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Synthesis and evaluation of cytotoxic activities of new guanidines derived from carbazoles

Authors :
Thierry Cresteil
Céline Ballandonne
Patrick Dallemagne
Hussein El-Kashef
Aurélien Lesnard
Maria Stefania Sinicropi
Sylvain Rault
Jean-Charles Lancelot
Geneviève Aubert
Anna Caruso
Carmela Saturnino
Centre d'Etudes et de Recherche sur le Médicament de Normandie ( CERMN )
Université de Caen Normandie ( UNICAEN )
Normandie Université ( NU ) -Normandie Université ( NU )
Institut de Chimie des Substances Naturelles ( ICSN )
Centre National de la Recherche Scientifique ( CNRS )
Centre d'Etudes et de Recherche sur le Médicament de Normandie (CERMN)
Université de Caen Normandie (UNICAEN)
Normandie Université (NU)-Normandie Université (NU)
Institut de Chimie des Substances Naturelles (ICSN)
Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)
Source :
Bioorganic & Medicinal Chemistry Letters, Bioorganic & Medicinal Chemistry Letters, Elsevier, 2014, 24 (2), pp.467-72. 〈10.1016/j.bmcl.2013.12.047〉, Bioorganic and Medicinal Chemistry Letters, Bioorganic and Medicinal Chemistry Letters, Elsevier, 2014, 24, pp.467-472, Bioorganic and Medicinal Chemistry Letters, Elsevier, 2014, 24 (2), pp.467-72. ⟨10.1016/j.bmcl.2013.12.047⟩
Publication Year :
2014
Publisher :
HAL CCSD, 2014.

Abstract

International audience; 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.

Details

Language :
English
ISSN :
0960894X
Database :
OpenAIRE
Journal :
Bioorganic & Medicinal Chemistry Letters, Bioorganic & Medicinal Chemistry Letters, Elsevier, 2014, 24 (2), pp.467-72. 〈10.1016/j.bmcl.2013.12.047〉, Bioorganic and Medicinal Chemistry Letters, Bioorganic and Medicinal Chemistry Letters, Elsevier, 2014, 24, pp.467-472, Bioorganic and Medicinal Chemistry Letters, Elsevier, 2014, 24 (2), pp.467-72. ⟨10.1016/j.bmcl.2013.12.047⟩
Accession number :
edsair.doi.dedup.....c5306ead5e0f6715d769b216871a1350
Full Text :
https://doi.org/10.1016/j.bmcl.2013.12.047〉