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United States Department of Agriculture

Agricultural Research Service

Title: Gas Chromatography-Electron Ionization Mass Spectrometry and Liquid Chromatography-Electrospray Tandem Mass Spectrometry for Determination of Impurities in the Anti-Cancer Drug Isophosphoramide Mustard

Authors
item Cole, Richard - UNO
item Chou, Chau-Wen - UNO
item Boue, Stephen
item Leblanc, Blaise - DEKK-TEC INC, NOLA
item Rodgers, Andrew - DEKK-TEC INC, NOLA
item Struck, Robert - SOUTHERN RES INST, AL
item Morgan, Lee - DEKK-TEC INC, NOLA

Submitted to: International Journal of Mass Spectrometry
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: October 4, 2004
Publication Date: October 5, 2004
Citation: Cole, R.B., Chou, C., Boue, S.M., Leblanc, B.W., Rodgers, A.H., Struck, R.F., Morgan, L.R. 2004. Gas chromatography-electron ionization mass spectrometry and liquid chromatography-electrospray tandem mass spectrometry for determination of impurities in the anti-cancer drug isophosphoramide mustard. International Journal of Mass Spectrometry. 231:147-155.

Interpretive Summary: Isophosphoramide mustard (IPM) is known to have substantial anti-cancer activities in various animal models. However, possible impurities can be formed during the preparation of IPM, which can be harmful to human health. Using several techniques, the principal impurity in IPM was determined and found to be present at levels in the range of 2-5 percent. A second impurity was determined to be formed during the analysis itself and not present in IPM. These results indicate that several techniques have determined the principal impurity in IPM, and further research on the preparation of IPM is needed to eliminate this impurity. This research demonstrates the usefulness of techniques developed at the University of New Orleans and the Southern Regional Research Center and will benefit human health.

Technical Abstract: Isophosphoramide mustard (IPM) is known to have substantial anti-cancer activities in various animal models. Liquid chromatography-electrospray mass spectrometry (LC-ES-MS) methods have been developed and applied to the analysis of synthesized preparations of IPM. Possible impurities can be formed during the preparation of IPM, which can be harmful to human health. Using several techniques, the principal impurity of IPM was determined to be N-(2-chloroethyl)-N-ethylphosphorodiamidic acid and found to be present at levels in the range of 2-5 percent. A second impurity was determined to be formed during the analysis itself and not present in IPM. These results indicate that LC-ES-MS techniques have determined the principal impurity in IPM, and further research on the preparation if IPM is needed to eliminate this impurity. This research demonstrates the usefulness of LC-ES-MS techniques developed at the University of New Orleans and the Southern Regional Research Center and will benefit human health.

Last Modified: 9/2/2014
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