1: J Med Chem. 2003 Oct 9;46(21):4373-6.  

Esters, retroesters, and a retroamide of palmitic acid: pool for the first
selective inhibitors of N-palmitoylethanolamine-selective acid amidase.

Vandevoorde S, Tsuboi K, Ueda N, Jonsson KO, Fowler CJ, Lambert DM.

Unite de Chimie Pharmaceutique et de Radiopharmacie, Universite Catholique de
Louvain, Avenue Mounier, 73, UCL-CMFA 73.40, B-1200 Brussels, Belgium.

Cyclohexyl hexadecanoate, hexadecyl propionate, and
N-(3-hydroxypropionyl)pentadecanamide, respectively ester, retroester, and
retroamide derivatives of N-palmitoylethanolamine, represent the first selective
inhibitors of "N-palmitoylethanolamine hydrolase" described so far. These
compounds are devoid of affinity for CB(1) and CB(2) receptors and characterized
by high percentages of inhibition of N-palmitoylethanolamine-selective acid
amidase (84.0, 70.5, and 76.7% inhibition at 100 microM, respectively) with much
lower inhibitory effect on either fatty acid amide hydrolase or the uptake of
anandamide.

PMID: 14521402 [PubMed - in process]