Synthesis Of beta-D-Glcp-(1 -> 3)-[beta-D-Glcp-(1 -> 6)]-beta-D-Glcp-(1 -> 3)-beta-D-Glcp-(1 -> 6)-[beta-D-Glcp-(1 -> 4)-beta-D-Glcp-(1 -> 3)]-beta-D-GlcpOLauryl, an oligosaccharide with anti-tumor activity
文献类型：期刊论文
| 作者 | Mei, XD; Heng, LS; Fu, MK; Li, ZM; Ning, J |
| 刊名 | CARBOHYDRATE RESEARCH
 |
| 出版日期 | 2005 |
| 卷号 | 340期号:15页码:2345-2351 |
| 关键词 | Oligosaccharide Glycosylation Anti-tumor |
| DOI | 10.1016/j.carres.2005.08.010 |
| 英文摘要 | A concise and effective synthesis of lauryl heptasaccharide 17 was achieved from the key intermediates lauryl 2,3,4,6-tetra- O-benzoyl-beta-D-galactopyranosyl-(1-->4)-2,3,6-tri-O-benzoyi-beta-D-glucopyranosyl-(1 --> 3)-2,4-di-O-benzoyl-beta-D-glucopyranoside (10) and isopropyl 2,4,6-tri-O-acetyl-3-O-allyl-beta-D-glucopyranosyl-(1-->3)-[2.3,4,6-tetra-O-benzoyl-beta-D-glucopyranosyl-(1-->6)]-2,4-di-O-acetyl-beta-D-glueopyranosyl-(1--> 3)-2,4,6-tri-O-acetyl-1-thio-beta-D-glucopyranoside (15). The key trisaccharide glycosyl acceptor 10 was constructed by coupling 2,3,4,6-tetra-O-benzoyl-beta-D-galactopyranosyl-(1-->4)-2,3,6-tri-O-benzoyl-alpha-D-glucopyranosyl trichloroacetimidate (3) with lauryl 6-O-acetyl-2,4-di-O-benzoyi-beta-D-glucopyranoside (9), followed by deacetylation. The thioglycoside donor 15 was obtained by condensation of 2,4,6-tri-O-acetyl-3-O-allyl-beta-D-glucopyranosyl-(1-->3)-[2,3,.4,6-tetra-O-benzoyl-beta-D-glucopyranosyl-(1-->6)]-2,4-di-O-acetyl-alpha-D-glucopyranosyI trichloroacetimidate (11) with isopropyl 4,6-O-benzylidene-1-thio-beta-D-glucopyranoside (12), followed by debenzylidenation and acetylation. A bioassay of the inhibition of S-180 noumenal tumors showed that lauryl heptasaccharide 17 could be employed as a potential agent for cancer treatment. (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:000232645600001 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/23379]  |
| 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 | Mei, XD,Heng, LS,Fu, MK,et al. Synthesis Of beta-D-Glcp-(1 -> 3)-[beta-D-Glcp-(1 -> 6)]-beta-D-Glcp-(1 -> 3)-beta-D-Glcp-(1 -> 6)-[beta-D-Glcp-(1 -> 4)-beta-D-Glcp-(1 -> 3)]-beta-D-GlcpOLauryl, an oligosaccharide with anti-tumor activity[J]. CARBOHYDRATE RESEARCH,2005,340(15):2345-2351. |
| APA | Mei, XD,Heng, LS,Fu, MK,Li, ZM,&Ning, J.(2005).Synthesis Of beta-D-Glcp-(1 -> 3)-[beta-D-Glcp-(1 -> 6)]-beta-D-Glcp-(1 -> 3)-beta-D-Glcp-(1 -> 6)-[beta-D-Glcp-(1 -> 4)-beta-D-Glcp-(1 -> 3)]-beta-D-GlcpOLauryl, an oligosaccharide with anti-tumor activity.CARBOHYDRATE RESEARCH,340(15),2345-2351. |
| MLA | Mei, XD,et al."Synthesis Of beta-D-Glcp-(1 -> 3)-[beta-D-Glcp-(1 -> 6)]-beta-D-Glcp-(1 -> 3)-beta-D-Glcp-(1 -> 6)-[beta-D-Glcp-(1 -> 4)-beta-D-Glcp-(1 -> 3)]-beta-D-GlcpOLauryl, an oligosaccharide with anti-tumor activity".CARBOHYDRATE RESEARCH 340.15(2005):2345-2351. |
入库方式： OAI收割
来源：生态环境研究中心
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