Radical dynamics of puerarin as revealed by laser flash photolysis and spin density analysis
文献类型:期刊论文
作者 | Tian, Yu-Xi1,2; Han, Rui-Min1; Fu, Li-Min1; Zhang, Jian-Ping1,2; Skibsted, Leif H.3 |
刊名 | JOURNAL OF PHYSICAL CHEMISTRY B
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出版日期 | 2008-02-21 |
卷号 | 112期号:7页码:2273-2280 |
ISSN号 | 1520-6106 |
DOI | 10.1021/jp709579s |
英文摘要 | Puerarin, a C-glycoside of daidzein, forms upon direct photoexcitation in acetonitrile an excited-state with a lifetime of 4.2 mu s assigned by oxygen quenching and sensitized formation of triplet zeaxanthin as a triplet and phenoxyl radicals of ms lifetime insensitive to oxygen and with spin density delocalized over the ACB isoflavonoid ring system, [ACB](center dot), as shown by laser flash photolysis and theoretical spin density calculations. Photoexcitation of A-ring 7-phenolate puerarin yields a [AC](center dot) radical, which converts into the [ACB](center dot) radical with a rate constant of 3.6 x 10(5) s(-1) in 5% methanolic acetonitrile in a process triggered by B-ring deprotonation (4'-phenol). For the 7-phenolate with the 4'-phenol derivatized to yield a propyl anisole, no rearrangement of the initially formed [AC](center dot) radical was observed. With the A-ring phenol derivatized, the 7-propyl-4'-phenolate forms a radical with spin density delocalized over the CB ring system, [CB](center dot), together with a minor fraction of [ACB](center dot) due to propyl radical dissociations confirmed by BDE-calculations. Dianionic puerarin forms initially the [ACB](center dot) radical, which is converted into the [CB](center dot) radical in a slower process (1.6 x 10(4) s(-1)) assigned to 7-methylation. The radical dynamics is discussed in relation to puerarin/carotenoid antioxidant synergism at water/lipid interphases. |
语种 | 英语 |
WOS记录号 | WOS:000253222300050 |
出版者 | AMER CHEMICAL SOC |
源URL | [http://ir.iccas.ac.cn/handle/121111/63345] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Han, Rui-Min |
作者单位 | 1.Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China 2.Chinese Acad Sci, Inst Chem, State Key Lab Struct Chem Unstabe & Stable Specie, BNLMS, Beijing 100080, Peoples R China 3.Univ Copenhagen, Fac Life Sci, Dept Food Chem, DK-1058 Frederiksberg, Denmark |
推荐引用方式 GB/T 7714 | Tian, Yu-Xi,Han, Rui-Min,Fu, Li-Min,et al. Radical dynamics of puerarin as revealed by laser flash photolysis and spin density analysis[J]. JOURNAL OF PHYSICAL CHEMISTRY B,2008,112(7):2273-2280. |
APA | Tian, Yu-Xi,Han, Rui-Min,Fu, Li-Min,Zhang, Jian-Ping,&Skibsted, Leif H..(2008).Radical dynamics of puerarin as revealed by laser flash photolysis and spin density analysis.JOURNAL OF PHYSICAL CHEMISTRY B,112(7),2273-2280. |
MLA | Tian, Yu-Xi,et al."Radical dynamics of puerarin as revealed by laser flash photolysis and spin density analysis".JOURNAL OF PHYSICAL CHEMISTRY B 112.7(2008):2273-2280. |
入库方式: OAI收割
来源:化学研究所
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