Electrochemistry of the Anticancer Agents Methotrexate and α-Difluaromethylornithine in lminium Form

Authors

Peter Kovacic, University of Wisconsin - MilwaukeeFollow
James R. Ames, University of Wisconsin - MilwaukeeFollow
Edward C. Taylor, Marquette University
Michael D. Ryan, Marquette UniversityFollow

Document Type

Article

Language

eng

Format of Original

4 p.

Publication Date

12-1988

Publisher

Wiley

Source Publication

Journal of Pharmaceutical Sciences

Source ISSN

0022-3549

Abstract

The electrochemical characteristics of the antitumor agents methotrexate and α-difluoromethylornithine were determined as their iminium derivatives. Iminium formation from methotrexate is accomplished in vivo via protonation by enzyme. The requisite imine precursor is generated from α-difluoromethylornithine by condensation with enzyme containing pyridoxal phosphate. Electroreduction occurs in the range of −0.2 to −0.6 V. The relationship of reduction to structure is discussed. A possible mode of anticancer action involving electron transfer is presented.

Comments

Journal of Pharmaceutical Science, Vol. 77, No. 12 (December 1988): 999-1002. DOI.

Recommended Citation

Kovacic, Peter; Ames, James R.; Taylor, Edward C.; and Ryan, Michael D., "Electrochemistry of the Anticancer Agents Methotrexate and α-Difluaromethylornithine in lminium Form" (1988). Chemistry Faculty Research and Publications. 490.
https://epublications.marquette.edu/chem_fac/490