4-[(3S,5S)-3,5-dihydroxy-7-phenylheptyl]-2-methoxyphenol | 1172102-24-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-[(3S,5S)-3,5-dihydroxy-7-phenylheptyl]-2-methoxyphenol
• 英文别名: (3S,5S)-1-(4-hydroxy-3-methoxyphenyl)-7-phenylheptane-3,5-diol
• CAS: 1172102-24-7
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: GGNVNVJXTWDKHG-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-[(3S,5S)-3-hydroxy-5-tert-butyldiphenylsilanyloxy-7-phenylheptyl]-2-methoxyphenol 在 甲醇 、 对甲苯磺酸 作用下， 反应 1.0h， 以95%的产率得到4-[(3S,5S)-3,5-dihydroxy-7-phenylheptyl]-2-methoxyphenol
  参考文献：
  名称：

  Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines

  摘要：

  A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3-diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti-proliferative activity on human leukemia (THP-1, U-937) and melanoma (A-375) cell lines. Compounds 2a and 2b were found to be most potent with an IC50 of 12.82 mu g/mL and 12.62 mu g/mL, respectively, on THP-1 leukemia cell line. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.061

文献信息

• Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines
  作者：M. Narasimhulu、T. Srikanth Reddy、K. Chinni Mahesh、A. Sai Krishna、J. Venkateswara Rao、Y. Venkateswarlu

  DOI：10.1016/j.bmcl.2009.03.061

  日期：2009.6

  A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3-diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti-proliferative activity on human leukemia (THP-1, U-937) and melanoma (A-375) cell lines. Compounds 2a and 2b were found to be most potent with an IC50 of 12.82 mu g/mL and 12.62 mu g/mL, respectively, on THP-1 leukemia cell line. (C) 2009 Elsevier Ltd. All rights reserved.