(S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-(4-hydroxy-phenyl)-propionic acid methyl ester | 352015-97-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-(4-hydroxy-phenyl)-propionic acid methyl ester
• CAS: 352015-97-5
• 化学式: C₃₇H₃₇N₃O₇
• 分子量: 635.717
• InChiKey: WROLMJNYQHDTIC-WSZLSEGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  47.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  131.14
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-(4-hydroxy-phenyl)-propionic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 methyl (2S)-2-[[(1R,3S)-1-(4-hydroxy-3,5-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl]amino]-3-(4-hydroxyphenyl)propanoate
  参考文献：
  名称：

  The synthesis of amino-acid functionalized β-Carbolines as topoisomerase II inhibitors

  摘要：

  The synthesis and biological activity of amino acid functionalized beta -carboline derivatives, which are structurally related to azatoxin and the tryprostatins, are reported. These compounds were assayed for their growth inhibition properties in H520 and PC3 cell lines and were examined for their abilities to inhibit topoisomerase II-mediated DNA relaxation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00136-6
• 作为产物：
  描述：

  L-色氨酸甲酯 在 lithium hydroxide 、 四丁基氟化铵 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 20.0h， 生成 (S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-(4-hydroxy-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  The synthesis of amino-acid functionalized β-Carbolines as topoisomerase II inhibitors

  摘要：

  The synthesis and biological activity of amino acid functionalized beta -carboline derivatives, which are structurally related to azatoxin and the tryprostatins, are reported. These compounds were assayed for their growth inhibition properties in H520 and PC3 cell lines and were examined for their abilities to inhibit topoisomerase II-mediated DNA relaxation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00136-6