Abstract

Tetrahydropyridin-4-ylidene salts with benzyl and dibenzyl substitution showed good antiprotozoal activity. This paper reports the synthesis of analogues with longer side chains. They were investigated for their antiprotozoal activities as well as for their cytotoxicity using microplate assays. The most active compounds showed activity against Trypanosoma brucei rhodesiense in concentrations < 0.06 µM. A series of compounds was active against Plasmodium falciparum NF54 in low nanomolar concentration and exhibited outstanding selectivity. The influence of substitution pattern and chain length on the antiprotozoal potencies were analyzed and structure–activity relationships were given. New compounds were characterized by FT-IR, HRMS, and NMR spectroscopy.

Graphical abstract

中文翻译：

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芳烷基和二芳烷基取代的四氢吡啶基铵盐及其抗原虫活性

摘要

具有苄基和二苄基取代的四氢吡啶-4-亚基盐显示出良好的抗原虫活性。本文报道了具有较长侧链的类似物的合成。使用微孔板测定研究了它们的抗原虫活性以及细胞毒性。最活跃的化合物在浓度 < 0.06 µM 时表现出对抗布氏锥虫的活性。一系列化合物在低纳摩尔浓度下对恶性疟原虫NF54具有活性，并表现出出色的选择性。分析了取代模式和链长对抗原虫效力的影响，并给出了构效关系。新化合物通过 FT-IR、HRMS 和 NMR 光谱进行了表征。

图形概要