title: A new Heck reaction modification using ketone Mannich bases as enone precursors: parallel synthesis of anti-leishmanial chalcones.
abstract: A new Heck-type reaction for the synthesis of chalcones has been established using Mannich bases as enone precursors. The novel reaction proceeds rapidly in air atmosphere under ligandless conditions and can be adapted for library synthesis in a parallel reactor station. Screening of the synthesized chalcones revealed N-{4-[(1E)-3-oxo-3-(3-pyridinyl)-1-propenyl]phenyl}benzamide (3f) to be a potent anti-leishmanial agent.
authors.affiliation: Technische Universität Braunschweig, Institut für Pharmazeutische Chemie, 38106 Braunschweig, Germany.
authors.forename: Christina
authors.initials: C
authors.lastname: Reichwald
authors.forename: Orly
authors.initials: O
authors.lastname: Shimony
authors.forename: Nina
authors.initials: N
authors.lastname: Sacerdoti-Sierra
authors.forename: Charles L
authors.initials: CL
authors.lastname: Jaffe
authors.forename: Conrad
authors.initials: C
authors.lastname: Kunick
mesh_terms: D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001549:Benzamides / Q000138:chemical synthesis* / Q000494:pharmacology*; D002478:Cells, Cultured; D002851:Chromatography, High Pressure Liquid; D003460:Crystallization; D007659:Ketones / Q000737:chemistry*; D007893:Leishmania donovani / Q000187:drug effects*; D007896:Leishmaniasis / Q000188:drug therapy* / Q000469:parasitology; D008264:Macrophages / Q000166:cytology / Q000187:drug effects; D008352:Mannich Bases / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000981:Antiprotozoal Agents; D001549:Benzamides; D007659:Ketones; D008352:Mannich Bases; C529331:N-(4-((1E)-3-oxo-3-(3-pyridinyl)-1-propenyl)phenyl)benzamide