title: Microwave-assisted preparation, structural characterization, lipophilicity, and anti-cancer assay of some hydroxycoumarin derivatives.
abstract: A new series of hydroxycoumarin derivatives has been synthesized using conventional synthesis. The syntheses were accelerated by microwave assistance. Yields in both cases were comparable (59-69 %). The structures were established by1H and13C NMR spectroscopy and high-resolution mass spectrometry. Five compounds (5-hydroxy-4,7-dimethylcoumarin, 6-acetyl-5-hydroxy-4,7-dimethylcoumarin, 4-(cyanomethoxy)chromen-2-one, 5-(cyanomethoxy)-4,7-dimethylchromen-2-one, and 6-acetyl-5-(cyanomethoxy)-4,7-dimethylchromen-2-one) were assayed for anti-cancer activity. For all presented coumarin derivatives, lipophilicity was measured using reversed-phase TLC in different eluent systems with standardization. In addition, the crystal structure of 6-acetyl-5-hydroxy-4,7-dimethylcoumarin has been solved by X-ray structure analysis of single crystals.
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, 1 Banacha, 02 097 Warsaw, Poland.
authors.forename: Kinga
authors.initials: K
authors.lastname: Ostrowska
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, 1 Banacha, 02 097 Warsaw, Poland.
authors.forename: Elżbieta
authors.initials: E
authors.lastname: Hejchman
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, 1 Banacha, 02 097 Warsaw, Poland.
authors.forename: Dorota
authors.initials: D
authors.lastname: Maciejewska
authors.affiliation: Department of Synthesis and Chemical Technology of Pharmaceutical Substances, Faculty of Pharmacy, Medical University of Lublin, 1 Al. Racławickie, 20 059 Lublin, Poland.
authors.forename: Agata
authors.initials: A
authors.lastname: Włodarczyk
authors.affiliation: Department of Synthesis and Chemical Technology of Pharmaceutical Substances, Faculty of Pharmacy, Medical University of Lublin, 1 Al. Racławickie, 20 059 Lublin, Poland.
authors.forename: Kamil
authors.initials: K
authors.lastname: Wojnicki
authors.affiliation: Department of Synthesis and Chemical Technology of Pharmaceutical Substances, Faculty of Pharmacy, Medical University of Lublin, 1 Al. Racławickie, 20 059 Lublin, Poland.
authors.forename: Dariusz
authors.initials: D
authors.lastname: Matosiuk
authors.affiliation: Department of Histology and Embryology, Centre of Biostructure Research, Medical University of Warsaw, 5 Chałubińskiego, 02 004 Warsaw, Poland.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Czajkowska
authors.affiliation: Department of Histology and Embryology, Centre of Biostructure Research, Medical University of Warsaw, 5 Chałubińskiego, 02 004 Warsaw, Poland.
authors.forename: Izabela
authors.initials: I
authors.lastname: Młynarczuk-Biały
authors.affiliation: Crystallochemistry Laboratory, Chemistry Department, Warsaw University, 1 Pasteura, 02 093 Warsaw, Poland.
authors.forename: Łukasz
authors.initials: Ł
authors.lastname: Dobrzycki
keywords: Anti-cancer activity; Hydroxycoumarin; Lipophilicity; Microwave-assisted synthesis; X-ray structure