School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical Univ., 110016, Shenyang, China.
School of Pharmacy, Shenyang Pharmaceutical Univ., 110016, Shenyang, China.
J Food Sci. 2018 Oct;83(10):2622-2628. doi: 10.1111/1750-3841.14349. Epub 2018 Sep 17.
To establish a structure-activity relationship for procyanidins, we verified the cyto-protective effect of 13 grape seed procyanidins, ranging from monomers to trimers against H O -induced oxidative stress in PC-12 neuroblastoma cells. Our study demonstrated some procyanidins were able to significantly protect PC-12 cells from the H O -induced cytotoxicity suggesting they possess neuroprotective effects against oxidative stress. Procyanidins' protective effects against oxidative stress mainly depended on their polymerization degree in addition to their structural features. A positive correlation was found between procyanidins' polymerization degree and the protective effect against oxidative stress in PC-12 cells. The presence of 3- or 3'-galloylated groups in the C-ring of procyanidin molecules significantly increased their protective activity as well. These results demonstrated that galloylated high-molecular-mass procyanidins would be of more interesting as promising antioxidant natural compounds. This work for the first time demonstrated the structure-activity relationships of 13 procyanidins' antioxidative stress activity, which could have a significant impact on future development of procyanidins for healthy food products or drugs to treat disease such as neurodegenerative disorders.
This work evaluated the protective effect of procyanidins against oxidative stress in PC-12 neuroblastoma cells and established their activity-structure relationships, which provides useful cellular evidence for the further investigating the structure-optimizing and function-exploiting of procyanidins.
为了建立原花青素的构效关系,我们验证了 13 种葡萄籽原花青素单体到三聚体对 PC-12 神经母细胞瘤细胞中 H 2 O 2 诱导的氧化应激的细胞保护作用。我们的研究表明,一些原花青素能够显著保护 PC-12 细胞免受 H 2 O 2 诱导的细胞毒性,表明它们具有抗氧化应激的神经保护作用。原花青素对氧化应激的保护作用主要取决于其聚合度,此外还与其结构特征有关。原花青素对 PC-12 细胞氧化应激的保护作用与聚合度呈正相关。原花青素分子 C 环中存在 3-或 3'-没食子酰基,显著提高了其保护活性。这些结果表明,没食子酰基化的高分子质量原花青素将更有意义,是有前途的抗氧化天然化合物。这项工作首次证明了 13 种原花青素抗氧化应激活性的构效关系,这对未来开发原花青素作为健康食品或治疗神经退行性疾病等疾病的药物具有重要意义。
本工作评价了原花青素对 PC-12 神经母细胞瘤细胞氧化应激的保护作用,并建立了其活性-结构关系,为进一步研究原花青素的结构优化和功能利用提供了有用的细胞证据。