| Title : Expeditious synthesis, enantiomeric resolution, and enantiomer 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 of alpha7 nicotinic acetylcholine receptors - Thakur_2013_J.Med.Chem_56_8943 |
| Author(s) : Thakur GA , Kulkarni AR , Deschamps JR , Papke RL |
| Ref : Journal of Medicinal Chemistry , 56 :8943 , 2013 |
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Abstract :
An expeditious microwave-assisted synthesis of 4BP-TQS, its enantiomeric separation, and their functional evaluation is reported. Electrophysiological characterization in Xenopus oocytes revealed that activity exclusively resided in the (+)-enantiomer 1b (GAT107) and (-)-enantiomer 1a did not affect its activity when coapplied. X-ray crystallography studies revealed the absolute stereochemistry of 1b to be 3aR,4S,9bS. 1b represents the most potent ago-PAM of alpha7 nAChRs available to date and is considered for further in vivo evaluation. |
| PubMedSearch : Thakur_2013_J.Med.Chem_56_8943 |
| PubMedID: 24090443 |
Thakur GA, Kulkarni AR, Deschamps JR, Papke RL (2013)
Expeditious synthesis, enantiomeric resolution, and enantiomer 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 of alpha7 nicotinic acetylcholine receptors
Journal of Medicinal Chemistry
56 :8943
Thakur GA, Kulkarni AR, Deschamps JR, Papke RL (2013)
Journal of Medicinal Chemistry
56 :8943