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Dithranol, Singlet Oxygen and Unsaturated Fatty Acids
Author(s) -
Müller Klaus,
Eibler Ernst,
Mayer Klaus K.,
Wiegrebe Wolfgang,
Klug Günter
Publication year - 1986
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19863190103
Subject(s) - dithranol , chemistry , singlet oxygen , photochemistry , photosensitizer , peroxide , oxygen , organic chemistry , medicine , dermatology , psoriasis
Chemically or photochemically generated 1 O 2 ( 1 Δg O 2 ) transforms the anion of dithranol (1) into chrysazine (2) , probably via an endo ‐peroxide. Under basic conditions, 3 O 2 converts 1 to the bisanthrone 3 and to dithranol brown. The anion of dithranol is a photosensitizer. 1 O 2 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.