title: New 2-bromomethyl-8-substituted-benzo[c]chromen-6-ones. Synthesis and biological properties.
abstract: New 2-bromomethyl-8-substituted-benzo[c]chromen-6-ones have been synthesized and their bioactive properties have been evaluated on different enzymatic models: serine proteases (trypsin and alpha-chymotrypsin), HIV aspartyl protease, nitric oxide synthase and a panel of protein kinases. These new derivatives can provide upon chemical or enzymatic attack, very reactive quinonimine methide intermediates, which could be utilized for the design of enzyme inhibitors. We found that some of these new derivatives exhibit modest inhibitory activities on the studied enzyme models, but it could be improved after structure optimization.
authors.affiliation: Laboratoire de Chimie Biomoléculaire, Unité INSERM U-623-IBDM, Département de Chimie, Faculté des Sciences Luminy, Université de La Méditerranée, 13288 Marseille cedex 9, France.
authors.forename: Cédrik
authors.initials: C
authors.lastname: Garino
authors.forename: Frédéric
authors.initials: F
authors.lastname: Bihel
authors.forename: Nicolas
authors.initials: N
authors.lastname: Pietrancosta
authors.forename: Younes
authors.initials: Y
authors.lastname: Laras
authors.forename: Gilles
authors.initials: G
authors.lastname: Quéléver
authors.forename: Irene
authors.initials: I
authors.lastname: Woo
authors.forename: Peter
authors.initials: P
authors.lastname: Klein
authors.forename: Jenny
authors.initials: J
authors.lastname: Bain
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Boucher
authors.forename: Jean-Louis
authors.initials: JL
authors.lastname: Kraus
mesh_terms: D016282:Aspartic Acid Endopeptidases / Q000378:metabolism; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002918:Chymotrypsin / Q000378:metabolism; D006678:HIV / Q000201:enzymology; D015394:Molecular Structure; D019001:Nitric Oxide Synthase / Q000378:metabolism; D011494:Protein Kinases / Q000378:metabolism; D014357:Trypsin / Q000378:metabolism
chemical_list: D001578:Benzopyrans; D019001:Nitric Oxide Synthase; D011494:Protein Kinases; D002918:Chymotrypsin; C117608:alpha-chymotrypsin; D014357:Trypsin; D016282:Aspartic Acid Endopeptidases