Table 1

Structures and affinity and relative efficacy data for the conformationally restricted anandamide analogs

Compound
Binding affinity, Ki(nM)
GTPγS binding
Adenylyl cyclase

CP55244
0.11
Strong stimulation
Strong inhibition
Anandamide
17
Strong stimulation
Strong inhibition

38
Strong stimulation
Strong inhibition

59
Moderate stimulation
Weak stimulation

305
Moderate stimulation
Weak stimulation

335
Strong stimulation
Moderate Inhibition

371
Moderate stimulation
Weak stimulation

4960
No change
Strong inhibition

Anandamide analogs were selected from a series of compounds developed and tested as reported previously [13]. Binding affinity was determined by the ability to compete for [3H]-CP55940 binding in rat brain membranes, G-protein activation was determined by the ability to stimulate [35S]-GTPγS binding to G-proteins in rat brain membranes, and effector activity was determined by the ability to regulate adenylyl cyclase activity (inhibit through Gi or stimulate through Gs) in purified membranes from N18TG2 cells.

Padgett et al. Journal of Molecular Signaling 2008 3:5   doi:10.1186/1750-2187-3-5