Epimerization of Taxol® in Human Cancer Cells

Abstract Incubation of Jurkat T cells in solutions containing the anti-tumor agent taxol® produced a taxol® derivative with longer retention time on reverse phase HPLC, which was identified using NMR and mass spectroscopy as 7-epi-taxol, a product which is also found when taxol® is treated with base. No epimerization occurs in absence of cells. Epimerization may be explained by abnormally high pH inside cancer cells, and taxol would be expected to lose activity quickly after treatment due to the lower anti-tumor activity of the isomer formed.