2-[2-(4-methoxybenzyloxy)-4-hydroxyphenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one | 1216959-03-3

• 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: 2-[2-(4-methoxybenzyloxy)-4-hydroxyphenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one
• 英文别名: 5-Hydroxy-2-[4-hydroxy-2-[(4-methoxyphenyl)methoxy]phenyl]-8,8-dimethyl-3-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one
• CAS: 1216959-03-3
• 化学式: C₃₃H₃₂O₇
• 分子量: 540.613
• InChiKey: XOFQGTOTQVEFFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[2-(4-methoxybenzyloxy)-4-hydroxyphenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one 在 吡啶 、 乙酰氯 、 乙硫醇 、 tin(ll) chloride 、 一水合肼 作用下， 以 乙腈 、 四氢呋喃 为溶剂， 反应 0.33h， 以67%的产率得到桑辛素
  参考文献：
  名称：

  The synthesis of morusin as a potent antitumor agent

  摘要：

  Morusin. which call be isolated from Chinese herbal medicine. is achieved in which the longest linear sequence is only 13 steps in 12% overall yield from commercially available phloroglucinol In addition, the metal/EtSH reagents for regioselective demethylation of polymethylated morusin were described Consequently this strategy provided a concise route 10 synthesize the morusin analogues as well Further biological studies of morusin. it exhibited strong antitumor effects with IC(50) similar to 3 0 mu M oil three cancel cells (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2009.12.002
• 作为产物：
  描述：

  5-hydroxy-2-(4-methoxy-2-((4-methoxybenzyl)oxy)phenyl)-8,8-dimethyl-3-(3-methylbut-2-en-1-yl)-4H,8H-pyrano[2,3-f]chromen-4-one 在 硫代乙氧基锂 、 氯化铵 作用下， 以 六甲基磷酰三胺 为溶剂， 以73%的产率得到2-[2-(4-methoxybenzyloxy)-4-hydroxyphenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one
  参考文献：
  名称：

  The synthesis of morusin as a potent antitumor agent

  摘要：

  Morusin. which call be isolated from Chinese herbal medicine. is achieved in which the longest linear sequence is only 13 steps in 12% overall yield from commercially available phloroglucinol In addition, the metal/EtSH reagents for regioselective demethylation of polymethylated morusin were described Consequently this strategy provided a concise route 10 synthesize the morusin analogues as well Further biological studies of morusin. it exhibited strong antitumor effects with IC(50) similar to 3 0 mu M oil three cancel cells (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2009.12.002

文献信息

• The synthesis of morusin as a potent antitumor agent
  作者：Tsui-Hwa Tseng、Shien-Kai Chuang、Chao-Chin Hu、Chia-Fu Chang、Yu-Chao Huang、Cheng-Wei Lin、Yean-Jang Lee

  DOI：10.1016/j.tet.2009.12.002

  日期：2010.2

  Morusin. which call be isolated from Chinese herbal medicine. is achieved in which the longest linear sequence is only 13 steps in 12% overall yield from commercially available phloroglucinol In addition, the metal/EtSH reagents for regioselective demethylation of polymethylated morusin were described Consequently this strategy provided a concise route 10 synthesize the morusin analogues as well Further biological studies of morusin. it exhibited strong antitumor effects with IC(50) similar to 3 0 mu M oil three cancel cells (C) 2009 Elsevier Ltd All rights reserved