Synthesis and characterization of some derivatives of lupinine and aminolupinine. Collision induced dissociation mass spectrometry studies of protonated molecules

Autor: Pirjo Vainiotalo, Rust T. Tlegenov, Jaana M. H. Pakarinen, Markku Ahlgrén, Larisa Oresmaa
Rok vydání: 2007
Předmět:
Zdroj: Journal of Heterocyclic Chemistry. 44:1339-1344
ISSN: 0022-152X
DOI: 10.1002/jhet.5570440616
Popis: Some ester, amide and thioether derivatives of lupinine, aminolupinine and bromolupinine were synthesized and characterized in order to search biologically active compounds. The protonated molecules were studied by tandem mass spectrometry using collision induced dissociation (CID) technique in order to find out how different structural features and functional groups in different quinolizidine derivatives influence fragmentation behavior. Some theoretical calculations were also made to clarify the conformations of neutral and protonated molecules, to reveal the fragmentation routes and the product ions obtained. The functional groups clearly directed the fragmentations although the typical fragments for lupinine were still observed in all the cases. Theoretical calculations were in agreement with observed fragmentations and greatly helped interpretation of the CID spectra.
Databáze: OpenAIRE