Arachidonoylethyleneglycol and its nitroester as New cannabimimetics: Oxidation by 15-Lipoxygenase and hydrolysis by Fatty Acid Amide hydrolase

Authors
Bezuglov, VV Bobrov, MY Gretskaya, NM Archakov, AV Serkov, IV Fedenyuk, AP Verevochkina, EY Kogteva, GS Titova, OY Marvanov, DM De Petrocellis, L Bisogno, T Di Marzo, V Manevich, Y
Citation
Vv. Bezuglov et al., Arachidonoylethyleneglycol and its nitroester as New cannabimimetics: Oxidation by 15-Lipoxygenase and hydrolysis by Fatty Acid Amide hydrolase, BIOORG KHIM, 24(12), 1998, pp. 938-942
Citations number
21
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANICHESKAYA KHIMIYA
ISSN journal
01323423 → ACNP
Volume
24
Issue
12
Year of publication
1998
Pages
938 - 942
Database
ISI
SICI code
0132-3423(199812)24:12<938:AAINAN>2.0.ZU;2-K
Abstract
Arachidonoylethyleneglycol (AEG) and 1-O-arachidonoyl-2-O-nitroethyleneglyc ol (ANEG) were synthesized. Both compounds were preliminarily tested in viv o in the tetrad of cannabimimetic tests and showed strong cannabimimetic ac tivities. 15-Lipoxygenase converted AEG into single and double lipoxygenati on products, whereas ANEG turned out to be a poor substrate for this enzyme . AEG was capable of hydrolysis by anandamide amidohydrolase in mouse neuro blastoma N18TG2 cells and of the inhibition of corresponding anandamide hyd rolysis. It is suggested that AEG may be a new natural endocannabinoid.