7-cycloheptyl-10-OH-camptothecin | 1186622-01-4

• 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: 7-cycloheptyl-10-OH-camptothecin
• 英文别名: CPT-c7-OH；(19S)-10-cycloheptyl-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione
• CAS: 1186622-01-4
• 化学式: C₂₇H₂₈N₂O₅
• 分子量: 460.53
• InChiKey: KKBLDYNDMHZOKP-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-cycloheptyl-10-OH-camptothecin 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 0.17h， 生成 CPT-c7-OMe
  参考文献：
  名称：

  7-Cycloalkylcamptothecin derivatives: Preparation and biological evaluation

  摘要：

  A series of 7-cycloalkylcamptothecin derivatives were synthesized from camptothecin with two methods. Their biological activities in vitro were evaluated with sulforhodamine-B (SRB) method on four types of human tumor cell lines A549/ATCC, HT29, NCI-H460 and HL60. Most of these camptothecin analogues show higher antitumor activity than the reference compounds SN-38 and Topotecan, with the IC50 values low to nM level. Structure-activity relationship studies of these compounds mostly match the conclusion we achieved before from quantitative structure-activity relationship (QSAR) research. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.010
• 作为产物：
  描述：

  溴代环庚烷 、 10-羟基喜树碱 在 叔丁基过氧化氢 、 硫酸 、 二苯基硅烷 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 生成 7-cycloheptyl-10-OH-camptothecin
  参考文献：
  名称：

  7-Cycloalkylcamptothecin derivatives: Preparation and biological evaluation

  摘要：

  A series of 7-cycloalkylcamptothecin derivatives were synthesized from camptothecin with two methods. Their biological activities in vitro were evaluated with sulforhodamine-B (SRB) method on four types of human tumor cell lines A549/ATCC, HT29, NCI-H460 and HL60. Most of these camptothecin analogues show higher antitumor activity than the reference compounds SN-38 and Topotecan, with the IC50 values low to nM level. Structure-activity relationship studies of these compounds mostly match the conclusion we achieved before from quantitative structure-activity relationship (QSAR) research. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.010