Antioxidation and Cytoprotection of Acteoside and Its Derivatives: Comparison and Mechanistic Chemistry.
Antioxidation and Cytoprotection of Acteoside and Its Derivatives: Comparison and Mechanistic Chemistry.
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类叶升麻苷及其衍生物的抗氧化和细胞保护作用：比较和机理化学
DOI：
10.3390/molecules23020498
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发表时间：
2018-02-23
期刊：
影响因子：
--
通讯作者：
Chen D
中科院分区：
文献类型：
--
作者：
Li X;Xie Y;Li K;Wu A;Xie H;Guo Q;Xue P;Maleshibek Y;Zhao W;Guo J;Chen D
本研究试图探讨糖残基的作用及酚类苯丙素类抗氧化剂的作用机制。利用各种抗氧化试验比较研究了毛蕊花糖苷、芹菜糖苷β B和鼠李糖苷Polyumoside的沿着。在3种电子转移（ET）方法（FRAP、CUPRAC、PTIO·-清除pH 4.5）中，毛蕊花糖苷的相对抗氧化水平大致为：毛蕊花糖苷>甘草甜素B >灰树花糖苷。在pH 7.4的H+-转移参与的PTIO·-清除试验中也观察到这种顺序，在三种多途径参与的自由基清除试验中，ABTS+·-清除、DPPH·-清除和·O2−-清除。在紫外-可见光谱中，它们与Fe ~（2+）混合后，在335→364 nm处均出现一个红移，并在480和719 nm处出现两个弱吸收峰，而类黄酮苷的吸收最弱。超高效液相色谱-电喷雾四极杆飞行时间串联质谱（UPLC-ESI-Q-TOF-MS/MS）分析未发现自由基加合物形成（RAF）峰，MTT法显示poliumoside对氧化应激的骨髓间充质干细胞具有最高的活性。结论：毛蕊花糖苷、野甘菊苷B和蒲公英苷可能通过多种途径发挥抗氧化作用，包括ET、H+-转移或Fe 2 +-螯合，但不包括RAF。ET和H+-转移可能受到鼠李糖基和阿朴糖基部分的阻碍;然而，两个糖残基（特别是鼠李糖基部分）可以增强Fe 2 +-螯合潜力。鼠李糖基和阿朴糖基部分的一般作用是改善抗氧化或细胞保护作用。
The study tried to explore the role of sugar-residues and mechanisms of phenolic phenylpropanoid antioxidants. Acteoside, along with its apioside forsythoside B and rhamnoside poliumoside, were comparatively investigated using various antioxidant assays. In three electron-transfer (ET)-based assays (FRAP, CUPRAC, PTIO•-scavenging at pH 4.5), the relative antioxidant levels roughly ruled as: acteoside >forsythoside B > poliumoside. Such order was also observed in H+-transfer-involved PTIO•-scavenging assay at pH 7.4, and in three multiple-pathway-involved radical-scavenging assays, i.e., ABTS+•-scavenging, DPPH•-scavenging, and •O2−-scavenging. In UV-vis spectra, each of them displayed a red-shift at 335→364 nm and two weak peaks (480 and 719 nm), when mixed with Fe2+; however, acteoside gave the weakest absorption. In Ultra-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UPLC−ESI−Q−TOF−MS/MS) analysis, no radical-adduct-formation (RAF) peak was found. MTT assay revealed that poliumoside exhibited the highest viability of oxidative-stressed bone marrow-derived mesenchymal stem cells. In conclusion, acteoside, forsythoside B, and poliumoside may be involved in multiple-pathways to exert the antioxidant action, including ET, H+-transfer, or Fe2+-chelating, but not RAF. The ET and H+-transfer may be hindered by rhamnosyl and apiosyl moieties; however, the Fe2+-chelating potential can be enhanced by two sugar-residues (especially rhamnosyl moiety). The general effect of rhamnosyl and apiosyl moieties is to improve the antioxidant or cytoprotective effects.
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