摘要
高圣草素-7-O-β-D-葡萄糖苷作为传统中药槲寄生的有效成分已被广泛研究,以间苯三酚、D-葡萄糖为原料,经傅克酰基化、选择性羟基保护、羟醛缩合、相转移催化下的糖苷化等反应步骤首次实现高圣草素-7-O-β-D-葡萄糖苷及其非对映异构体的合成,有效解决提取困难的问题,为其进行相关药理研究奠定物质基础.所合成化合物结构经核磁共振氢谱、碳谱和高分辨质谱确证.
As the active component in visci herba of traditional Chinese medicine, homoeriodictyol-7-O-β-D-glycoside has been widely studied for years. In this paper, the first synthesis of homoeriodictyol-7-O-β-D-glycoside and its diastereoisomer has been achieved, which was carried out using phloroglucinol and D-glucose as the starting materials through Friedel-Crafts acylation, selective hydroxy protecting, aldol condensation, glycosylation under phase transfer catalytic condition and other reactions. Our work laid the foundation for large scale preparation of homoeriodictyol-7-O-β-D-glycoside instead of inefficient extration, and provided material baisis for furthur pharmaceutical investigation. The structures of synthetic compounds were confirmed by ~1HNMR, ^(13)CNMR and HRMS spectra.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2017年第6期1516-1522,共7页
Chinese Journal of Organic Chemistry
基金
上海市生物医药领域科技支撑计划(No.15431902700)资助项目~~