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Porphyrins incorporating heterocyclic N-oxides: (oxidopyridyl)porphyrins, porphyrin-N-oxides, and a tirapazamine-porphyrin conjugate

TitlePorphyrins incorporating heterocyclic N-oxides: (oxidopyridyl)porphyrins, porphyrin-N-oxides, and a tirapazamine-porphyrin conjugate
Publication TypeJournal Article
Year of Publication1999
AuthorsPosakony, JJ, Pratt, RC, Rettig, SJ, James, BR, Skov, KA
JournalCanadian Journal of Chemistry-Revue Canadienne De Chimie
Volume77
Pagination182-198
Date PublishedFeb
Type of ArticleArticle
ISBN Number0008-4042
Keywords(oxidopyridyl)porphyrins, ANTICANCER, BIOREDUCTIVE DRUGS, DESIGN, DRUGS, FUNCTIONAL-GROUPS, NICKEL(II), PHENYL, PHOTODYNAMIC THERAPY, porphyrin-N-oxides, tirapazamine
Abstract

{Porphyrins containing one to four 3-pyridyl groups as meso-substituents were synthesized via a mixed aldehyde condensation, and then "N-oxidized" with m-chloroperbenzoic acid to produce five novel (oxidopyridyl) porphyrins and seven porphyrin-N-oxides which were characterized by analysis and spectroscopic methods, especially NMR; an X-ray crystal structure of 5-(1-oxido-4-pyridyl)-10, 15,20-triphenylporphyrin was also obtained. Crystals of (oxidopyridyl)triphenylporphyrin are tetragonal

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