Weis R, Seebacher W
Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, Karl-Franzens-University, Universitätsplatz 1, A-8010 Graz, Austria.
Curr Med Chem. 2009;16(11):1426-41. doi: 10.2174/092986709787846479.
Diaryl-substituted bicyclic amines are a scarcely investigated class of compounds. Only few of them are described and their biological activities are reported poorly. During our work in the field of heterocyclic chemistry, we found that 4-dialkylaminobicyclo[2.2.2]octan-2-ones and -ols show antiprotozoal properties against Plasmodium falciparum K(1) and Trypanosoma brucei rhodesiense, the causative organisms of Malaria tropica and of Human African Trypanosomiasis. Therefore, we synthesized over 200 derivatives in order to investigate their antitrypanosomal and antiplasmodial activities as well as their cyctotoxicity using in vitro microplate assays. Even if the target and the mechanism of action of these compounds are still unknown, we can at least provide several structure-activity relationships for this interesting class of compounds. Moreover, we achieved a distinct improvement of their antiplasmodial and antitrypanosomal properties.
二芳基取代的双环胺是一类研究较少的化合物。对它们的描述很少,其生物活性的报道也很匮乏。在我们开展杂环化学领域的研究工作期间,我们发现4-二烷基氨基双环[2.2.2]辛烷-2-酮和-醇对恶性疟原虫K(1)和布氏罗得西亚锥虫(热带疟疾和人类非洲锥虫病的病原体)具有抗原虫特性。因此,我们合成了200多种衍生物,以便使用体外微孔板分析法研究它们的抗锥虫和抗疟活性以及细胞毒性。即使这些化合物的作用靶点和作用机制仍然未知,但我们至少可以为这类有趣的化合物提供几种构效关系。此外,我们显著提高了它们的抗疟和抗锥虫特性。