| 1223487-24-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 1223487-24-8
• 化学式: C₂₉H₂₇NO₅
• 分子量: 469.537
• InChiKey: BAEVPJVUQDUQER-GIGWZHCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  35.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  68.23
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Asymmetric synthesis of phenanthroindolizidine alkaloids with hydroxyl group at the C14 position and evaluation of their antitumor activities

  摘要：

  The asymmetric total synthesis of the strongly cytotoxic phenanthroindolizidine alkaloid 3 was achieved. Using the same route, various derivatives were also synthesized. Cytotoxicity of those synthetic compounds was evaluated and compounds 19, 23, and 27 demonstrated potent cytotoxicities similar to that of 3. The in vivo antitumor efficacy of selected compounds was also evaluated and 23 demonstrated moderate antitumor efficacy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.008
• 作为产物：
  描述：

  (13aR)-3-(benzyloxy)-6,7-dimethoxy-13,13a-dihydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11,14(9H,12H)-dione 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Asymmetric synthesis of phenanthroindolizidine alkaloids with hydroxyl group at the C14 position and evaluation of their antitumor activities

  摘要：

  The asymmetric total synthesis of the strongly cytotoxic phenanthroindolizidine alkaloid 3 was achieved. Using the same route, various derivatives were also synthesized. Cytotoxicity of those synthetic compounds was evaluated and compounds 19, 23, and 27 demonstrated potent cytotoxicities similar to that of 3. The in vivo antitumor efficacy of selected compounds was also evaluated and 23 demonstrated moderate antitumor efficacy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.008

文献信息

• Synthesis of phenanthroindolizidine alkaloids and evaluation of their antitumor activities and toxicities
  作者：Takashi Ikeda、Takashi Yaegashi、Takeshi Matsuzaki、Ryuta Yamazaki、Syusuke Hashimoto、Seigo Sawada

  DOI：10.1016/j.bmcl.2011.07.120

  日期：2011.10

  We previously reported that phenanthroindolizidine alkaloid 3 and its derivatives had markedly potent in vitro cytotoxicity. However, they had low in vivo antitumor activities and high in vivo toxicities, which was a serious problem. To address this problem, new phenanthroindolizidine derivatives were synthesized and their antitumor activities and toxicities were evaluated. This study describes the

  我们先前曾报道过菲咯啉吲哚生物碱3及其衍生物在体外具有明显的细胞毒性。然而，它们具有低的体内抗肿瘤活性和高的体内毒性，这是一个严重的问题。为了解决这个问题，合成了新的菲咯啉吲哚衍生物，并评估了它们的抗肿瘤活性和毒性。这项研究描述了这些菲咯啉吲哚并咪唑衍生物的化学结构，抗肿瘤活性和毒性之间的关系。基于其性质，发现化合物8是最合适的潜在抗肿瘤剂。