Ammonia chemical ionization tandem mass spectrometry in structure determination of alkaloids. I. Pyrrolidines, piperidines, decahydroquinolines, pyrrolizidines, indolizidines, quinolizidines and an azabicyclo[5.3.0]decane.
CI-MS/MS of alkaloids with ammonia reagent gas and collision-induced dissociation provides unique structural information for certain mono- and bi-cyclic alkaloids. This technique was applied to solve the structures of 195C, a 4,6-disubstituted quinolizidine alkaloid found in frog skin and an ant, and 275A, a novel 3,5-disubstituted azabicyclo[5.3.0]decane found in frog skin.
Laboratory of Bioorganic Chemistry, National Institute of Diabetes and Digestive and Kidney Diseases, National Institutes of Health, Bethesda, Maryland 20892-0820, USA.
H M
HM
Garraffo
T F
TF
Spande
T H
TH
Jones
J W
JW
Daly
D000470:Alkaloids / Q000737:chemistry*; D000641:Ammonia; D000818:Animals; D001000:Ants / Q000737:chemistry; D001001:Anura; D007202:Indicators and Reagents; D013058:Mass Spectrometry / Q000379:methods*; D015394:Molecular Structure; D012867:Skin / Q000737:chemistry
D000470:Alkaloids; D007202:Indicators and Reagents; D000641:Ammonia