title: Synthesis and biological evaluation of C-13' substituted 7'-homo-anhydrovinblastine derivatives.
abstract: Recent publications highlighted that vinca derivatives either functionalized on C-12' or enlarged on cycle C' could be more cytotoxic than vinblastine or vinorelbine, both used in anti-cancer therapy. By combining these two results, nine new 7'-homo-anhydrovinblastine derivatives functionalized on C-13' were elaborated. The synthesis of key intermediates, their one-step transformation into final products in mild conditions and their biological activities are presented.
authors: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, UPR 2301 du CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors: Olga
authors: O
authors: Gherbovet
authors: Dipartimento di Scienze del Farmaco, Università degli Studi del Piemonte Orientale 'A. Avogadro', Largo Donegani 2, 28100 Novara, Italy.
authors: Fabio
authors: F
authors: La Spisa
authors: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, UPR 2301 du CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors: Sylviane
authors: S
authors: Thoret
authors: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, UPR 2301 du CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors: Maria Concepcion Garcia
authors: MCG
authors: Alvarez
authors: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, UPR 2301 du CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors: Hélène
authors: H
authors: Levaique
authors: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, UPR 2301 du CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors: Jérôme
authors: J
authors: Bignon
authors: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, UPR 2301 du CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France. Electronic address: fanny.roussi@cnrs.fr.
authors: Fanny
authors: F
authors: Roussi
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D045325:HCT116 Cells; D006801:Humans; D020014:K562 Cells; D014404:Tubulin / Q000737:chemistry / Q000378:metabolism; D050257:Tubulin Modulators / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014747:Vinblastine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014748:Vinca Alkaloids / Q000737:chemistry; D000077235:Vinorelbine
chemical_list: D000970:Antineoplastic Agents; D014404:Tubulin; D050257:Tubulin Modulators; D014748:Vinca Alkaloids; D014747:Vinblastine; D000077235:Vinorelbine
keywords: 7′-homo-Anhydrovinblastine; Cancer; Cytotoxicity; Tubulin; Vinca alkaloids