10-甲氧基喜树碱

10-甲氧基喜树碱是一种有机化合物，分子式C21H18N2O5，是常见的喜树碱衍生物，具有抗肿瘤活性[2]。它可由10-羟基喜树碱和重氮甲烷在甲醇-二氧六环（1:1）中反应得到[3]。它在碘化亚铜-三乙胺催化下和氧气反应，可以得到5-羟基的衍生物[4]。

喜树碱的结构
10-甲氧基喜树碱
识别
CAS号 19685-10-0  checkY
SMILES
 
  • C(C)[C@]1(O)C2=C(C(=O)N3C(=C2)C=4C(C3)=CC=5C(N4)=CC=C(OC)C5)COC1=O
性质
化学式 C21H18N2O5
摩尔质量 378.38 g·mol−1
外观 黄色固体[1]
熔点 250.3~250.9 °C[1]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

参考文献
  1. Visible-Light-Induced Radical Cascade Cyclization: Synthesis of (20S)-Camptothecin, SN-38 and Irinotecan. Chinese Journal of Chemistry, 2018. doi:10.1002/cjoc.201800358
  2. Luo, P., He, Q., He, X., Hu, Y., Lu, W., Cheng, Y., & Yang, B. (2006). Potent antitumor activity of 10-methoxy-9-nitrocamptothecin. Molecular cancer therapeutics, 5(4), 962-968. doi:10.1158/1535-7163.MCT-05-0385
  3. Synthesis of new cytotoxic E-ring modified camptothecins. Tetrahedron Letters. 2010. doi:10.1016/j.tetlet.2010.09.130.
  4. Xungui He,Heyong Gao,Wei Lu & Junchao Cai. New Method for the Synthesis of 5‐Hydroxycamptothecin Derivatives. Synthetic Communications, 2004. doi:10.1081/SCC-200039356.

拓展阅读
  • M Gao; K D. Miller; G W. Sledge; Q-H Zheng. Radiosynthesis of carbon-11-labeled camptothecin derivatives as potential positron emission tomography tracers for imaging of topoisomerase I in cancers. Bioorganic & Medicinal Chemistry Letters. 2005. 15 (17). doi:10.1016/j.bmcl.2005.05.108.
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