Li Xican, Han Lu, Li Yunrong, Zhang Jing, Chen Jiemin, Lu Wenbiao, Zhao Xiaojun, Lai Yingtao, Chen Dongfeng, Wei Gang
School of Chinese Herbal Medicine, Guangzhou University of Chinese Medicine.
Chem Pharm Bull (Tokyo). 2016;64(4):319-25. doi: 10.1248/cpb.c15-00850. Epub 2016 Feb 3.
As a phenolic alkaloid occurring in Cruciferous plants, sinapine was observed to protect mesenchymal stem cells (MSCs) against ·OH-induced damage in this study. It was also found to prevent DNA from damage, to scavenge various free radicals (·OH, ·O2(-), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid diammonium salt) (ABTS)(+·), and 1,1-diphenyl-2-picrylhydrazyl radical (DPPH·)), and to reduce Cu(2+) to Cu(+). To further explore the mechanism, the end-product of sinapine reaction with DPPH· was determined using HPLC-electrospray ionization (ESI)-MS/MS and HPLC-diode array detector (DAD). Four molecular ion peaks (m/z 701, 702, 703, and 351) in HPLC-ESI-MS/MS analysis indicated a radical adduct formation (RAF) pathway; while a bathochromic shift (λ(max) 334→475 nm) in HPLC-DAD indicated the formation of quinone as the oxidized product of the phenolic -OH group. Based on these results, it may be concluded that, (i) sinapine can effectively protect against ·OH-induced damage to DNA and MSCs; such protective effect may provide evidence for a potential role for sinapine in MSC transplantation therapy, and be responsible for the beneficial effects of Cruciferous plants. (ii) The possible mechanism for sinapine to protect against ·OH-induced oxidative damage is radical-scavenging, which is thought to be via hydrogen atom (H·) transfer (HAT) (or sequential electron (e) proton transfer (SEPT))→RAF pathways.
作为十字花科植物中存在的一种酚类生物碱,在本研究中观察到芥子碱可保护间充质干细胞(MSC)免受·OH诱导的损伤。还发现它可防止DNA损伤,清除各种自由基(·OH、·O2(-)、2,2'-联氮-双-(3-乙基苯并噻唑啉-6-磺酸)二铵盐(ABTS)(+·)和1,1-二苯基-2-苦基肼自由基(DPPH·)),并将Cu(2+)还原为Cu(+)。为进一步探究其机制,使用高效液相色谱-电喷雾电离(ESI)-串联质谱和高效液相色谱-二极管阵列检测器(DAD)测定了芥子碱与DPPH·反应的终产物。高效液相色谱-电喷雾电离-串联质谱分析中的四个分子离子峰(m/z 701、702、703和351)表明形成了自由基加合物(RAF)途径;而高效液相色谱-二极管阵列检测器检测到的红移(λ(max) 334→475 nm)表明形成了醌,这是酚羟基的氧化产物。基于这些结果,可以得出以下结论:(i)芥子碱可有效保护DNA和MSC免受·OH诱导的损伤;这种保护作用可能为芥子碱在MSC移植治疗中的潜在作用提供证据,并解释十字花科植物的有益效果。(ii)芥子碱保护免受·OH诱导的氧化损伤的可能机制是自由基清除,推测其通过氢原子(H·)转移(HAT)(或顺序电子(e)质子转移(SEPT))→RAF途径实现。