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Dithranol, Singulet Oxygen and Unsaturated Fatty Acids
Müller, K., Eibler, E., Mayer, K. K. and Wiegrebe, Wolfgang (1986) Dithranol, Singulet Oxygen and Unsaturated Fatty Acids. Archiv der Pharmazie 319, pp. 2-9.Date of publication of this fulltext: 06 Jul 2010 08:42
Article
DOI to cite this document: 10.5283/epub.15638
Abstract
Chemically or photochemically generated 102 (1Δg 02) transforms the anion of dithranol (1) into chrysazine (2), probably via an endo-peroxide. Under basic conditions, 302 converts 1 to the bisanthrone 3 and to dithranol brown. The anion of dithranol is a photosensitizer. 1O2 was trapped by 2,3-dimethyl-2-butene and by methyl oleate which was converted to the C-9- and C-10- hydroperoxides. ...
Chemically or photochemically generated 102 (1Δg 02) transforms the anion of dithranol (1) into
chrysazine (2), probably via an endo-peroxide. Under basic conditions, 302 converts 1 to the
bisanthrone 3 and to dithranol brown. The anion of dithranol is a photosensitizer. 1O2 was trapped by
2,3-dimethyl-2-butene and by methyl oleate which was converted to the C-9- and C-10-
hydroperoxides. From this point of view interference of the antipsoriatic dithranol with the
metabolism of arachidonic acid appears reasonable.
Chemisch bzw. photochemisch erzeugter 102 (1Δg 02) überführt das Dithranol (1)-Anion in
Chrysazin (2), vermutlich über ein Endoperoxid. - Unter basischen Bedingungen entstehen aus 1 mit
302 das Bianthron 3 und sog. Dithranolbraun. Dithranol (1) -Anion ist selbst ein Photosensibilisator,
102 wurde mit 2,3-Dimethyl-2-buten bzw. mit Ölsäuremethylester abgefangen, der zu den entspr.
C-9- bzw. C-10-Hydroperoxiden umgesetzt wird. Von hier aus sind Eingriffe des Antipsoriatikums
Dithranol (1) in den Arachidonsäurestoffwechsel denkbar.
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Details
| Item type | Article |
| Journal or Publication Title | Archiv der Pharmazie |
| Publisher: | John Wiley & Sons |
|---|---|
| Volume: | 319 |
| Page Range: | pp. 2-9 |
| Date | 1986 |
| Institutions | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe |
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences |
| Status | Published |
| Refereed | Yes, this version has been refereed |
| Created at the University of Regensburg | Unknown |
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-156386 |
| Item ID | 15638 |
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