Mechanism of isomers and analogues of resveratrol dimers selectively quenching singlet oxygen by UHPLC-ESI-MS2
Mechanism of isomers and analogues of resveratrol dimers selectively quenching singlet oxygen by UHPLC-ESI-MS2
复制标题
UHPLC-ESI-MS2白藜芦醇二聚体异构体和类似物选择性猝灭单线态氧的机制
DOI：
10.1016/j.foodchem.2017.06.021
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发表时间：
2017-12-15
期刊：
影响因子：
8.8
通讯作者：
Ren, Xueyan
中科院分区：
文献类型：
--
作者：
Yin, Xuefeng;Yu, Jia;Ren, Xueyan
Stilbenoids, in particular, resveratrol and its dimers are abundantly present in Vitis vinifera and proved to be quenchers with selective singlet oxygen. However, only a few mechanisms are reported for their complex molecular architectures. Hence, UHPLC combined with accurate MS is employed to investigate the photo-radiation mechanism of resveratrol dimers systematically..: Resorcinol ring exists in Scirpusin A 1, Trans-epsilon-viniferin 2 and Trans-sigma-viniferin 3. The photochemical products were 14 Da or 16 Da higher than reagents and underwent an endoperoxide intermediate to quinones;.: [2+2] cyclization of intramolecular trans-double bond. The products were 18 Da greater than substrates thereby cycloaddited to oxygen heterocyclic;. : [4+1], [4+2] cyclization of oxetane formed products were 28 Da and 44 Da higher than 3, 2 and 1. IV : 5-phenol-2,3-dihydrobenzofuran ring exists in 2 been oxidized, causing the products at 16 Da, 32 Da higher than 2. This is the first to reveal the generally regular mechanism of stilbenoids quenching singlet oxygen. (C) 2017 Elsevier Ltd. All rights reserved.
