3'-nitroacacetin | 890661-84-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3'-nitroacacetin
• CAS: 890661-84-4
• 化学式: C₁₆H₁₁NO₇
• 分子量: 329.266
• InChiKey: ONETVRVYRKNXQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  123.04
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3'-nitroacacetin 在 吡啶 、 乙酸酐 、 N-溴代丁二酰亚胺(NBS) 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 四氢呋喃 为溶剂， 反应 78.0h， 以65%的产率得到3-bromo-3'-nitroacacetin
  参考文献：
  名称：

  Synthesis and anti-tubulin evaluation of chromone-based analogues of combretastatins

  摘要：

  Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of these compounds were prepared from hesperidin or naringin, two natural and abundant Citrus flavonoids. Seven of these combretastatin analogues revealed anti-tubulin activity but in a medium range. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.02.024
• 作为产物：
  描述：

  在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 以541 mg的产率得到3'-nitroacacetin
  参考文献：
  名称：

  Synthesis and anti-tubulin evaluation of chromone-based analogues of combretastatins

  摘要：

  Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of these compounds were prepared from hesperidin or naringin, two natural and abundant Citrus flavonoids. Seven of these combretastatin analogues revealed anti-tubulin activity but in a medium range. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.02.024

文献信息

• Semisynthesis and antiproliferative evaluation of a series of 3′-aminoflavones
  作者：Jérôme Quintin、Didier Buisson、Sylviane Thoret、Thierry Cresteil、Guy Lewin

  DOI：10.1016/j.bmcl.2009.05.008

  日期：2009.7

  A series of 3 '-aminoflavones 5,6,7,8-tetra- or 5,7-dioxygenated on the A-ring was synthesized from tangeretin or naringin, two natural Citrus flavonoids. These flavones were evaluated for antiproliferative activity, activation of apoptosis, and inhibition of tubulin assembly. The most antiproliferative flavones exhibit a common 5-hydroxy-6,7,8-trimethoxy substitution pattern on the A-ring. (C) 2009 Elsevier Ltd. All rights reserved.