College of Enology, Northwest A&F University, Yangling, Shaanxi 712100, China; LAQV/REQUIMTE, Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal.
LAQV/REQUIMTE, Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal.
Food Chem. 2020 Jul 1;317:126398. doi: 10.1016/j.foodchem.2020.126398. Epub 2020 Feb 11.
Malvidin-3-O-glucoside, malvidin-3,5-O-diglucoside, malvidin-3-O-(6-O-coumaroyl)-glucoside-5-O-glucoside from Chinese Vitis davidii red wine were used to investigate the role of glucoside, diglucoside and coumaroylated glucoside moieties on their transport efficiency through MKN-28 gastric and Caco-2 intestinal cells. Due to the already described conversion of 3-O-glucosylated anthocyanins into 3-O-glucuronidated, the 3-O-glucuronidated metabolite of malvidin-3-O-glucoside was also tested. The antiproliferative activity was higher for the glucuronidated metabolite in both cell lines. All anthocyanins were transported through MKN-28 gastric cells and Caco-2 intestinal cells with transport efficiencies ranging from 4% to 9% in MKN-28 and from 3% to 5% in Caco-2. No significant differences on transport efficiencies were observed at 180 min among the different anthocyanins in MKN-28. The transport efficiency of malvidin-3-O-glucuronide at 180 min was about 3-4% in Caco-2 and MKN-28 cells. Computational studies were performed to evaluate the interaction between anthocyanins and glucose gastric transporters GLUT1 and GLUT3, which supported the experimental findings.
来自中国刺葡萄红酒的矢车菊素-3-O-葡萄糖苷、矢车菊素-3,5-O-二葡萄糖苷、矢车菊素-3-O-(6-O-咖啡酰基)-葡萄糖苷-5-O-葡萄糖苷被用于研究糖苷、二糖苷和咖啡酰化葡萄糖苷部分对它们通过 MKN-28 胃细胞和 Caco-2 肠细胞的传输效率的作用。由于已经描述了 3-O-葡萄糖基化的花色苷转化为 3-O-葡萄糖醛酸苷，因此还测试了矢车菊素-3-O-葡萄糖苷的 3-O-葡萄糖醛酸苷代谢物。在两种细胞系中，葡糖苷酸代谢物的抗增殖活性更高。所有花色苷都通过 MKN-28 胃细胞和 Caco-2 肠细胞进行转运，在 MKN-28 中的转运效率范围为 4%至 9%，在 Caco-2 中的转运效率范围为 3%至 5%。在 MKN-28 中，不同花色苷在 180 分钟时的转运效率没有显著差异。在 180 分钟时，矢车菊素-3-O-葡萄糖醛酸苷在 Caco-2 和 MKN-28 细胞中的转运效率约为 3%至 4%。进行了计算研究以评估花色苷与葡萄糖胃转运体 GLUT1 和 GLUT3 之间的相互作用，这支持了实验结果。
