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

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

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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.
Synthesis of natural saponin 3-O-(4'-O-acetyl)-α-L-arabinopyranosyloleanolic acid
The chemical synthesis of a natural oleanolic acid saponin compound 3-O-(4'-O-acetyl)-α-L-arabinopyranosyloleanolic 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.

oleanolic acidantitumorarabinosenatural saponinacetylation

丁绍越、焉玉超、张连哲、刘洋

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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

齐墩果酸 抗肿瘤 阿拉伯糖 天然皂苷 乙酰化

2024

中国药物化学杂志
沈阳药科大学,中国药学会

中国药物化学杂志

CSTPCD
影响因子:0.463
ISSN:1005-0108
年,卷(期):2024.34(1)
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