A rapid screening method for artemisinin and its congeners using ms/ms: search for new analogues in Artemisia annua.
A rapid screening method based on tandem mass spectrometry (ms/ms) is described for artemisinin-related compounds present in complex matrices. These compounds produce abundant ammonium adducts, [M + NH4]+, using ammonia desorption chemical ionization (dci), and dissociation of the mass-selected adducts yields the protonated molecules, [M + H]+, which subsequently eliminate characteristic neutral molecules (H2O, CO, HCO2H, HOAc). Neutral loss ms/ms scans which are selective for different elimination reactions were used in order to screen for groups of related analogues present in a crude hexane extract of Artemisia annua. Comparison of ms/ms product spectra of known Artemisia compounds with those of the new analogues provided information on the functional groups and the molecular weights of the new compounds present in the plant, and tentative structures are suggested.
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907.
A
A
Ranasinghe
J D
JD
Sweatlock
R G
RG
Cooks
D000962:Antimalarials / Q000302:isolation & purification* / Q000494:pharmacology; D037621:Artemisinins; D013058:Mass Spectrometry; D008970:Molecular Weight; D010936:Plant Extracts / Q000032:analysis; D010946:Plants, Medicinal / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology
D000962:Antimalarials; D037621:Artemisinins; D010936:Plant Extracts; D000644:Quaternary Ammonium Compounds; D012717:Sesquiterpenes; C031327:artemisinin