267:Stilbenes; D003300:Copper; D004247:DNA; C034221:catechol