| Caffeic Acid Phenyl Ester (CAPE) Protects against Iron-Mediated Cellular DNA Damage through Its Strong Iron-Binding Ability and High Lipophilicity | |
Shao, Bo; Mao, Li; Tang, Miao; Yan, Zhu-Ying; Shao, Jie; Huang, Chun-Hua ; Sheng, Zhi-Guo; Zhu, Ben-Zhan
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| 2021-05 | |
| Source Publication | ANTIOXIDANTS
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| Volume | 10Issue:5Pages:- |
| Abstract | Caffeic acid phenethyl ester (CAPE) and its structurally-related caffeic acid (CA), ferulic acid (FA) and ethyl ferulate (EF) are constituents of honeybee propolis that have important pharmacological activities. This study found that CAPE-but not CA, FA, and EF-could effectively prevent cellular DNA damage induced by overloaded iron through decreasing the labile iron pool (LIP) levels in HeLa cells. Interestingly, CAPE was found to be more effective than CA in protecting against plasmid DNA damage induced by Fe(II)-H2O2 or Fe(III)-citrate-ascorbate-H2O2 via the inhibition of hydroxyl radical (center dot OH) production. We further provided more direct and unequivocal experimental evidences for the formation of inactive CAPE/CA-iron complexes. CAPE was found to have a stronger iron-binding ability and a much higher lipophilicity than CA. Taken together, we propose that the esterification of the carboxylic moiety with phenethyl significantly enhanced the iron-binding ability and lipophilicity of CAPE, which is also responsible for its potent protection against iron-mediated cellular DNA damage. A study on the iron coordination mechanism of such natural polyphenol antioxidants will help to design more effective antioxidants for the treatment and prevention of diseases caused by metal-induced oxidative stress, as well as help to understand the structure-activity relationships of these compounds. |
| Department | 环境化学与生态毒理学国家重点实验室 |
| Keyword | caffeic acid phenethyl ester iron DNA damage hydroxyl radical redox-inactive iron complex lipophilicity |
| WOS Research Area | Biochemistry & Molecular Biology ; Chemistry, Medicinal ; Food Science & Technology |
| Document Type | 期刊论文 |
| Identifier | https://ir.rcees.ac.cn/handle/311016/45677 |
| Collection | 环境化学与生态毒理学国家重点实验室 |
| Affiliation | 1.Jining Med Univ, Dept Publ Hlth, Jining 272067, Peoples R China 2.Chinese Acad Sci, Res Ctr Ecoenvironm Sci, State Key Lab Environm Chem & Ecotoxicol, Beijing 100085, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100085, Peoples R China 4.Res Ctr Ecoenvironm Sci & Hong Kong Baptist Univ, Joint Inst Environm Sci, Beijing 100085, Peoples R China 5.Res Ctr Ecoenvironm Sci & Hong Kong Baptist Univ, Joint Inst Environm Sci, Hong Kong 999077, Peoples R China |
| Recommended Citation GB/T 7714 | Shao, Bo,Mao, Li,Tang, Miao,et al. Caffeic Acid Phenyl Ester (CAPE) Protects against Iron-Mediated Cellular DNA Damage through Its Strong Iron-Binding Ability and High Lipophilicity[J]. ANTIOXIDANTS,2021,10(5):-. |
| APA | Shao, Bo.,Mao, Li.,Tang, Miao.,Yan, Zhu-Ying.,Shao, Jie.,...&Zhu, Ben-Zhan.(2021).Caffeic Acid Phenyl Ester (CAPE) Protects against Iron-Mediated Cellular DNA Damage through Its Strong Iron-Binding Ability and High Lipophilicity.ANTIOXIDANTS,10(5),-. |
| MLA | Shao, Bo,et al."Caffeic Acid Phenyl Ester (CAPE) Protects against Iron-Mediated Cellular DNA Damage through Its Strong Iron-Binding Ability and High Lipophilicity".ANTIOXIDANTS 10.5(2021):-. |
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