A new group of oxime carbamates as reversible inhibitors of fatty acid amide hydrolase

Sonia Gattinoni; Chiara De Simone; Sabrina Dallavalle; Filomena Fezza; Raffaella Nannei; Natalia Battista; Patrizia Minetti; Gianandrea Quattrociocchi; Antonio Caprioli; Franco Borsini; Walter Cabri; Sergio Penco; Lucio Merlini; Mauro Maccarrone

doi:10.1016/j.bmcl.2010.06.050

A new group of oxime carbamates as reversible inhibitors of fatty acid amide hydrolase

Bioorg Med Chem Lett. 2010 Aug 1;20(15):4406-11. doi: 10.1016/j.bmcl.2010.06.050. Epub 2010 Jun 15.

Authors

Sonia Gattinoni¹, Chiara De Simone, Sabrina Dallavalle, Filomena Fezza, Raffaella Nannei, Natalia Battista, Patrizia Minetti, Gianandrea Quattrociocchi, Antonio Caprioli, Franco Borsini, Walter Cabri, Sergio Penco, Lucio Merlini, Mauro Maccarrone

Affiliation

¹ DISMA, Università degli Studi di Milano, Via Celoria 2, 20133 Milano, Italy.

PMID: 20591666
DOI: 10.1016/j.bmcl.2010.06.050

Abstract

A series of oxime carbamates have been identified as potent inhibitors of fatty acid amide hydrolase (FAAH), an important regulatory enzyme of the endocannabinoid signaling system. Kinetic analysis indicates that they behave as non-competitive, reversible inhibitors, and show remarkable selectivity for FAAH over the other components of the endocannabinoid system.

MeSH terms

Amidohydrolases / antagonists & inhibitors*
Amidohydrolases / metabolism
Cannabinoid Receptor Modulators / metabolism
Carbamates / chemical synthesis
Carbamates / chemistry*
Carbamates / pharmacology
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / chemistry*
Enzyme Inhibitors / pharmacology
Kinetics
Oximes / chemistry*
Structure-Activity Relationship

Substances

Cannabinoid Receptor Modulators
Carbamates
Enzyme Inhibitors
Oximes
Amidohydrolases
fatty-acid amide hydrolase