Nine of 16 Stereoisomeric Polyhydroxylated Proline Amides Are Potent beta-N-Acetylhexosaminidase Inhibitors
文献类型：期刊论文
| 作者 | Ayers, Benjamin J.1; Glawar, Andreas F. G.1,2; Martinez, R. Fernando1; Ngo, Nigel1; Liu, Zilei1; Fleet, George W. J.1; Butters, Terry D.2; Nash, Robert J.3; Yu, Chu-Yi4; Wormald, Mark R.2 |
| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2014-04-18 |
| 卷号 | 79期号:8页码:3398-3409 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/jo500157p |
| 英文摘要 | All 16 stereoisomeric N-methyl 5-(hydroxymethyl)-3,4-dihydroxyproline amides have been synthesized from lactones accessible from the enantiomers of glucuronolactone. Nine stereoisomers, including all eight with a (3R)-hydroxyl configuration, are low to submicromolar inhibitors of beta-N-acetylhexosaminidases. A structural correlation between the proline amides is found with the ADMDP-acetamide analogues bearing an acetamidomethylpyrrolidine motif. The proline amides are generally more potent than their ADMDP-acetamide equivalents. beta-N-Acetylhexosaminidase inhibition by an azetidine ADMDP-acetamide analogue is compared to an azetidine carboxylic acid amide. None of the amides are good alpha-N-acetylgalactosaminidase inhibitors. |
| 语种 | 英语 |
| WOS记录号 | WOS:000334823800010 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/51605]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Ayers, Benjamin J. |
| 作者单位 | 1.Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England 2.Univ Oxford, Oxford Glycobiol Inst, Oxford OX1 3QU, England 3.Phytoquest Ltd, IBERS, Aberystwyth SY23 3EB, Dyfed, Wales 4.Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China 5.Toyama Univ, Dept Hosp Pharm, Toyama 9300194, Japan |
| 推荐引用方式 GB/T 7714 | Ayers, Benjamin J.,Glawar, Andreas F. G.,Martinez, R. Fernando,et al. Nine of 16 Stereoisomeric Polyhydroxylated Proline Amides Are Potent beta-N-Acetylhexosaminidase Inhibitors[J]. JOURNAL OF ORGANIC CHEMISTRY,2014,79(8):3398-3409. |
| APA | Ayers, Benjamin J..,Glawar, Andreas F. G..,Martinez, R. Fernando.,Ngo, Nigel.,Liu, Zilei.,...&Jenkinson, Sarah F..(2014).Nine of 16 Stereoisomeric Polyhydroxylated Proline Amides Are Potent beta-N-Acetylhexosaminidase Inhibitors.JOURNAL OF ORGANIC CHEMISTRY,79(8),3398-3409. |
| MLA | Ayers, Benjamin J.,et al."Nine of 16 Stereoisomeric Polyhydroxylated Proline Amides Are Potent beta-N-Acetylhexosaminidase Inhibitors".JOURNAL OF ORGANIC CHEMISTRY 79.8(2014):3398-3409. |
入库方式： OAI收割
来源：化学研究所
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