New 2-bromomethyl-8-substituted-benzo[c]chromen-6-ones. Synthesis and biological properties.
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.
Garino
Cédrik
C
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.
Bihel
Frédéric
F
Pietrancosta
Nicolas
N
Laras
Younes
Y
Quéléver
Gilles
G
Woo
Irene
I
Klein
Peter
P
Bain
Jenny
J
Boucher
Jean-Luc
JL
Kraus
Jean-Louis
JL
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
D001578:Benzopyrans; D019001:Nitric Oxide Synthase; D011494:Protein Kinases; D002918:Chymotrypsin; C117608:alpha-chymotrypsin; D014357:Trypsin; D016282:Aspartic Acid Endopeptidases