Synthesis of fatty acid amides of catechol metabolites that exhibit antiobesity properties.
A series of fatty acid amides of 3,4-methylenedioxymethamphetamine (MDMA) catechol metabolites were synthesized in order to evaluate their biological activities. Upon administration, all synthesized compounds resulted in negative modulation of food intake in rats. The most active compounds have affinity for the CB(1) receptor and/or PPAR-α; part of their biological activity may be caused by these double interactions.
Almeida
Bruno
B
Human Pharmacology and Clinical Neurosciences Research Group, IMIM-Hospital del Mar Research Institute, Barcelona 08003, Spain.
Joglar
Jesús
J
Luque Rojas
María Jesús
MJ
Decara
Juan Manuel
JM
Bermúdez-Silva
Francisco Javier
FJ
Macias-González
Manuel
M
Fitó
Montserrat
M
Romero-Cuevas
Miguel
M
Farré
Magí
M
Covas
María Isabel
MI
Rodríguez de Fonseca
Fernando
F
de la Torre
Rafael
R
D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D019440:Anti-Obesity Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002396:Catechols / Q000737:chemistry / Q000378:metabolism*; D005227:Fatty Acids / Q000737:chemistry*; D007700:Kinetics; D008297:Male; D018817:N-Methyl-3,4-methylenedioxyamphetamine / Q000737:chemistry / Q000378:metabolism; D047493:PPAR alpha / Q000737:chemistry / Q000378:metabolism; D051381:Rats; D017208:Rats, Wistar; D043884:Receptor, Cannabinoid, CB1 / Q000737:chemistry / Q000378:metabolism
D000577:Amides; D019440:Anti-Obesity Agents; D002396:Catechols; D005227:Fatty Acids; D047493:PPAR alpha; D043884:Receptor, Cannabinoid, CB1; D018817:N-Methyl-3,4-methylenedioxyamphetamine; C034221:catechol