Synthesis of 14-azacamptothecin, a water-soluble topoisomerase I poison.
14-Azacamptothecin, a potent, water-soluble analogue of the antitumor agent camptothecin, has been prepared by a convergent synthesis. The key condensation of the AB and DE rings with concomitant formation of ring C of 14-aza CPT was carried out in two stages, the latter of which involved a radical cyclization strategy. [structure: see text]
Rahier
Nicolas J
NJ
Departments of Chemistry and Biology, University of Virginia, Charlottesville, VA 22904, USA.
Cheng
Kejun
K
Gao
Rong
R
Eisenhauer
Brian M
BM
Hecht
Sidney M
SM
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002166:Camptothecin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D003500:Cyclization; D006801:Humans; D015394:Molecular Structure; D059004:Topoisomerase I Inhibitors; D014867:Water / Q000737:chemistry
C499708:14-azacamptothecin; D000970:Antineoplastic Agents; D059004:Topoisomerase I Inhibitors; D014867:Water; D002166:Camptothecin