Protective Effect Against Hydroxyl Radical-induced DNA Damage and Antioxidant Mechanism of [6]-gingerol: A Chemical Study

Bulletin of the Korean chemical society

Xican Li¹  a¹  Dongfeng Chen¹  Li Chen¹  Weizhao Lu¹  Jing Lin¹  Lu Han¹  Xianwen Chen¹ 

关键词: [6]-Gingerol;    Hydrogen atom transfer;    Sequential electron proton transfer;    Antioxidant mechanism;    Hydroxyl radical;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

[6]-Gingerol is known as the major bioactive constituent of ginger. In the study, it was observed to effectively protect against •OH-induced DNA damage (IC50 328.60 ± 24.41 μM). Antioxidant assays indicated that [6]- gingerol could efficiently scavenge various free radicals, including •OH radical (IC50 70.39 ± 1.23 μM), •O2 − radical (IC50 228.40 ± 9.20 μM), DPPH• radical (IC50 27.35 ± 1.44 μM), and ABTS+• radical (IC50 2.53 ± 0.070 μM), and reduce Cu2+ ion (IC50 11.97 ± 0.68 μM). In order to investigate the possible mechanism, the reaction product of [6]-gingerol and DPPH• radical was further measured using HPLC combined mass spectrometry. The product showed a molecular ion peak at m/z 316 [M+Na]+, and diagnostic fragment loss (m/z 28) for quinone. On this basis, it can be concluded that: (i) [6]-gingerol can effectively protect against •OH-induced DNA damage; (ii) a possible mechanism for [6]-gingerol to protect against oxidative damage is •OH radical scavenging; (iii) [6]-gingerol scavenges •OH radical through hydrogen atom (H•) transfer (HAT) and sequential electron (e) proton transfer (SEPT) mechanisms; and (iv) both mechanisms make [6]-gingerol be oxidized to semi-quinone or quinone forms.

【 授权许可】

Unknown