title: Synthesis and Biological Evaluations of Click-Generated Nitrogen Mustards.
abstract: This paper describes the synthesis of new click-generated nitrogen mustards and their biological evaluation. By using the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, we managed to synthesize eight new nitrogen mustards. This strategy paves the way for the synthesis of a new family of nitrogen mustard, with an important structural variability. Furthermore, we studied the biological activity of synthesized compounds by testing their cytotoxicity on four representative cancer cell lines A431, JURKAT, K562, and U266. One structure, 1-benzyl-4-(N,N-di-2-chloroethylaminomethyl)-1H-[1,2,3]triazole, showed an interesting cytotoxic effect.
authors.affiliation: a Laboratoire de Chimie des Substances Naturelles , Albert Thomas , Limoges , France.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Boëns
authors.forename: Tan-Sothea
authors.initials: TS
authors.lastname: Ouk
authors.forename: Yves
authors.initials: Y
authors.lastname: Champavier
authors.forename: Rachida
authors.initials: R
authors.lastname: Zerrouki
mesh_terms: D000480:Alkynes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D061565:Cycloaddition Reaction; D003603:Cytotoxins / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D008466:Mechlorethamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D009369:Neoplasms / Q000188:drug therapy*; D014407:Tumor Cells, Cultured
chemical_list: D000480:Alkynes; D000970:Antineoplastic Agents; D001386:Azides; D003603:Cytotoxins; D008466:Mechlorethamine; D003300:Copper
keywords: CuAAC reaction; MTT assays; Nitrogen mustards; click chemistry