PHOTOCHEMICAL SENSITIZATION BY AZATHIOPRINE AND ITS METABOLITES—II. AZATHIOPRINE AND NITROIMIDAZOLE METABOLITES
- 1 March 1986
- journal article
- research article
- Published by Wiley in Photochemistry and Photobiology
- Vol. 43 (3) , 257-262
- https://doi.org/10.1111/j.1751-1097.1986.tb05602.x
Abstract
Abstract— The photochemical reactivity of the immunosuppressant drug, azathioprine (AZT) and two representative metabolites of the nitroimidazole moiety, 1‐methyl‐4‐nitroimidazole (MNI) and lmethyl‐4‐nitro‐5‐thioimidazole (MNTI) has been examined. No transient species of AZT were observed by laser flash photolysis, inferring a low triplet yield or its rapid deactivation. Consequently AZT, MNI and MNTI displayed little or no photodynamic sensitization via photooxidation reactions. However, AZT and MNI are highly reactive radical scavengers when photoexcited, as determined by reaction with polyacrylamide radicals. The photoreactivity of the metabolites of AZT is greater than that of the parent drug. an observation which may be relevant to the photocarcinogenicity of AZT.This publication has 19 references indexed in Scilit:
- PHOTOCHEMICAL SENSITIZATION BY AZATHIOPRINE AND ITS METABOLITES—I. 6‐MERCAPTOPURINEPhotochemistry and Photobiology, 1986
- Reactions of Nitroimidazoles with Free Radicals—Enhancement of Reaction by u.v. IrradiationInternational Journal of Radiation Biology, 1985
- Photo-oxidation of 6-mercaptopurine in aqueous solutionJournal of the Chemical Society, Perkin Transactions 2, 1984
- Xanthine oxidase catalyzed binding of 1-nitropyrene to DNABiochemical and Biophysical Research Communications, 1982
- Determination of 6-mercaptopurine and related compounds by phosphorescence spectroscopyThe Analyst, 1980
- Triplet-state yield of aromatic nitro compoundsJournal of the American Chemical Society, 1968
- CONVERSION OF AZATHIOPRINE INTO MERCAPTOPURINE AND MERCAPTOIMIDAZOLE DERIVATIVES IN VITRO AND DURING IMMUNOSUPPRESSIVE THERAPYImmunology & Cell Biology, 1967
- Thermal Redox Reactions Between Metal Ions and Radicals in Aqueous SolutionsNature, 1963
- The polymerization of acrylamide in aqueous solution. Part 3.—The hydrogen peroxide photosensitized reaction at 25° CTransactions of the Faraday Society, 1957
- Purine studies. Part II. The ultra-violet absorption spectra of some mono- and poly-substituted purinesJournal of the Chemical Society, 1954