Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Jiangsu Key Laboratory for High Technology Research of TCM Formulae, Crich, 138 Xianlin Road, Nanjing 210023, China.
Molecules. 2023 Jan 5;28(2):533. doi: 10.3390/molecules28020533.
Apigenin is a natural flavonoid with significant biological activity, but poor solubility in water and low bioavailability limits its use in the food and pharmaceutical industries. In this paper, apigenin-7--β-(6″-)-d-glucoside (AG) and apigenin-7--β-(6″--succinyl)-d-glucoside (SAG), rare apigenin glycosyl and succinyl derivatives formed by the organic solvent-tolerant bacteria WNJ02 were used in a 10.0% DMSO (v/v) system. The water solubility of SAG was 174 times that of apigenin, which solved the application problem. In the biotransformation reaction, the conversion rate of apigenin (1.0 g/L) was 100% at 24 h, and the yield of SAG was 94.2%. Molecular docking showed that the hypoglycemic activity of apigenin, apigenin-7-glucosides (AG), and SAG was mediated by binding with amino acids of α-glucosidase. The molecular docking results were verified by an in vitro anti-α-glucosidase assay and glucose consumption assay of active compounds. SAG had significant anti-α-glucosidase activity, with an IC of 0.485 mM and enhanced glucose consumption in HepG2 cells, which make it an excellent α-glucosidase inhibitor.
芹菜素是一种具有显著生物活性的天然类黄酮，但在水中的溶解度低，生物利用度低，限制了其在食品和制药行业的应用。在本文中，使用有机溶剂耐受细菌 WNJ02 形成的罕见芹菜素糖苷和琥珀酰衍生物芹菜素-7--β-(6″-)-d-葡萄糖苷（AG）和芹菜素-7--β-(6″--琥珀酰基)-d-葡萄糖苷（SAG），在 10.0% DMSO（v/v）系统中。SAG 的水溶性是芹菜素的 174 倍，解决了应用问题。在生物转化反应中，在 24 小时内，芹菜素（1.0 g/L）的转化率为 100%，SAG 的产率为 94.2%。分子对接表明，芹菜素、芹菜素-7-葡萄糖苷（AG）和 SAG 的降血糖活性是通过与α-葡萄糖苷酶的氨基酸结合介导的。通过体外抗α-葡萄糖苷酶测定和活性化合物对 HepG2 细胞葡萄糖消耗的测定验证了分子对接结果。SAG 具有显著的抗α-葡萄糖苷酶活性，IC 为 0.485 mM，能增强 HepG2 细胞的葡萄糖消耗，使其成为一种优秀的α-葡萄糖苷酶抑制剂。
