Quinlobelane: A water-soluble lobelane analogue and inhibitor of VMAT2

Ashish P. Vartak, A. Gabriela Deaciuc, Linda P. Dwoskin, Peter A. Crooks

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)3584-3587
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number12
DOIs
StatePublished - 2010

Bibliographical note

Funding Information:
The authors would like to thank the National Institutes of Health , NIDA Grant DA013519 for financial support.

Keywords

  • Dopamine transport
  • Lobeline analogs
  • VMAT2

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