RTI uses cookies to offer you the best experience online. By clicking “accept” on this website, you opt in and you agree to the use of cookies. If you would like to know more about how RTI uses cookies and how to manage them please view our Privacy Policy here. You can “opt out” or change your mind by visiting: http://optout.aboutads.info/. Click “accept” to agree.
Synthesis of Position-Specific Tritium-Labeled 20(S)-Camptothecin, 9-Amino-20(S)-Camptothecin, and 10,11-Methylenedioxy-20(S)-Camptothecin
Nicholas, A., Wani, M., Wall, M., Kepler, J., & Taylor, G. (1993). Synthesis of Position-Specific Tritium-Labeled 20(S)-Camptothecin, 9-Amino-20(S)-Camptothecin, and 10,11-Methylenedioxy-20(S)-Camptothecin. Journal of Labelled Compounds and Radiopharmaceuticals, 33(9), 839-848. https://doi.org/10.1002/jlcr.2580330907
The synthesis is given for three ring A tritiated camptothecin (CPT) analogs as biological probes in the study of the parent compounds which are of current widespread interest as potent anticancer agents. The strategy of catalytic tritolysis of aryl halide bonds was employed, and thus the preparations of the requisite precursors 9‐chloro‐20(S)‐CPT (9), 9‐amino‐10,12‐dibromo‐20(S)‐CPT (14), and 9‐chloro‐10,11‐methylenedioxy‐20(S)‐CPT (18) are given; catalytic tritiation of these respective precursors under polar, alkaline solvent conditions using palladium/carbon provides smooth conversion to [9‐3H]‐20(S)‐CPT (10), 9‐amino‐[10,12‐3H]‐20(S)‐CPT (15), and [9‐3H]‐10,11‐methylenedioxy‐20(S)‐CPT (19).