Glutathione (GSH) is an endogenous antioxidant that has been shown to contribute to multi-drug resistance in drugs in particular the family of nitrogen mustards.  This reaction is facilitated by the catalysis of glutathione and nitrogen mustard leading to a glutathione conjugate (GS-E) through the enzyme glutathione S-Transferase.  The challenge in synthesizing GS-E this way is the extensive workup to remove the protein and the salts from the sample.  We wanted to see if direct synthesis of the glutathione conjugate for cyclophosphamide and chlorambucil was possible without the presence of the enzyme.  Our aim was to use NMR spectroscopy to monitor reaction progression over time to see the reaction is occurring. Our findings did show a new peak in the NMR, but TLC and mass spectrometry data was inconclusive.  Further research will be required to elucidate the structure of the unknown compound.

Analysis of nonenzymatic glutathione conjugate formation of chemotherapy agents cyclophosphamide and chlorambucil, using NMR spectroscopy

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