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Radical scavenging and chemical repair of rutin observed by pulse radiolysis: as a basis for radiation protection

Pulse radiolysis was conducted to investigate: several fundamental reactions of a natural flavonoid, rutin, and its glycosylated form (αG-rutin) as a basis for their radiation protection properties; the reactions with * OH (radical scavenging) and dGMP radical, dGMP * (chemical repair), which was us...

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Published in:Free radical research 2019-10, Vol.53 (9-10), p.1005-1013
Main Authors: Yu, Hao, Yamashita, Shinichi
Format: Article
Language:English
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Summary:Pulse radiolysis was conducted to investigate: several fundamental reactions of a natural flavonoid, rutin, and its glycosylated form (αG-rutin) as a basis for their radiation protection properties; the reactions with * OH (radical scavenging) and dGMP radical, dGMP * (chemical repair), which was used as a model of initial and not yet stabilised damage on DNA. Three absorption peaks were commonly seen in the reactions of the flavonoids with * OH, showing that their reactive site is the common structure, i.e. aglycone. One among the three peaks was attributed to the flavonoid radical produced as a result of the removal of a hydrogen atom. The same peak was found in their reactions with dGMP * , showing that dGMP * is chemically repaired by obtaining a hydrogen atom supplied from the flavonoids. Such a spectral change due to the chemical repair was as clear as never reported. The rate constants of the chemical repair reaction were estimated as (9 ± 2)×10 8  M −1  s −1 and (6 ± 1)×10 8  M −1  s −1 for rutin and αG-rutin, respectively. The rate constants of the radical scavenging reactions towards * OH were estimated as (1.3 ± 0.3)×10 10  M −1  s −1 and (1.0 ± 0.1)×10 10  M −1  s −1 for rutin and αG-rutin, respectively. In addition, there was no obvious difference between rutin and αG-rutin, indicating that the glycosylation does not change early chemical reactions of rutin.
ISSN:1071-5762
1029-2470
DOI:10.1080/10715762.2019.1667991