Synthesis and biological evaluation of novel amides of polyunsaturated fatty acids with dopamine.
New amides of different fatty acids from the C18, C20, and C22 series with dopamine were synthesized. Pharmacological characterization in binding assays with rat brain membrane preparations and in the 'tetrad' of cannabinoid behavioral tests showed that, for these compounds, cannabinoid-like activity was dependent on the fatty acid moiety. Our data demonstrate that polyenoic fatty acid amides with dopamine comprise a new family of synthetic cannabimimetics.
Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry RAS, Miklukho-Maklaya, Moscow, Russia. vvbez@oxylipin.ibch.ru
V
V
Bezuglov
M
M
Bobrov
N
N
Gretskaya
A
A
Gonchar
G
G
Zinchenko
D
D
Melck
T
T
Bisogno
V
V
Di Marzo
D
D
Kuklev
J C
JC
Rossi
J P
JP
Vidal
T
T
Durand
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D004298:Dopamine / Q000494:pharmacology*; D005231:Fatty Acids, Unsaturated / Q000494:pharmacology*; D006120:Grooming / Q000187:drug effects; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D043882:Receptors, Cannabinoid; D011955:Receptors, Drug / Q000819:agonists*
D000577:Amides; D005231:Fatty Acids, Unsaturated; D043882:Receptors, Cannabinoid; D011955:Receptors, Drug; D004298:Dopamine