title: Elaboration of vinblastine hybrids using a reactive in situ generated N-carboxyanhydride.
abstract: Hybrids of vinblastine and phomopsin, designed by a molecular modelling study, were elaborated in order to target tubulin. The key step of the synthesis (fragmentation and insertion of vindoline) was mediated by an internal N-carboxyanhydride (or O-acylcarbamate). This reaction was diastereospecific and addition of silver salts could reverse the diastereoselectivity. Even if the synthesized compounds are inactive, this synthesis represents an original example of a C-N fragmentation mediated by a N-carboxyanhydride.
authors: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, Avenue de la terrasse, 91198 Gif sur Yvette, France.
authors: Claire
authors: C
authors: Rannoux
authors: Fanny
authors: F
authors: Roussi
authors: Marie-Thérèse
authors: MT
authors: Martin
authors: Françoise
authors: F
authors: Guéritte