title: New imidazo[1,2-b]pyrazoles as anticancer agents: synthesis, biological evaluation and structure activity relationship analysis.
abstract: Synthesis and functionalization strategies of the imidazo[1,2-b]pyrazole core were developed giving a rapid access to three series of novel imidazo[1,2-b]pyrazole type derivatives: C-2/C-6/C-7 trisubstituted, C-2/C-3/C-6 tri(hetero)arylated and C-2/C-3/C-6/C-7 tetrasubstituted imidazo[1,2-b]pyrazoles. 39 of the synthetized products were evaluated for in vitro anticancer activity using the MTT colorimetric assay against 5 human and 1 murine cancer cell lines. Promising in vitro growth inhibitory activities were exhibited by some of the target compounds. Of the 39 evaluated products, 4 displayed an IC50 ≤ 10 μM in the 6 cell lines analyzed (compounds 4d, 4g, 9a, 11a). A structure activity relationship analysis is also reported in this paper.
authors: Institut de Chimie Organique et Analytique (ICOA), Université d'Orléans, UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans Cedex 2, France.
authors: Sandrine
authors: S
authors: Grosse
authors: Laboratoire de Cancérologie et de Toxicologie Expérimentale, Faculté de Pharmacie, Université Libre de Bruxelles (ULB), Boulevard du Triomphe, CP205/1, 1050 Brussels, Belgium.
authors: Véronique
authors: V
authors: Mathieu
authors: Greenpharma S.A.S, 3, allée du Titane, 45100 Orléans, France.
authors: Christelle
authors: C
authors: Pillard
authors: Université Bordeaux, CNRS FRE 3396, Pharmacochimie, 146 Rue Léo Saignat, 33000 Bordeaux, France.
authors: Stéphane
authors: S
authors: Massip
authors: Université Bordeaux, CNRS FRE 3396, Pharmacochimie, 146 Rue Léo Saignat, 33000 Bordeaux, France.
authors: Mathieu
authors: M
authors: Marchivie
authors: Université Bordeaux, CNRS FRE 3396, Pharmacochimie, 146 Rue Léo Saignat, 33000 Bordeaux, France.
authors: Christian
authors: C
authors: Jarry
authors: Greenpharma S.A.S, 3, allée du Titane, 45100 Orléans, France.
authors: Philippe
authors: P
authors: Bernard
authors: Laboratoire de Cancérologie et de Toxicologie Expérimentale, Faculté de Pharmacie, Université Libre de Bruxelles (ULB), Boulevard du Triomphe, CP205/1, 1050 Brussels, Belgium. Electronic address: rkiss@ulb.ac.be.
authors: Robert
authors: R
authors: Kiss
authors: Institut de Chimie Organique et Analytique (ICOA), Université d'Orléans, UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans Cedex 2, France. Electronic address: gerald.guillaumet@univ-orleans.fr.
authors: Gérald
authors: G
authors: Guillaumet
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D061986:MCF-7 Cells; D051379:Mice; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D007093:Imidazoles; D011720:Pyrazoles
keywords: Anticancer activity; Imidazo[1,2-b]pyrazoles; Structure–activity relationship