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新型 1,3-二苄基四氢吡啶鎓盐的制备及其抗菌和抗细胞活性。

Preparation of new 1,3-dibenzyl tetrahydropyridinylidene ammonium salts and their antimicrobial and anticellular activities.

机构信息

Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Schubertstrasse 1, 8010 Graz, Austria.

Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Schubertstrasse 1, 8010 Graz, Austria.

出版信息

Eur J Med Chem. 2021 Jan 15;210:112969. doi: 10.1016/j.ejmech.2020.112969. Epub 2020 Oct 29.

Abstract

New 1,3 dibenzyl -tetrahydropyridinylidene ammonium salts have been prepared from unsubstituted or N-benzylated tetrahydropyridinylidene ammonium salts. The antiplasmodial and antitrypanosomal activities as well as their cytotoxic effects were determined using microplate assays. In addition, their activities against two gram positive and two gram negative bacteria strains and a yeast strain were examined. Furthermore, anticancer effects against two cell lines were investigated. Physicochemical parameters were calculated and structure-activity-relationships discussed. One compound showed antiplasmodial activity against a multiresistant strain of Plasmodium falciparum in subnanomolar concentration. Antitrypanosomal activities were detected in low nanomolar concentrations. A single compound was active against grampositive and gramnegative bacteria, as well as yeast. One compound inhibited the growth of a HCT cell line in low concentration.

摘要

新型 1,3-二苄基-四氢吡啶𬭩盐可由未取代或 N-苄基取代的四氢吡啶𬭩盐制备。采用微量板测定法测定了它们的抗疟原虫和抗利什曼原虫活性以及细胞毒性作用。此外,还检测了它们对两种革兰氏阳性和两种革兰氏阴性细菌菌株以及一种酵母菌株的活性。此外,还研究了它们对两种细胞系的抗癌作用。计算了物理化学参数并讨论了结构-活性关系。一种化合物对纳摩尔浓度以下的耐多药恶性疟原虫表现出抗疟原虫活性。在低纳摩尔浓度下检测到抗利什曼原虫活性。一种化合物对革兰氏阳性和革兰氏阴性细菌以及酵母均具有活性。一种化合物在低浓度时可抑制 HCT 细胞系的生长。

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