Статья

Synthesis and anticancer activity of ethyl 5‐amino‐1‐<i>N</i>‐substituted‐imidazole‐4‐carboxylate building blocks

Zukela RuziState Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry Chinese Academy of Sciences Urumqi ChinaLifei NieState Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry Chinese Academy of Sciences Urumqi ChinaKhurshed BozorovFaculty of Chemistry National University of Uzbekistan Tashkent UzbekistanJiangyu ZhaoState Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry Chinese Academy of Sciences Urumqi ChinaHaji Akber AisaState Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry Chinese Academy of Sciences Urumqi China

Archiv der Pharmaziejournal2021en

ABI

Аннотация

Abstract A series of 5‐amino‐1‐ N ‐substituted‐imidazole‐4‐carboxylate building blocks was synthesized and assayed for their antiproliferative potential against human cancer cell lines, including HeLa (cervical), HT‐29, HCT‐15 (colon), A549 (lung), and MDA‐MB‐231 (breast) cells. The preliminary screening results revealed that several derivatives containing alkyl chains at the N‐1 position of the imidazole core demonstrate a certain inhibitory effect on growth and proliferation. A significant effect was observed following ethyl 5‐amino‐1‐dodecyl‐1 H ‐imidazole‐4‐carboxylate ( 5e ) treatment for 72 h. The IC 50 value for HeLa cells was 0.737 ± 0.05 μM, whereas that for HT‐29 cells was 1.194 ± 0.02 μM. Further investigations revealed that 5e significantly inhibited tumor cell colony formation and migration, and it exhibited antiadhesive effects on HeLa cells as well as antitubulin activity along with the induction of early apoptosis of HeLa and HT‐29 cells. In addition, derivative 5e significantly reduced the cell mitochondrial membrane potential in a dose‐dependent manner and induced early apoptosis of HeLa and HT‐29 cells, indicating that 5e may serve as a lead compound for further drug discovery and development.

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Темы

Synthesis and Characterization of Heterocyclic Compounds Click Chemistry and Applications Synthesis and biological activity

Идентификаторы

DOI: 10.1002/ardp.202000470

Цитирования и источники

Цитирований: 11 Использованных источников: 33

Показатели — AkademScholar