title: Design, synthesis and antileishmanial in vitro activity of new series of chalcones-like compounds: a molecular hybridization approach.
abstract: The chalcone-like series 1a-1g was efficiently synthesized from Morita-Baylis-Hillman reaction (52-74% yields). Compounds 1a-1g were designed by molecular hybridization based on the anti-inflammatory drug methyl salicylate (3) and the antileishmanial moiety of the Morita-Baylis-Hillman adducts 2a-2g. The 1a-1g compounds were much more actives than precursor series 2a-2g, for example, IC(50)=7.65 μM on Leishmania amazonensis and 10.14 μM on Leishmania chagasi (compound 1c) when compared to IC(50)=50.08 μM on L. amazonensis and 82.29 μM on L. chagasi (compound 2c). The IC(50) values of compound 3 (228.49 μM on L. amazonensis and 261.45 μM on L. chagasi) and acryloyl salicylate 4 (108.50 μM on L. amazonensis and 118.83 μM on L. chagasi) were determined here, by the first time, on Leishmania.
authors.affiliation: Laboratório de Síntese Orgânica Medicinal da Paraíba, Departamento de Química, Universidade Federal da Paraíba, Campus I, João Pessoa, PB 58059-900, Brazil.
authors.forename: Ticiano P
authors.initials: TP
authors.lastname: Barbosa
authors.forename: Suervy C O
authors.initials: SC
authors.lastname: Sousa
authors.forename: Francianne M
authors.initials: FM
authors.lastname: Amorim
authors.forename: Yara K S
authors.initials: YK
authors.lastname: Rodrigues
authors.forename: Priscilla A C
authors.initials: PA
authors.lastname: de Assis
authors.forename: John P A
authors.initials: JP
authors.lastname: Caldas
authors.forename: Márcia R
authors.initials: MR
authors.lastname: Oliveira
authors.forename: Mário L A A
authors.initials: ML
authors.lastname: Vasconcellos
mesh_terms: D000981:Antiprotozoal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015195:Drug Design; D007891:Leishmania / Q000187:drug effects*; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D011789:Quantum Theory; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000981:Antiprotozoal Agents