title: Cascade synthesis of polyoxygenated 6H,11H-[2]benzopyrano-[4,3-c][1]benzopyran-11-ones.
abstract: 2-(methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.
authors: Department of Chemistry, Nizhnyi Novgorod N. I. Lobachevsky State University, 23 Gagarin Avenue, 603950 Nizhnyi Novgorod, Russia.
authors: Mikael I
authors: MI
authors: Naumov
authors: Sergey A
authors: SA
authors: Sutirin
authors: Andrey S
authors: AS
authors: Shavyrin
authors: Olga G
authors: OG
authors: Ganina
authors: Irina P
authors: IP
authors: Beletskaya
authors: Véronique
authors: V
authors: Bourgarel-Rey
authors: Sébastien
authors: S
authors: Combes
authors: Jean-Pierre
authors: JP
authors: Finet
authors: Alexey Yu
authors: AY
authors: Fedorov
mesh_terms: D015110:4-Hydroxycoumarins / Q000737:chemistry; D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry* / Q000494:pharmacology; D001880:Boranes / Q000737:chemistry; D002478:Cells, Cultured; D002625:Chemistry, Organic / Q000379:methods*; D004354:Drug Screening Assays, Antitumor; D004847:Epithelial Cells; D006801:Humans; D010100:Oxygen / Q000737:chemistry; D018675:Toxicity Tests
chemical_list: D015110:4-Hydroxycoumarins; D000970:Antineoplastic Agents; D001578:Benzopyrans; D001880:Boranes; D010100:Oxygen; C068805:4-hydroxycoumarin