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  • Nature of the main contaminant in the drug primaquine diphosphate: SFC and SFC-MS methods of analysis.

Nature of the main contaminant in the drug primaquine diphosphate: SFC and SFC-MS methods of analysis.

Journal of pharmaceutical and biomedical analysis (2006-11-03)
Ilia Brondz, Dag Ekeberg, David S Bell, Amy R Annino, Jan Arild Hustad, Robert Svendsen, Vaso Vlachos, Paul Oakley, G John Langley, Thite Mohini, Cazenave-Gassiot Amaury, Felix Mikhalitsyn
ABSTRACT

The drug primaquine diphosphate is used for causative treatment of malaria. Using HPLC-MS and GC-MS, this research group was previously able to show that the main contaminant of primaquine is the positional isomer quinocide [I. Brondz, D. Mantzilas, U. Klein, D. Ekeberg, E. Hvattum, M.N. Lebedeva, F.S. Mikhailitsyn, G.D. Soulimanov, J. Roe, J. Chromatogr. B: Anal. Technol. Biomed. Life Sci. 800 (2004) 211-223; I. Brondz, U. Klein, D. Ekeberg, D. Mantzilas, E. Hvattum, H. Schultz, F. S. Mikhailitsyn, Asian J. Chem. 17 (2005) 1678-1688]. Primaquine and quinocide are highly toxic substances which can have a number of side effects upon use in medical treatment. A standard for quinocide is not typically commercially available. In the present work, supercritical fluid chromatography-mass spectrometry (SFC-MS) with two different columns was used to achieve a shorter analysis time for the separation between the positional isomers quinocide and primaquine in primaquine diphosphate and to elucidate additional information about differences in their MS fragmentation. Unlike using HPLC-MS, it was possible to achieve the differential fragmentation of positional isomers at branching points using the SFC-MS technique. The desired short analysis time was achieved using SFC equipped with a Discovery HS F5 column and the differential fragmentation of positional isomers during SFC-MS provides information on the differences in the structure of these substances. Using a Chiralpak AD-H chiral column, it was possible to resolve the enantiomers in primaquine and separate quinocide from those enantiomers.

MATERIALS
Product Number
Brand
Product Description

Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 10 cm × 4.6 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 5 cm × 4.6 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 25 cm × 21.2 mm
Supelco
Discovery® HS F5 Supelguard Cartridge, 3 μm particle size, L × I.D. 2 cm × 4 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 15 cm × 4.6 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 15 cm × 4.6 mm
Supelco
Discovery® HS F5 Supelguard Cartridge, 3 μm particle size, L × I.D. 2 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 25 cm × 2.1 mm
Supelco
Discovery® HS F5 Supelguard Cartridge, 3 μm particle size, L × I.D. 2 cm × 4 mm, pkg of 1 kit
Supelco
Discovery® HS F5 Supelguard Cartridge, 5 μm particle size, L × I.D. 2 cm × 4 mm, pkg of 1 kit
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 5 cm × 4 mm
Supelco
Discovery® HS F5 Supelguard Cartridge, 5 μm particle size, L × I.D. 2 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 10 cm × 4 mm
Supelco
Discovery® HS F5 Supelguard Cartridge, 5 μm particle size, L × I.D. 2 cm × 2.1 mm, pkg of 1 kit
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 5 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 15 cm × 4 mm
Supelco
Discovery® HS F5 Supelguard Cartridge, 5 μm particle size, L × I.D. 2 cm × 4 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 25 cm × 10 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 15 cm × 4 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 5 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 5 cm × 4.6 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 10 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 10 cm × 2.1 mm
Supelco
Discovery® HS F5 Supelguard Cartridge, 3 μm particle size, L × I.D. 2 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 15 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 3.3 cm × 2.1 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 15 cm × 3 mm, pkg of 1 ea
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 25 cm × 4.6 mm
Supelco
Discovery® HS F5 HPLC Column, 5 μm particle size, L × I.D. 25 cm × 4 mm
Supelco
Discovery® HS F5 HPLC Column, 3 μm particle size, L × I.D. 15 cm × 2.1 mm