title: Synthesis of new aza-analogs of staurosporine, K-252a and rebeccamycin by nucleophilic opening of C2-symmetric bis-aziridines.
abstract: Stable, water-soluble aminosugar staurosporine, K-252a and rebeccamycin analogs have been prepared by nucleophilic opening of C(2)-symmetric N-activated bis-aziridines by bis-indolylmaleimides. This divergent strategy allows the synthesis of unsymmetrical substituted derivatives and provides an easy access to the piperidine and pyrrolidine analogs.
authors.affiliation: Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR 8601 CNRS, Université Paris Descartes, 45 rue des Saints-Pères, 75270, Paris Cedex 06, France.
authors.forename: Sandrine
authors.initials: S
authors.lastname: Delarue-Cochin
authors.forename: Isabelle
authors.initials: I
authors.lastname: McCort-Tranchepain
mesh_terms: D001372:Aza Compounds; D001388:Aziridines / Q000737:chemistry*; D004355:Drug Stability; D010880:Piperidines; D011759:Pyrrolidines; D012995:Solubility; D019311:Staurosporine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
chemical_list: D001372:Aza Compounds; D001388:Aziridines; D010880:Piperidines; D011759:Pyrrolidines; C032727:piperidine; D019311:Staurosporine; C032519:pyrrolidine