1,2-O-dimethyl-3,5-O-dibenzyl-α-D-xylofuranoside | 32469-85-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-dimethyl-3,5-O-dibenzyl-α-D-xylofuranoside
• 英文别名: methyl-(O³,O⁵-dibenzyl-O²-methyl-α-D-xylofuranoside)；Methyl-(O³,O⁵-dibenzyl-O²-methyl-α-D-xylofuranosid)；(2S,3R,4S,5R)-2,3-dimethoxy-4-phenylmethoxy-5-(phenylmethoxymethyl)oxolane
• CAS: 32469-85-5
• 化学式: C₂₁H₂₆O₅
• 分子量: 358.434
• InChiKey: HTIXZATUYHGVJE-MHTWAQMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2-O-dimethyl-3,5-O-dibenzyl-α-D-xylofuranoside 在 palladium on activated charcoal 、 溶剂黄146 作用下， 生成 Methyl-2-O-methyl-α-D-xylofuranosid
  参考文献：
  名称：

  AN ALTERNATIVE SYNTHESIS OF 2-O-METHYL-D-XYLOSE

  摘要：

  不可用。

  DOI：

  10.1139/v58-039
• 作为产物：
  描述：

  3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 在 盐酸 、 silver(l) oxide 作用下， 生成 1,2-O-dimethyl-3,5-O-dibenzyl-α-D-xylofuranoside
  参考文献：
  名称：

  AN ALTERNATIVE SYNTHESIS OF 2-O-METHYL-D-XYLOSE

  摘要：

  不可用。

  DOI：

  10.1139/v58-039

文献信息

• Synthesis, Conformational Analysis and Biological Studies of Cyclic Cationic Antimicrobial Peptides Containing Sugar Amino Acids
  作者：Tushar Kanti Chakraborty、Dipankar Koley、Rapolu Ravi、Viswanatha Krishnakumari、Ramakrishnan Nagaraj、Ajit Chand Kunwar

  DOI：10.1021/jo801123q

  日期：2008.11.21

  Sugar amino acid based 24-membered macrocyclic C2-symmetric cationic peptides were designed and synthesized. The cationic group was introduced in the sugar amino acids. The conformation of these cyclic compounds was ascertained through NMR techniques, which proved they were amphipathic in nature. All the compounds were bacteriolytic, showed good activity against the Gr(+ve) and Gr(-ve) bacteria, and

  设计并合成了基于糖氨基酸的24元大环C2对称阳离子肽。阳离子基团被引入糖氨基酸中。这些环化合物的构象通过NMR技术确定，证明它们本质上是两亲的。所有化合物均具有溶菌作用，对Gr（+ ve）和Gr（-ve）细菌表现出良好的活性，并且溶血活性低。
• Phosphate derivatives, process for preparation thereof and pharmaceutical compositions of the same
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0103877A1

  公开（公告）日：1984-03-28

  New phosphate derivatives represented by the formula: wherein R1, R2, and R3 are each hydroxy, alkoxy, alkanoylamino or protected hydroxy; A is lower alkylene; R4 is alkylammonio, cyclic ammonio or cyclic amino; and R5 is oxido anion or hydroxy; and pharmaceutically acceptable salt thereof, which exhibit antitumor activity

  式中 R1、R2 和 R3 分别为羟基、烷氧基、烷酰氨基或受保护的羟基；A 为低级亚烷基；R4 为烷基氨、环氨或环氨基；R5 为氧代阴离子或羟基的新磷酸酯衍生物及其药学上可接受的盐，具有抗肿瘤活性
• Novel <scp>d</scp>-Xylose Derivatives Stimulate Muscle Glucose Uptake by Activating AMP-Activated Protein Kinase α
  作者：Arie Gruzman、Ofer Shamni、Moriya Ben Yakir、Daphna Sandovski、Anna Elgart、Evgenia Alpert、Guy Cohen、Amnon Hoffman、Yehoshua Katzhendler、Erol Cerasi、Shlomo Sasson

  DOI：10.1021/jm8008713

  日期：2008.12.25

  Type 2 diabetes mellitus has reached epidemic proportions; therefore, the search for novel antihyperglycemic drugs is intense. We have discovered that D-Xylose increases the rate of glucose transport in a non-insulin-dependent manner in rat and human myotubes in vitro. Due to the unfavorable pharmacokinetic properties Of D-Xylose we aimed at synthesizing active derivatives with improved parameters. Quantitative structure-activity relationship analysis identified critical hydroxyl groups in D-xylose. These data were used to synthesize various hydrophobic derivatives Of D-Xylose of which compound 19 the was most potent compound in stimulating the rate of hexose transport by increasing the abundance of glucose transporter-4 in the plasma membrane of myotubes. This effect resulted from the activation of AMP-activated protein kinase without recruiting the insulin transduction mechanism. These results show that lipophilic D-Xylose derivatives may serve as prototype molecules for the development of novel anti hyperglycemic drugs for the treatment of diabetes.
• Alternative syntheses of methylated sugars
  作者：Pavol Kovác̆、Marta Petríková

  DOI：10.1016/s0008-6215(00)81191-x

  日期：1971.2
• US4481196A
  申请人：——

  公开号：US4481196A

  公开（公告）日：1984-11-06