Berset J D, Krebs A
Dermatologische Klinik Universität Bern.
Pharm Acta Helv. 1990;65(11):290-7.
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.
描述了新的10-酰基二羟基蒽酚1衍生物的合成。化合物1与全反式维甲酸5、13-顺式维甲酸6和全反式-9-(4-甲氧基-2,3,6-三甲基苯基)-3,7-二甲基-壬-2,4,6,8-四烯酸酯7的酰氯在甲苯中,以可力丁作为碱反应,得到偶联产物2、3和4。通过高分辨率1H-和13C-NMR光谱确认了不同的结构。对葡萄糖-6-磷酸脱氢酶的初步研究表明,它们都是该蛋白质的抑制剂,因此可能具有抗银屑病活性。