L. N. Jungheim, T. Shepherd, Damon L. Meyer
Apr 1, 1992
Citations
0
Influential Citations
32
Citations
Journal
Journal of Organic Chemistry
Abstract
Cephalosporin 20 substituted at the C-3'position with the potent oncolytic agent desacetylvinblastine hydrazide (3) was synthesized as a potentiel prodrug for the treatment of solid tumors. The design of this novel prodrug was based on the knowledge that hydrolysis of a cephalosporin's β-lactam bont can result in the expulsion of the C-3'substituent. Proper selection of the linkage used to join the cephem to the vinca, e.g., 8 vs 20, provided a releasable form of the drug as well as a chemically stable prodrug