| 两种天然齐墩果酸皂苷的合成 |
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| 引用本文： | 李春霞,臧静,王鹏,张秀丽,管华诗,李英霞.两种天然齐墩果酸皂苷的合成[J].中国化学,2006,24(4):509-517. |
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| 作者姓名： | 李春霞 臧静 王鹏 张秀丽 管华诗 李英霞 |
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| 作者单位： | Key Laboratory of Marine Drugs of the Ministry of Education of China, Institute of Marine Drug and Food, Ocean University of China, Qingdao, Shandong 266003, China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China （No. 30400564） and National High Technology Research and Development Program of China （863 Program） （No. 2003AA624060）. |
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| 摘 要： | 3-O-β-D-Glucopyranosyl-（1→3）-α-L-arabinopyranosyl]-oleanolic acid-28-O-β-D-glucopyranosyl] ester 1 was synthesized concisely by a convergent strategy. Using stepwise fashion for the synthesis of saponin 2, 3-O-{β-D-glucopyranosyl-（1→2）]-α-L-arabinopyranosyl-（1→3）]-α-L-arabinopyranosyl）-oleanolic acid-28-O-（β- D-glucopyranosyl） ester, an abnormal phenomenon, that the terminal arabinosyl residue took the ^1C4 conformation instead of typical ^4C1 form, was observed. Deprotection or heating could not resume the normal conformation, which resulted in the product of 2＇ not 2.
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| 关 键 词： | 合成 天然士当归酸 皂角苷 糖基化 结构分析 中药 分离 |
| 收稿时间： | 2005-08-04 |
| 修稿时间： | 2005-08-042005-10-20 |
Synthesis of Two Natural Oleanolic Acid Saponins |
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| LI Chun-Xia, ZANG Jing,WANG Peng, ZHANG Xiu-Li, GUAN Hua-Shi,LI Ying-Xia.Synthesis of Two Natural Oleanolic Acid Saponins[J].Chinese Journal of Chemistry,2006,24(4):509-517. |
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| Authors: | LI Chun-Xia ZANG Jing WANG Peng ZHANG Xiu-Li GUAN Hua-Shi LI Ying-Xia |
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| Institution: | Key Laboratory of Marine Drugs of the Ministry of Education of China, Institute of Marine Drug and Food, Ocean University of China, Qingdao, Shandong 266003, China |
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| Abstract: | 3‐O‐β‐D‐Glucopyranosyl‐(1→3)‐α‐L‐arabinopyranosyl]‐oleanolic acid‐28‐O‐β‐D‐glucopyranosyl] ester 1 was synthesized concisely by a convergent strategy. Using stepwise fashion for the synthesis of saponin 2 , 3‐O‐{β‐D‐glucopyranosyl‐(1→2)]‐α‐L‐arabinopyranosyl‐(1→3)]‐α‐L‐arabinopyranosyl}‐oleanolic acid‐28‐O‐(β‐ D‐glucopyranosyl) ester, an abnormal phenomenon, that the terminal arabinosyl residue took the 1C4 conformation instead of typical 4C1 form, was observed. Deprotection or heating could not resume the normal conformation, which resulted in the product of 2 ′ not 2 . |
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| Keywords: | oleanolic acid saponin glycosylation conformation synthesis |
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