Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine.
Bioorg Med Chem Lett
; 20(2): 628-31, 2010 Jan 15.
Article
em En
| MEDLINE
| ID: mdl-19963380
ABSTRACT
The naturally occurring aporphine alkaloid nantenine, has been shown to antagonize behavioral and physiological effects of MDMA in mice. We have synthesized (+/-)-nantenine via an oxidative cyclization reaction with PIFA and evaluated its binding profile against a panel of CNS targets. To begin to understand the importance of the chiral center of nantenine with regards to its capacity to antagonize the effects of MDMA in vivo, (R)- and (S)-nantenine were prepared and evaluated in a food-reinforced operant task in rats. Pretreatment with either nantenine enantiomer (0.3mg/kg ip) completely blocked the behavioral suppression induced upon administration of 3.0mg/kg MDMA. (+/-)-Nantenine displayed high affinity and selectivity for the alpha(1A) adrenergic receptor among several other receptors suggesting that this alpha(1) subtype may be significantly involved in the anti-MDMA effects of the enantiomers.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Aporfinas
/
N-Metil-3,4-Metilenodioxianfetamina
Limite:
Animals
Idioma:
En
Ano de publicação:
2010
Tipo de documento:
Article