南方医科大学学报2016,Vol.36Issue(8):1029-1033,5.DOI:10.3969/j.issn.1673-4254.2016.08.01
酶法糖基化合成一种新型补骨脂定葡萄糖苷
Biosynthesis of a new psoralidin glucoside by enzymatic glycosylation
摘要
Abstract
Objective To modify the structure of psoralidin using in vitro enzymatic glycosylation to improve its water solubility and stability. Methods A new psoralidin glucoside (1) was obtained by enzymatic glycosylation using a UDP-glycosyltransferase. The chemical structure of compound 1 was elucidated by HR-ESI-MS and nuclear magnetic resonance (NMR) analysis. The high- performance liquid chromatography (HPLC) peaks were integrated and sample solution concentrations were calculated. MTT assay was used to detect the cytotoxicity of the compounds against 3 cancer cell lines in vitro. Results Based on the spectroscopic data, the new psoralidin glucoside was identified as psoralidin-6',7-di-O-β-D-glucopyranoside (1), whose water solubility was 32.6-fold higher than that of the substrate. Analyses of pH and temperature stability demonstrated that compound 1 was more stable than psoralidin at pH 8.8 and at high temperatures. Only psoralidin exhibited a moderate cytotoxicity against 3 human cancer cell lines. Conclusion In vitro enzymatic glycosylation is a powerful approach for structural modification and improving water solubility and stability of compounds.关键词
补骨脂定/糖基化/水溶性/稳定性/细胞毒性Key words
psoralidin/glycosylation/water solubility/stability/cytotoxicity引用本文复制引用
李静,李楠,赵玉茹,戴轶群,霍强,马涛,李红梅,吴成柱..酶法糖基化合成一种新型补骨脂定葡萄糖苷[J].南方医科大学学报,2016,36(8):1029-1033,5.基金项目
Supported by National Natural Science Foundation of China (81302671) and Grant for Innovative Science Research for Graduates of Bengbu Medical College (Byycx1557).基金项目国家自然科学基金(81302671);蚌埠医学院研究生科研创新项目 (81302671)