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合成抗原生动物 2-(4-烷氧基苯基)-咪唑啉和咪唑,并评估它们对 和 的作用。

Synthesis of Antiprotozoal 2-(4-Alkyloxyphenyl)-Imidazolines and Imidazoles and Their Evaluation on and .

机构信息

Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas del Instituto Politécnico Nacional (ENCB-IPN), Mexico City 11340, Mexico.

Facultad de Ciencias Químicas, Universidad Autónoma de Chihuahua, Chihuahua 31100, Mexico.

出版信息

Int J Mol Sci. 2024 Mar 26;25(7):3673. doi: 10.3390/ijms25073673.

Abstract

Twenty 2-(4-alkyloxyphenyl)-imidazolines and 2-(4-alkyloxyphenyl)-imidazoles were synthesized, with the former being synthesized in two steps by using MW and ultrasonication energy, resulting in good to excellent yields. Imidazoles were obtained in moderate yields by oxidizing imidazolines with MnO and MW energy. In response to the urgent need to treat neglected tropical diseases, a set of 2-(4-alkyloxyphenyl)- imidazolines and imidazoles was tested in vitro on and . The leishmanicidal activity of ten compounds was evaluated, showing an IC < 10 µg/mL. Among these compounds, - were the most active, with IC values < 1 µg/mL (similar to the reference drugs). In the evaluation on epimastigotes of , only and reached an IC < 1 µg/mL, showing better inhibition than both reference drugs. However, compounds , , and also demonstrated attractive trypanocidal activities, with IC values < 10 µg/mL, similar to the values for benznidazole and nifurtimox.

摘要

合成了 20 种 2-(4-烷氧基苯基)-咪唑啉和 2-(4-烷氧基苯基)-咪唑,并采用微波和超声能量两步法合成了前体,得到了良好到优异的产率。通过 MnO 和微波能量氧化咪唑啉,得到了中等产率的咪唑。为了满足治疗被忽视热带病的迫切需要,对一组 2-(4-烷氧基苯基)-咪唑啉和咪唑进行了体外测试。对十种化合物进行了利什曼原虫活性评估,结果表明 IC < 10 µg/mL。在这十种化合物中,-表现出最强的活性,IC 值 < 1 µg/mL(与参考药物相当)。在对 的 检测中,只有 和 达到了 IC < 1 µg/mL,显示出比两种参考药物更好的抑制作用。然而,化合物 、 、 也表现出了有吸引力的杀锥虫活性,IC 值 < 10 µg/mL,与苯并硝唑和硝呋替莫相当。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b9f/11012064/417a43764cf8/ijms-25-03673-g001.jpg

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