10-[4-[[4-(cis-4,7,10,13,16,19-docosahexenoyl)amino]benzyl]-1-piperazino]carbonyloxy-camptothecin | 656233-43-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 喜树碱
• 英文名称: 10-[4-[[4-(cis-4,7,10,13,16,19-docosahexenoyl)amino]benzyl]-1-piperazino]carbonyloxy-camptothecin
• 英文别名: 10-[4-[[4-(cis-4,7,10,13,16,19-docosahexenoyl)amino]benzyl]-1-piperazino]carbonyloxycamptothecin；[(19S)-19-ethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl] 4-[[4-[[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyl]amino]phenyl]methyl]piperazine-1-carboxylate
• CAS: 656233-43-1
• 化学式: C₅₄H₆₁N₅O₇
• 分子量: 892.108
• InChiKey: GRMFIVKOXJFNCY-PZUUEGAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  66
• 可旋转键数：
  20
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  142
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  10-[4-[[4-(cis-4,7,10,13,16,19-docosahexenoyl)amino]benzyl]-1-piperazino]carbonyloxy-camptothecin 在 盐酸 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 10-[4-[[4-(cis-4,7,10,13,16,19-docosahexenoyl)amino]benzyl]-1-piperazino]carbonyloxy-camptothecin hydrochloride
  参考文献：
  名称：

  Novel anticancer conjugates of camptothecin and unsaturated fatty acids

  摘要：

  本发明提供了紧张素类化合物和长链不饱和脂肪酸的新型结合物。这些新型结合物可用于治疗哺乳动物细胞增殖性疾病，如癌症。

  公开号：

  US20040034033A1
• 作为产物：
  描述：

  10-羟基喜树碱 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 10-[4-[[4-(cis-4,7,10,13,16,19-docosahexenoyl)amino]benzyl]-1-piperazino]carbonyloxy-camptothecin
  参考文献：
  名称：

  Synthesis and evaluation of a DHA and 10-hydroxycamptothecin conjugate

  摘要：

  We have synthesized a conjugate of cis-4,7,10,13,16,19-docosahexenoic acid (DHA) and 10-hydroxycamptothecin (HCPT), DHA-HCPT. The antitumor activity of DHA-HCPT was evaluated in vitro against L1210 leukemia cells and in experimental animal tumor models including L1210 leukemia, Lewis lung carcinoma, and colon 38 adenocarcinoma. DHA-HCPT showed a greatly improved antitumor efficacy compared to HCPT. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.06.039

文献信息

• Compounds useful in coating stents to prevent and treat stenosis and restenosis
  申请人：Wang Yuqiang

  公开号：US20070037739A1

  公开（公告）日：2007-02-15

  At least one bioactive agent is locally delivered to a location where a stent is implanted within a lumen in a patient's body. The bioactive agent includes a: DNA minor groove binder (such as CC-1065 or Duocarmycin); apocynin; RGD peptide (such as RGDfV); stilbene compound (such as resveratrol); camptothecin; des-aspartate angiotensin I; or ADF; or an analog or derivative thereof; or a combination or blend thereof with at least one other bioactive agent. The bioactive agent is generally locally delivered, such as by elution from the stent. The compounds and methods are of particular benefit for treating or preventing atherosclerosis, stenosis, restenosis, smooth muscle cell proliferation, occlusive disease, or other abnormal lumenal cellular proliferation condition.

  至少一种生物活性剂被局部送达到患者体内管腔内植入支架的位置。该生物活性剂包括：DNA小沟结合剂（如CC-1065或Duocarmycin）；apocynin；RGD肽（如RGDfV）；苯乙烯衍生物（如白藜芦醇）；喜树碱；去天冬氨酸血管紧张素I；或ADF；或其类似物或衍生物；或与至少另一种生物活性剂的组合或混合物。生物活性剂通常是局部释放的，例如通过支架的溶出。这些化合物和方法对于治疗或预防动脉粥样硬化、狭窄、再狭窄、平滑肌细胞增殖、闭塞性疾病或其他异常管腔细胞增殖病症具有特殊的益处。
• Synthesis and evaluation of a DHA and 10-hydroxycamptothecin conjugate
  作者：Yuqiang Wang、Lianfa Li、Wei Jiang、James W. Larrick

  DOI：10.1016/j.bmc.2005.06.039

  日期：2005.10

  We have synthesized a conjugate of cis-4,7,10,13,16,19-docosahexenoic acid (DHA) and 10-hydroxycamptothecin (HCPT), DHA-HCPT. The antitumor activity of DHA-HCPT was evaluated in vitro against L1210 leukemia cells and in experimental animal tumor models including L1210 leukemia, Lewis lung carcinoma, and colon 38 adenocarcinoma. DHA-HCPT showed a greatly improved antitumor efficacy compared to HCPT. (c) 2005 Elsevier Ltd. All rights reserved.
• Novel anticancer conjugates of camptothecin and unsaturated fatty acids
  申请人：——

  公开号：US20040034033A1

  公开（公告）日：2004-02-19

  The present invention provides novel conjugates of camptothecin compounds and long-chain unsaturated fatty acid. The novel conjugates can be used to treat mammalian cell proliferative diseases such as cancer.

  本发明提供了紧张素类化合物和长链不饱和脂肪酸的新型结合物。这些新型结合物可用于治疗哺乳动物细胞增殖性疾病，如癌症。