Homologues and isomers of noladin ether, a putative novel endocannabinoid: interaction with rat cannabinoid CB(1) receptors.
Two regioisomers and 13 analogues of the putative endocannabinoid noladin ether (2-arachidonyl glyceryl ether, 2-AGE, 1) were synthesized and tested for their interaction with CB(1) receptors in rat brain membranes. The results showed that a C-20 tetra-unsaturated moiety is necessary for high affinity, and that a series of alkyl glyceryl ethers of potential occurrence in brain tissues have less affinity than 2-AGE for CB(1) receptors.
Appendino
Giovanni
G
DiSCAFF, Viale Ferrucci 33, 28100 Novara, Italy. appendin@pharm.unito.it
Ligresti
Alessia
A
Minassi
Alberto
A
Daddario
Nives
N
Bisogno
Tiziana
T
Di Marzo
Vincenzo
V
D000818:Animals; D001921:Brain / Q000648:ultrastructure; D063385:Cannabinoid Receptor Modulators; D002462:Cell Membrane / Q000737:chemistry; D063388:Endocannabinoids; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D005989:Glycerides / Q000737:chemistry* / Q000378:metabolism; D011485:Protein Binding; D011869:Radioligand Assay; D051381:Rats; D043882:Receptors, Cannabinoid; D011955:Receptors, Drug / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D063385:Cannabinoid Receptor Modulators; D063388:Endocannabinoids; D005231:Fatty Acids, Unsaturated; D005989:Glycerides; D043882:Receptors, Cannabinoid; D011955:Receptors, Drug; C424442:noladin ether