4-(tert-butyldiphenylsilyloxy)benzyltriphenylphosphonium bromide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(tert-butyldiphenylsilyloxy)benzyltriphenylphosphonium bromide
• 英文别名: [4-[Tert-butyl(diphenyl)silyl]oxyphenyl]methyl-triphenylphosphanium;bromide；[4-[tert-butyl(diphenyl)silyl]oxyphenyl]methyl-triphenylphosphanium;bromide
• 化学式: Br*C₄₁H₄₀OPSi
• 分子量: 687.731
• InChiKey: AEKKESGPNYVRCL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(tert-butyldiphenylsilyloxy)benzyltriphenylphosphonium bromide 在 正丁基锂 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 resveratrol
  参考文献：
  名称：

  Antineoplastic Agents. 465. Structural Modification of Resveratrol:  Sodium Resverastatin Phosphate

  摘要：

  As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)-resveratrol (4a) exhibited the strongest activity (GI(50) = 0.01-0.001 mug/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.

  DOI：

  10.1021/jm010119y
• 作为产物：
  描述：

  4-(tert-butyldiphenylsilyloxy)benzaldehyde 在 sodium tetrahydroborate 、 三溴化磷 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 生成 4-(tert-butyldiphenylsilyloxy)benzyltriphenylphosphonium bromide
  参考文献：
  名称：

  Antineoplastic Agents. 465. Structural Modification of Resveratrol:  Sodium Resverastatin Phosphate

  摘要：

  As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)-resveratrol (4a) exhibited the strongest activity (GI(50) = 0.01-0.001 mug/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.

  DOI：

  10.1021/jm010119y

文献信息

• The assay of pterostilbene in spiked matrices by liquid chromatography tandem mass spectrometry and isotope dilution method
  作者：Fabio Mazzotti、Leonardo Di Donna、Hicham Benabdelkamel、Bartolo Gabriele、Anna Napoli、Giovanni Sindona

  DOI：10.1002/jms.1718

  日期：——

  Pterostilbene (trans-3,5-dimethoxy-4-hydroxystilbene) is an active component found in several plant species, exhibiting important pharmacological properties. A new and reliable method of assaying this phyto compound in various matrices is presented; the assay is based on (1) the selectivity of liquid chromatography (LC) hyphenated with electrospray ionisation (ESI), (2) the specificity of a two-step mass spectrometric analysis (MS/MS) and (3) the accuracy of the isotope dilution method. The labelled analogue may be conveniently synthesised in a few steps. The sensitivity of the method is confirmed by the very low limit of detection (LOD) and limit of quantitation (LOQ) values achieved in the assay of pterostilbene in two distinct fortified matrices, and is further supported by the observed accuracy values. Copyright © 2010 John Wiley & Sons, Ltd.

  芪硫酸酯（反式-3,5-二甲氧基-4-羟基芪）是在几种植物物种中发现的活性成分，具有重要的药理特性。本文介绍了一种新颖可靠的方法，用于测定不同基质中的这种植物化合物；该方法基于（1）液相色谱（LC）与电喷雾电离（ESI）的选择性联用，（2）两步质谱分析（MS/MS）的特异性，以及（3）同位素稀释法的准确性。标记类似物可通过几个步骤方便地合成。方法的灵敏度由在两种不同强化基质中测定芪硫酸酯时达到的极低检测限（LOD）和定量限（LOQ）值确认，并进一步得到观测准确度值的支持。版权所有 © 2010 约翰威立父子有限公司。
• Antineoplastic Agents. 465. Structural Modification of Resveratrol:  Sodium Resverastatin Phosphate
  作者：George R. Pettit、Matthew P. Grealish、M. Katherine Jung、Ernest Hamel、Robin K. Pettit、J.-Charles Chapuis、Jean M. Schmidt

  DOI：10.1021/jm010119y

  日期：2002.6.1

  As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)-resveratrol (4a) exhibited the strongest activity (GI(50) = 0.01-0.001 mug/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.