天然产物3-O-(4′-O-acetyl)-α-L-arabinopyranosyloleanolic acid的合成  

Synthesis of natural saponin 3-O-(4'-O-acetyl)-α-Larabinopyranosyloleanolic acid

作　　者：丁绍越 焉玉超 张连哲 刘洋[1] DING Shaoyue;YAN Yuchao;ZHANG Lianzhe;LIU Yang(Key Laboratory of Structure-Based Drug Design and Discovery(Shenyang Pharmaceutical University),Ministry of Education,Shenyang 110016,China)

机构地区：[1]沈阳药科大学基于靶点的药物设计与研究教育部重点实验室,辽宁沈阳110016

出　　处：《中国药物化学杂志》2024年第1期55-60,共6页Chinese Journal of Medicinal Chemistry

摘　　要：目的研究具有天然抗肿瘤活性的齐墩果酸皂苷类化合物3-O-(4′-O-acetyl)-α-L-arabinopyranosylolea-nolic acid的化学合成方法。方法先合成齐墩果酸苄酯和全苯甲酰化保护的阿拉伯糖三氯乙酰亚胺酯,将上述两个片段经糖苷化反应并脱去苯甲酰基,再经适宜的保护基策略、乙酰化反应、脱去苄基保护基得到目标化合物。结果与结论成功合成了目标化合物,并开发了一种较高收率的选择性合成乙酰化阿拉伯糖4位羟基的方法,为合成具有类似结构片段的化合物提供了新的思路。The chemical synthesis of a natural oleanolic acid saponin compound 3-O-(4'-O-acetyl)-α-Larabinopyranosyloleanolic acid was reported,which was isolated from Garcinia hanburyi Hook.f.and had good antitumor activity.The target compound was obtained by glycosidation,removal of benzoyl groups,and then by a suitable"protection"strategy,acetylation and removal of the benzyl group.A method for selective acetylation of the hydroxyl group at the 4-position of arabinose was established with high yield,which could provide a new method for the construction of selective acetylation of compounds with polyhydroxyl structure.

关 键 词：齐墩果酸 抗肿瘤 阿拉伯糖 天然皂苷 乙酰化 

分 类 号：R914[医药卫生—药物化学]