Expeditious Synthesis, EnantiomericResolution, andEnantiomer Functional Characterization of (4-(4-Bromophenyl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-8-sulfonamide(4BP-TQS): An Allosteric Agonist-Positive Allosteric Modulator ofα7 Nicotinic Acetylcholine Receptors

Anexpeditious microwave-assisted synthesis of 4BP-TQS, its enantiomericseparation, and their functional evaluation is reported. Electrophysiologicalcharacterization in Xenopusoocytesrevealed that activity exclusively resided in the (+)-enantiomer 1b(GAT107) and (−)-enantiomer 1adidnot affect its activity when coapplied. X-ray crystallography studiesrevealed the absolute stereochemistry of 1bto be 3aR,4S,9bS. 1brepresents the most potent ago-PAM of α7 nAChRs availableto date and is considered for further in vivo evaluation. [ABSTRACT FROM AUTHOR]