3-(6-hydroxy-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-chromene-7,8-diol | 863027-90-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3-(6-hydroxy-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-chromene-7,8-diol
• CAS: 863027-90-1
• 化学式: C₁₆H₁₄O₆
• 分子量: 302.284
• InChiKey: YHXYUISAVRRVIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 10% palladium on charcoal 、 氢气 作用下， 以 丙酮 为溶剂， 以100%的产率得到3-(6-hydroxy-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-chromene-7,8-diol
  参考文献：
  名称：

  (±)-3,4-Dihydroxy-8,9-methylenedioxypterocarpan and derivatives: Cytotoxic effect on human leukemia cell lines

  摘要：

  Naturally occurring pterocarpans 1a,b, pterocarpan 1c, isoflavane 2 and ortho-quinone 3 were synthesized in the racemic form and their totoxic effect was evaluated on the human leukemia cell lines K562 (resistant to oxidative stress), Lucena-1 (MDR phenotype) and Ortho-quinone 3 (IC50 = 1.5 mu M, 1.8 mu M and 0.2 mu M, respectively) and catechol pterocarpan 1a (IC50 = 3.0 mu M, 3.7 mu M and 2.1 mu M, respectively) were the most active compounds on these cells and were also evaluated on other human leukemia cell lines (Jurkat and Daudi). quinone 3 was 2 to 10 times more potent than pterocarpan 1a, depending on the cell line considered, however, showed a greater toxicity lymphocytes activated by PHA. (C) 2008 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2008.01.027