4,6-O-ethylidene-β-D-glucopyranose

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: 4,6-O-ethylidene-β-D-glucopyranose
• 英文别名: (4aR,6R,7R,8R,8aS)-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol
• 化学式: C₈H₁₄O₆
• 分子量: 206.196
• InChiKey: VZPBLPQAMPVTFO-QUKDXFEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,6-O-ethylidene-β-D-glucopyranose 、 对氮蒽蓝 以 乙醇 为溶剂， 以72%的产率得到4,6-O-ethylidene-N-(4-azobenzyl)-β-D-glucopyranosylamine
  参考文献：
  名称：

  Synthesis and Properties of Amphiphilic Photoresponsive Gelators for Aromatic Solvents

  摘要：

  A sugar-based photoresponsive supergelator, N-glycosylazobenzene that shows selective gelation of aromatic solvents is described. The partial trans-cis isomerization of the azobenzene moiety allows photoinduced chopping of the entangled gel fibers to short fibers, resulting in controlled fiber length and gel-sol transition. The gelator is useful for the selective removal of toxic aromatic solvents from water.

  DOI：

  10.1021/ol203294v

文献信息

• Insights into a novel class of azobenzenes incorporating 4,6-<i>O</i>-protected sugars as photo-responsive organogelators
  作者：P. V. Bhavya、V. Rabecca Jenifer、Panneerselvam Muthuvel、T. Mohan Das

  DOI：10.1039/c9ra08033c

  日期：——

  A novel class of 4,6-O-butylidene/ethylidene/benzylidene β-D-glucopyranose gelator functionalized with photo-responsive azobenzene moieties were designed and synthesized and also characterized using different spectral techniques. These azobenzene-based organogelators can gel even at lower concentrations (critical gelation concentration – 0.5% and 1%). A morphological study of the gels shows one-dimensional

  设计和合成了一种新型的 4,6 - O-丁叉/亚乙叉/亚苄基 β- D-吡喃葡萄糖凝胶剂，并使用不同的光谱技术对其进行了表征。这些基于偶氮苯的有机凝胶剂即使在较低浓度（临界凝胶浓度 - 0.5% 和 1%）下也能凝胶化。凝胶的形态学研究显示一维聚集束和螺旋纤维。自组装的主要驱动力是通过不同群体表现出的合作相互作用，即。、糖羟基（氢键相互作用）、偶氮苯（芳族π-π相互作用）和烷基链的保护基团（范德华相互作用）。
• Design and synthesis of sugar-benzohydrazides: low molecular weight organogelators
  作者：Kamalakannan Soundarajan、Rathinam Periyasamy、Thangamuthu Mohan Das

  DOI：10.1039/c6ra18715c

  日期：——

  A novel class of methyltriglycol benzohydrazide based N-glycosylamines containing long alkyl chain derivatives were synthesized in good yield and characterized using NMR (1H and 13C) spectral analysis. The gelation test shows that these derivatives form gels with a wide range of polar (1,2-dichlorobenzene, chloroform) and non-polar (1,2-dichloroethane, toluene, benzene) solvents even with lower CGC

  以高收率合成了一类新型的含有长烷基链衍生物的基于甲基三乙二醇苯甲酰肼的N-糖基胺，并使用NMR（1 H和13C）光谱分析。胶凝测试表明，即使CGC含量较低（1.0％），这些衍生物也能与多种极性（1,2-二氯苯，氯仿）和非极性（1,2-二氯乙烷，甲苯，苯）形成凝胶。使用FE-SEM，TEM和粉末XRD分析对这些两亲性糖苷凝胶的形态进行了研究。研究进一步表明，由于有机溶剂的影响，形成了3D自组装球形和棒状结构。发现氢键和范德华相互作用在自组装结构中起重要作用。
• Use of topoisomerase inhibitors and heat shock protein 90 inhibitors for use in chemotherapy
  申请人：Jenkins John

  公开号：US20050245466A1

  公开（公告）日：2005-11-03

  The present invention relates to the use of a first agent that attenuates topoisomerase II (Topo II) activity and a second agent that inhibits Heat Shock Protein 90 (HSP90) for use in chemotherapy. The agents are particularly useful in the treatment of cancer and destruction of micro-organisms. The invention also relates to screening methods, diagnostic methods and methods for evaluating or monitoring chemotherapy regimens.

  本发明涉及第一种减弱拓扑异构酶 II（Topo II）活性的药剂和第二种抑制热休克蛋白 90（HSP90）的药剂在化疗中的应用。这些制剂特别适用于治疗癌症和消灭微生物。本发明还涉及筛选方法、诊断方法和评估或监测化疗方案的方法。
• A PROCESS FOR THE PREPARATION OF DEMETHYLEPYPODOPHYLLOTOXIN
  申请人：SICOR Società Italiana Corticosteroidi S.p.A.

  公开号：EP0595888B1

  公开（公告）日：1997-10-08
• USE OF TOPOISOMERASE INHIBITORS AND HEAT SHOCK PROTEIN 90 INHIBITORS FOR USE IN CHEMOTHERAPY
  申请人：THE UNIVERSITY OF LIVERPOOL

  公开号：EP1490051A1

  公开（公告）日：2004-12-29