title: Synthesis and evaluation of cytotoxic activities of new guanidines derived from carbazoles.
abstract: Several new alkylguanidines derived from carbazole have been synthesized in a simple one-pot reaction starting from 3-aminocarbazole derivatives. The aminocarbazoles were reacted with ethoxycarbonylisothiocyanate, to give thiourea intermediates, followed by the addition of an alkylamine and HgCl2 to give ethoxycarbonylguanidine intermediates. The reaction mixture was then heated at 160 °C to give the N-(1,4-dimethyl-9H-carbazol-3-yl)-N'-alkylguanidines. The cytotoxic activity of all the synthesized guanidines was evaluated against different cell lines.
authors.affiliation: Department of Pharmacy, Health and Nutrition Sciences, University of Calabria, 87036 Arcavacata di Rende, Cosenza, Italy; Université de Caen Basse-Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, Bd Becquerel, 14032 Caen Cedex, France.
authors.forename: Anna
authors.initials: A
authors.lastname: Caruso
authors.affiliation: Department of Pharmacy, Health and Nutrition Sciences, University of Calabria, 87036 Arcavacata di Rende, Cosenza, Italy. Electronic address: s.sinicropi@unical.it.
authors.forename: Maria Stefania
authors.initials: MS
authors.lastname: Sinicropi
authors.affiliation: Université de Caen Basse-Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, Bd Becquerel, 14032 Caen Cedex, France.
authors.forename: Jean-Charles
authors.initials: JC
authors.lastname: Lancelot
authors.affiliation: Université de Caen Basse-Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, Bd Becquerel, 14032 Caen Cedex, France; Chemistry Department, Faculty of Science, Assiut University, 71516 Assiut, Egypt.
authors.forename: Hussein
authors.initials: H
authors.lastname: El-Kashef
authors.affiliation: Department of Pharmacy, University of Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, Salerno, Italy.
authors.forename: Carmela
authors.initials: C
authors.lastname: Saturnino
authors.affiliation: Institut de Chimie des Substances Naturelles, UPR 2301, CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Geneviève
authors.initials: G
authors.lastname: Aubert
authors.affiliation: Université de Caen Basse-Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, Bd Becquerel, 14032 Caen Cedex, France.
authors.forename: Céline
authors.initials: C
authors.lastname: Ballandonne
authors.affiliation: Université de Caen Basse-Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, Bd Becquerel, 14032 Caen Cedex, France.
authors.forename: Aurélien
authors.initials: A
authors.lastname: Lesnard
authors.affiliation: Institut de Chimie des Substances Naturelles, UPR 2301, CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Thierry
authors.initials: T
authors.lastname: Cresteil
authors.affiliation: Université de Caen Basse-Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, Bd Becquerel, 14032 Caen Cedex, France.
authors.forename: Patrick
authors.initials: P
authors.lastname: Dallemagne
authors.affiliation: Université de Caen Basse-Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, Bd Becquerel, 14032 Caen Cedex, France.
authors.forename: Sylvain
authors.initials: S
authors.lastname: Rault
mesh_terms: D002227:Carbazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D049109:Cell Proliferation / Q000187:drug effects; D003603:Cytotoxins / Q000138:chemical synthesis* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical / Q000379:methods; D006146:Guanidines / Q000138:chemical synthesis* / Q000494:pharmacology; D045325:HCT116 Cells; D018922:HL-60 Cells; D006801:Humans; D061986:MCF-7 Cells
chemical_list: D002227:Carbazoles; D003603:Cytotoxins; D006146:Guanidines; C041514:carbazole
keywords: Carbazoles; Guanidines; Guanidinocarbazoles; HCT116; HL60; KB; MCF7; MRC5; PC3