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Cu II 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
Author(s) -
Liu GuoYun,
Yang Jie,
Dai Fang,
Yan WenJing,
Wang Qi,
Li XiuZhuang,
Ding DeJun,
Cao XiaoYan,
Zhou Bo
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201201545
Subject(s) - catechol , chemistry , reactive oxygen species , moiety , dna damage , apoptosis , redox , dna , antioxidant , polyphenol , combinatorial chemistry , biochemistry , photochemistry , stereochemistry , organic chemistry
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.