1. Quinlobelane: a water-soluble lobelane analogue and inhibitor of VMAT2.
- Author
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Vartak AP, Gabriela Deaciuc A, Dwoskin LP, and Crooks PA
- Subjects
- Animals, Binding Sites, Dopamine pharmacokinetics, Humans, Hydrogenation, Hydroquinones, Lobelia, Lobeline chemical synthesis, Lobeline pharmacology, Methamphetamine, Solubility, Structure-Activity Relationship, Substance-Related Disorders drug therapy, Synaptic Vesicles metabolism, Lobeline analogs & derivatives, Vesicular Monoamine Transport Proteins antagonists & inhibitors
- Abstract
Replacing the phenyl groups in the structure of the VMAT2 inhibitor, lobelane with either pyridyl, quinolyl or indolyl groups affords novel analogues with improved water solubility. The synthetic methodologies reported herein also underscore the paucity of hydrogenation methods that offer selectivity in the synthesis of the different classes of heteroaromatic lobelane analogues. The quinolyl group was the only replacement for the phenyl group in lobelane that retained VMAT2 inhibition., (Copyright 2010 Elsevier Ltd. All rights reserved.)
- Published
- 2010
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