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[10-酰基蒽林二聚体;抗银屑病药物蒽林的新衍生物;合成、表征及生化性质]

[10-Acyldithranol dimers; new derivatives of the antipsoriatic dithranol; synthesis, characterization and biochemical properties].

作者信息

Berset J D, Krebs A

机构信息

Dermatologische Klinik, Universität Bern.

出版信息

Pharm Acta Helv. 1990;65(5-6):155-64.

PMID:2371307
Abstract

With regard to the synthesis of 10-(omega-carboxyacyl)-derivatives dithranol 1 was reacted with the carboxylic acid dichlorides of succinic acid, glutaric acid, adipic acid and pimelic acid in toluene and collidin as a base. Instead of the expected derivatives the 10-acyldithranol dimers 5-7 were isolated as main products except for the reaction of succinyl chloride where only lactone 2 was formed. Moreover the 6-ring lactone 3 as a side product and traces of the 7-ring lactone 4 could also be isolated and characterized. All compounds revealed to be inhibitors of the enzyme glucose-6-phosphate dehydrogenase, indicating antipsoriatic activity.

摘要

关于10 -(ω-羧酰基)-地蒽酚衍生物的合成,将1与琥珀酸、戊二酸、己二酸和庚二酸的二氯化物在甲苯中反应,并以可力丁作为碱。除了琥珀酰氯的反应只生成内酯2外,10 -酰基地蒽酚二聚体5 - 7被分离为主要产物,而不是预期的衍生物。此外,还可以分离和表征作为副产物的六元环内酯3和痕量的七元环内酯4。所有化合物均显示为葡萄糖-6-磷酸脱氢酶的抑制剂,表明具有抗银屑病活性。

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