Syntheses of beta-(1 -> 6)-branched beta-(1 -> 3)-linked D-galactans that exist in the rhizomes of Atractylodes lancea DC
文献类型：期刊论文
| 作者 | Li, AX; Kong, FZ |
| 刊名 | CARBOHYDRATE RESEARCH
 |
| 出版日期 | 2005 |
| 卷号 | 340期号:12页码:1949-1962 |
| 关键词 | Galactose Arabinogalactan |
| DOI | 10.1016/j.carres.2005.05.017 |
| 英文摘要 | Effective syntheses of galactose hepta-, octa-, nona-, and decasaccharides that exist in the rhizomes of Atractylodes lancea DC were achieved with 2,3,4,6-tetra-O-benzoyl-alpha-D-galactopyranosyl trichloroacetimidate (1), 4-methoxyphenyl 2,3,4-tri-O-benzoyl-beta-D-galactopyranoside (2), 6-O-acetyl-2,3,4-tri-O-benzoyl-alpha-D-galactopyranosyl trichloroacetimidate (5), 4-methoxyphenyl 6-O-acetyl-2,4-di-O-benzoyl-beta-D-galactopyranoside (22), and 4-methoxyphenyl 2,4,6-tri-O-benzoyl-beta-D-galactopyranoside (26) as the key synthons. Coupling of 2 with 1, followed by oxidative cleavage of 1-OMP and subsequent trichloroacetimidate formation gave the beta-(1 -> 6)-linked disaccharide donor 4. Condensation of 2 with 5 and subsequent selective deacetylation by methanolysis produced the beta-(1 -> 6)-linked disaccharide acceptor 7. Reaction of 7 with 4, oxidative cleavage of 1-OMP, and trichloroacetimidate formation produced the tetrasaccharide donor 9. The penta- (15), the hexa- (17), and the heptasaccharide donor 19 were synthesized similarly. Meanwhile, treatment of 1 with 22 yielded beta-(1 -> 3)-linked disaccharide 23 and alpha-(1 -> 3)-linked disaccharide 25. Oxidative cleavage of 1-OMp of 23 followed by trichloroacetimidate formation produced the disaccharide donor 24. Coupling of 26 with 24, again, gave beta-linked 27 and alpha-linked 29. Selective 6-O-deacetylation of 27 afforded the trisaccharide acceptor 28. TMSOTf-promoted condensation 28 of with the tetra- (9), penta- (15), hexa-(17), and heptasaccharide donor 19, followed by deprotection, gave the target compounds. (c) 2005 Elsevier Ltd. All rights reserved. |
| 学科主题 | Biochemistry & Molecular Biology ; Chemistry |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| WOS记录号 | WOS:000231189100004 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/23376]  |
| 专题 | 生态环境研究中心_中国科学院环境生物技术重点实验室 |
| 推荐引用方式 GB/T 7714 | Li, AX,Kong, FZ. Syntheses of beta-(1 -> 6)-branched beta-(1 -> 3)-linked D-galactans that exist in the rhizomes of Atractylodes lancea DC[J]. CARBOHYDRATE RESEARCH,2005,340(12):1949-1962. |
| APA | Li, AX,&Kong, FZ.(2005).Syntheses of beta-(1 -> 6)-branched beta-(1 -> 3)-linked D-galactans that exist in the rhizomes of Atractylodes lancea DC.CARBOHYDRATE RESEARCH,340(12),1949-1962. |
| MLA | Li, AX,et al."Syntheses of beta-(1 -> 6)-branched beta-(1 -> 3)-linked D-galactans that exist in the rhizomes of Atractylodes lancea DC".CARBOHYDRATE RESEARCH 340.12(2005):1949-1962. |
入库方式： OAI收割
来源：生态环境研究中心
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。