daunorubicin-3'-NH-(E)-1-(p-acetylphenyl)-1,2-bis(p-methoxyphenyl)-1-butene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 蒽环类药物
• 英文名称: daunorubicin-3'-NH-(E)-1-(p-acetylphenyl)-1,2-bis(p-methoxyphenyl)-1-butene
• 英文别名: [4-[(Z)-1,2-bis(4-methoxyphenyl)but-1-enyl]phenyl] 2-[[(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]amino]acetate
• 化学式: C₅₃H₅₃NO₁₄
• 分子量: 928.002
• InChiKey: UPPMWPHJMRSULF-QGQJKMLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  68
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  217
• 氢给体数：
  5
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  4-苄氧基溴苯 在 palladium on activated charcoal 吡啶 、 氢气 、 碘 、 magnesium 、 三乙胺 作用下， 以 乙醚 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 40.0 ℃ 、101.33 kPa 条件下， 反应 13.67h， 生成 daunorubicin-3'-NH-(E)-1-(p-acetylphenyl)-1,2-bis(p-methoxyphenyl)-1-butene
  参考文献：
  名称：

  Synthesis and biological evaluation of novel daunorubicin-estrogen conjugates

  摘要：

  The synthesis of two novel daunorubicin-estro-en conjugates with a steroidal and a non-steroidal ligand was undertaken in an attempt to target the cytotoxicity of anthracycline to estrogen-receptor positive cells. These conjugates (3 and 4), in contrast to their corresponding ligands, displayed weak binding affinities of 0.079 and 0.851 for the estrogen receptor. Conjugate 3 was consistently more cytotoxic than 4, which however showed some selectivity to estrogen receptor positive cell lines. (C) 2001 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(01)00110-6

文献信息

• Synthesis and biological evaluation of novel daunorubicin-estrogen conjugates
  作者：K Kasiotis

  DOI：10.1016/s0039-128x(01)00110-6

  日期：2001.10

  The synthesis of two novel daunorubicin-estro-en conjugates with a steroidal and a non-steroidal ligand was undertaken in an attempt to target the cytotoxicity of anthracycline to estrogen-receptor positive cells. These conjugates (3 and 4), in contrast to their corresponding ligands, displayed weak binding affinities of 0.079 and 0.851 for the estrogen receptor. Conjugate 3 was consistently more cytotoxic than 4, which however showed some selectivity to estrogen receptor positive cell lines. (C) 2001 Elsevier Science Inc. All rights reserved.