Molecules2017,Vol.22Issue(2) :14.DOI:10.3390/molecules22020265

Structure-Antioxidative and Anti-Inflammatory Activity Relationships of Purpurin and Related Anthraquinones in Chemical and Cell Assays

Nam, Woo Kim, Sung Phil Nam, Seok Hyun Friedman, Mendel
Molecules2017,Vol.22Issue(2) :14.DOI:10.3390/molecules22020265

Structure-Antioxidative and Anti-Inflammatory Activity Relationships of Purpurin and Related Anthraquinones in Chemical and Cell Assays

Nam, Woo 1Kim, Sung Phil 2Nam, Seok Hyun 1Friedman, Mendel3
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作者信息

  • 1. Ajou Univ, Dept Biol Sci, Suwon 16499, South Korea
  • 2. Ajou Univ, Res Inst Basic Sci, Suwon 16499, South Korea
  • 3. ARS, Western Reg Res Ctr, USDA, Albany, CA 94710 USA
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Abstract

Anthraquinone (9,10-anthraquinone) and several hydroxy derivatives, including purpurin (1,2,4-trihydroxyanthraquinone), anthrarufin (1,5-dihydroxyanthraquinone), and chrysazin (1,8-dihydroxyanthraquinone), were evaluated for antioxidative and anti-inflammatory activities in chemical assays and mammalian cells (murine macrophage RAW 264.7 cells). Several tests were used to assess their activities: 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical; ABTS radical cation; hydrogen peroxide scavenging; reduction of potassium ferricyanide; chelation of ferrous ions; inhibition of lipid peroxidation; inhibition of nitric oxide generation; scavenging of the intracellular hydroxyl radical; expression of NLRP3 polypeptide for inflammasome assembly; and quantitation of proinflammatory cytokine interleukin 1 (IL-1) for inflammasome activation. The results show that purpurin, from the root of the madder plant (Rubia tinctorum L.), exhibited the highest antioxidative activity in both chemical and cultured cell antioxidant assays. The antioxidative activities of the other three anthraquinones were lower than that of purpurin. In addition, purpurin could down-regulate NLRP3 inflammasome assembly and activation, suggesting that it might protect foods against oxidative damage and prevent in vivo oxidative stress and inflammation. Structure-activity relationships and the significance of the results for food quality and human health are discussed.

Key words

purpurin/anthraquinones/BHA/antioxidant tests/macrophage cells/reactive oxygen species/inflammasome activation/anti-inflammatory/cytokines/health benefits

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出版年

2017
Molecules

Molecules

SCI
ISSN:1420-3049
被引量30
参考文献量50
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