文献类型：期刊文献

中文题名：没食子酰糖类化合物的合成及络合金属锗

英文题名：Synthesis of galloyl glycoside compounds and their complexation with metallic germanium

作者：李海飞 刘怡君 罗波 罗志军 张勇民

第一作者：李海飞

机构：[1]贵州中医药大学药学院,贵州贵阳550025;[2]贵州理工学院食品药品制造工程学院,贵州贵阳550025;[3]贵阳倍隆生物科技有限公司,贵州贵阳550214;[4]法国索邦大学巴黎分子化学研究所,法国巴黎75005

第一机构：贵州中医药大学药学院,贵州贵阳550025

年份：2025

卷号：42

期号：11

起止页码：2535-2542

中文期刊名：精细化工

外文期刊名：Fine Chemicals

收录：;北大核心:【北大核心2023】；

基金：贵州省教育厅高校科技成果转移转化服务乡村振兴示范基地项目(黔教技[2022]063号);贵州医科大学药用植物功效利用国家重点实验室开放课题(FAMP202106K)。

语种：中文

中文关键词：没食子酰糖类化合物;结构修饰;锗络合物;锗含量;精细化工中间体

外文关键词：galloyl saccharide compounds;structural modification;germanium complexes;germanium content;fine chemical intermidiates

摘要：对没食子酸进行修饰,依次合成了三苄基没食子酸及其酰氯,并进一步与D-阿拉伯糖、葡萄糖以及七元氮杂糖反应,经催化氢化脱苄基后,分别得到没食子酰阿拉伯糖(Ⅴ)、没食子酰葡萄糖(Ⅶ)和没食子酰七元氮杂糖(Ⅸ)3种没食子酰糖类化合物。合成的中间体与目标化合物均经^(1)HNMR、^(13)CNMR和HRMS确证。将上述没食子酰糖类化合物与含锗(Ge^(4+))溶液进行络合反应,经离心、冷冻干燥后得到络合物,分别对离心上清液和络合物中的锗浓度进行了分析。结果表明,上清液中Ge^(4+)的浓度均低于标准溶液(10 mmol/L),合成的3种没食子酰糖类化合物均能与Ge^(4+)发生络合反应,并形成了稳定的络合物而析出。没食子酰糖类化合物与Ge^(4+)发生络合的最佳工艺条件为调节溶液pH为2、温度50℃、振荡时间2.0 h。没食子酰糖类化合物络合Ge^(4+)、Fe^(3+)和Zn^(2+)的优先顺序为Fe^(3+)>Ge^(4+)>Zn^(2+)。结合Ge^(4+)吸附量推断,合成的没食子酰葡萄糖络合Ge^(4+)的能力与五倍子单宁酸相似,而没食子酰阿拉伯糖与没食子酰七元氮杂糖络合Ge^(4+)能力均优于五倍子单宁酸。
Gallic acid was modified to synthesize tribenzyl gallic acid and its acyl chloride,and then reacted with D-arabinose,glucose and heptaazinose.After catalytic hydrogenation debenzyl,three galloyl glycoside compounds,gallioyl-arabinose(Ⅴ),gallioyl-glucose(Ⅶ)and gallioyl-heptaazinose(Ⅸ),were obtained,respectively.The structures of the synthesized intermediates and target compounds were confirmed by ^(1)HNMR,^(13)CNMR and HRMS.The galloyl glycoside compounds were complexed with germanium(Ge^(4+))solution,and the complexes were obtained by centrifugation and freeze-drying.The germanium concentrations in the centrifuged supernatants and the complexes were analyzed.The results showed that the concentrations of Ge^(4+)in the supernatants were lower than that in the standard solution(10 mmol/L),indicating that all three synthesized galloyl glycoside compounds could undergo complexation reactions with Ge^(4+),and form stable complexes which precipitate out.The optimal conditions for the complexation of galloyl glycoside compounds and Ge^(4+)were obtained as follow:pH of solution 2,temperature 50℃,shaking time 2.0 h.The order of the complexation of Ge^(4+),Fe^(3+)and Zn^(2+)with galloyl glycoside compounds was Fe^(3+)>Ge^(4+)>Zn^(2+).Based on the adsorption amount of Ge^(4+),the ability of the synthesized galloyl glucose complex to bind Ge^(4+)was similar to that of gallic tannic acid,while that of gallic arabinose and gallic heptaazinose was better than that of gallic tannic acid.