1236217-55-2Relevant academic research and scientific papers
Synthesis and resolution of cis -(±)-methyl (1 R,2 S /1 S,2 R)-2-[(4-hydroxy-4-phenylpiperidin-1-yl)methyl]-1-(4-methylphenyl) cyclopropanecarboxylate [(±)-PPCC)]: New σ receptor ligands with neuroprotective effect
Prezzavento, Orazio,Campisi, Agata,Parenti, Carmela,Ronsisvalle, Simone,Aricò, Giuseppina,Arena, Emanuela,Pistolozzi, Marco,Scoto, Giovanna M.,Bertucci, Carlo,Vanella, Angelo,Ronsisvalle, Giuseppe
supporting information; experimental part, p. 5881 - 5885 (2010/10/20)
The enantiomers of cis-(±)-methyl (1R,2S/1S,2R)-2-[(4-hydroxy-4- phenylpiperidin-1-yl)methyl]-1-(4-methylphenyl)cyclopropanecarboxylate [1, (±)-PPCC], a selective - ligand, were synthesized. The (+)- and (?)-enantiomers bind predominantly to ?1 receptors and have a reduced ?2 affinity. Both individually restore the astroglial oxidative status modified by glutamate, counteracting also transglutaminase-2 overexpression. They exhibited in vivo anti-opioid effects on - opioid (KOP) receptor-mediated analgesia. Our findings demonstrate that the enantiomers display mainly ?1 agonist activity and that they have neuroprotective effects.
