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  • Title: Synthesis and characterization of new 10-acylderivatives of the antipsoriatic agent dithranol: coupling products of dithranol with all-trans-retinoic acid, 13-cis-retinoid acid and an aromatic analogue of retinoic acid: all-trans-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl- nona-2,4,6,8-tetraenoate.
    Author: Berset JD, Krebs A.
    Journal: Pharm Acta Helv; 1990; 65(11):290-7. PubMed ID: 2149461.
    Abstract:
    The synthesis of new 10-acylderivatives of dithranol 1 is described. Compound 1 was reacted with the acid chlorides of all-trans retinoic acid 5, 13-cis-retinoic acid 6 and all-trans-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-nona-2,4,6,8- tetraenoate 7 in toluene and collidin as a base to give the coupling products 2, 3 and 4. The different structures were confirmed by high resolution 1H- and 13C-NMR spectroscopy. Initial investigations with the enzyme glucose-6-phosphate dehydrogenase indicate that all of them are inhibitors of the protein and therefore might have antipsoriatic activity.
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