10-甲氧基喜樹鹼

10-甲氧基喜樹鹼是一種有機化合物,分子式C21H18N2O5,是常見的喜樹鹼衍生物,具有抗腫瘤活性[2]。它可由10-羥基喜樹鹼重氮甲烷甲醇-二氧六環(1:1)中反應得到[3]。它在碘化亞銅-三乙胺催化下和氧氣反應,可以得到5-羥基的衍生物[4]

10-甲氧基喜樹鹼
識別
CAS號 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
性質
化學式 C21H18N2O5
摩爾質量 378.38 g·mol−1
外觀 黃色固體[1]
熔點 250.3~250.9 °C[1]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。
喜樹鹼的結構

參考文獻

  1. ^ 1.0 1.1 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.

拓展閱讀

  • 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.