Direct Glycosylation of Bioactive Small Molecules with Glycosyl Iodide and Strained Olefin as Acid Scavenger
文献类型：期刊论文
| 作者 | Gu, Xiangying2,3; Chen, Lin3; Wang, Xin3 ; Liu, Xiao2,3; You, Qidong2; Xi, Wenwei1; Gao, Li1; Chen, Guohua2; Chen, Yue-Lei3; Xiong, Bing3
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| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
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| 出版日期 | 2014-02-07 |
| 卷号 | 79期号:3页码:1100-1110 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/jo402551x |
| 文献子类 | Article |
| 英文摘要 | A new strategy for diversity-oriented direct glycosylation of bioactive small molecules was developed. This reaction features (-)-beta-pinene as acid scavenger and work with glycosyl iodides under mild conditions. With the aid of RP-HPLC and chiral SFC separation techniques, the new direct glycosylation proved effective at gram scale on bioactive small molecules including AZD6244, podophyllotoxin, paclitaxel, and docetaxel. Interesting glycoside derivatives were efficiently created with good yields and 1,2-cis selectivity. |
| WOS关键词 | INHIBITING NATURAL SUBSTANCES ; ALPHA-LINKED DISACCHARIDES ; SUGAR BIOSYNTHESIS ; PROTECTIVE GROUPS ; HYDROXY-GROUPS ; CANCER-CELLS ; DERIVATIVES ; BETA ; EFFICIENT ; DONORS |
| 资助项目 | National Natural Science Foundation of China[81102306] ; National Science & Technology Major Project "Key New Drug Creation and Manufacturing Program", China[2012ZX09301001] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000331163800028 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/277189]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Chen, Guohua |
| 作者单位 | 1.Shanghai Chiralway Biotech Co Ltd, Shanghai 200237, Peoples R China 2.China Pharmaceut Univ, Sch Pharm, Nanjing 210009, Jiangsu, Peoples R China; 3.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Gu, Xiangying,Chen, Lin,Wang, Xin,et al. Direct Glycosylation of Bioactive Small Molecules with Glycosyl Iodide and Strained Olefin as Acid Scavenger[J]. JOURNAL OF ORGANIC CHEMISTRY,2014,79(3):1100-1110. |
| APA | Gu, Xiangying.,Chen, Lin.,Wang, Xin.,Liu, Xiao.,You, Qidong.,...&Shen, Jingkang.(2014).Direct Glycosylation of Bioactive Small Molecules with Glycosyl Iodide and Strained Olefin as Acid Scavenger.JOURNAL OF ORGANIC CHEMISTRY,79(3),1100-1110. |
| MLA | Gu, Xiangying,et al."Direct Glycosylation of Bioactive Small Molecules with Glycosyl Iodide and Strained Olefin as Acid Scavenger".JOURNAL OF ORGANIC CHEMISTRY 79.3(2014):1100-1110. |
入库方式： OAI收割
来源：上海药物研究所
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