Bringmann Gerhard, Brun Reto, Kaiser Marcel, Neumann Stefan
Institute of Organic Chemistry, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany.
Eur J Med Chem. 2008 Jan;43(1):32-42. doi: 10.1016/j.ejmech.2007.03.003. Epub 2007 Mar 18.
The naphthylisoquinoline alkaloids (NIQs) represent a class of natural products with manifold activities against various tropical diseases. They are isolated from rare and difficult-to-cultivate tropical plants. In order to find novel, more easily accessible analogs and to study structure-activity relationships, a variety of simplified analogs were produced, which bear the functional groups typical of the NIQs, but avoid the synthetically difficult elements of chirality, stereogenic centers and rotationally hindered axes. Their syntheses and activities against Plasmodium falciparum, Trypanosoma cruzi, and Leishmania donovani are described and compared with those of the natural NIQs. Remarkably, quite good activities were found for naphthalene-devoid halogenated isoquinolinic analogs.
萘基异喹啉生物碱（NIQs）是一类对多种热带疾病具有多种活性的天然产物。它们从珍稀且难以栽培的热带植物中分离得到。为了找到新颖且更容易获得的类似物并研究构效关系，人们制备了多种简化类似物，这些类似物带有NIQs的典型官能团，但避免了手性、立体中心和旋转受阻轴等合成困难的元素。描述了它们对恶性疟原虫、克氏锥虫和杜氏利什曼原虫的合成及活性，并与天然NIQs进行了比较。值得注意的是，发现不含萘的卤代异喹啉类似物具有相当好的活性。
