Synthesis and evaluation of 2‐aryl‐1 H ‐benzo[d]imidazole derivatives as potential microtubule targeting agents

Abstract

Microtubule targeting agents (MTAs) are the potential drug candidates for anticancer drug discovery. Disrupting the microtubule formation or inhibiting the de‐polymerization process by a synthetic molecule can lead to an excellent anticancer drug candidate. Here, we present the 2,5‐substituted‐1H‐benzo[d]imidazole derivatives as potential colchicine, nocodazole binding site targeting agents. About 20 benzimidazole derivatives were synthesized with 82.0%–94.0% yield using mild reaction conditions. The synthesized compounds showed moderate to excellent anticancer activity established in three cell lines, including Hela cells, A549 cells, MRC‐5 cells. The compounds B15, B16, B19, and B20 are the potential candidates with the IC50 values <15 μM in the three different cell lines. In MTT assay, compounds B15, B16, B19, and B20 showed excellent antiproliferation activity indicated by IC50 values in the range of 5.3 ± 0.21 to 18.1 ± 0.32 μM using HeLa and A549 cell lines. The predicted absorption, distribution, metabolism and excretion (ADME) properties and drug‐likeness properties of B15, B16, B19, and B20 indicate that these compounds can be used as lead compounds for further study to develop excellent MTAs.

ID-Checker Technology for the Highly Selective Macroscale Delivery of Anticancer Agents to the Cancer Cells

“…The cytotoxic activity of ID-Checker , Al , Al– NH 3 + aggregate, and Al–G aggregate against a panel of four cancer cell lines including pancreatic cancer (ASPC-1), lung cancer (A549), breast cancer (MCF-7), and colon cancer (HCT 116) cell lines, and three lung normal cell lines (MRC-5, IMR-90, and HEL 299) were evaluated by an MTT assay. − In brief, about 7000 cells/well were seeded in 96-well plates and grown in an incubator for 24 h. 0.9% saline solution was used to prepare 1 mM stock solutions of compounds and then diluted in a cell culture medium and loaded in the wells containing cells at various concentrations. The cells were then incubated for 24 h followed by treatment with MTT for 2 h in the dark.…”

Synthesis and Characterization of Zn-Salophen Complexes with Different D–A Distances: An Approach to Tuning the Intersystem-Crossing Process

“…The yellow product a was collected and dried, producing a yield of 168.37 mg (92.15%). 1 Ethanol (5 mL) as a solvent, a (18.28 mg 0.05 mmol), h-salophen [36] (10.62 mg 0.05 mmol), and zinc acetate (11.75 mg 0.06 mmol) were added to a Schlenk tube, and the reaction was carried out overnight at 82 °C. After reaction, the solid was obtained by centrifugation, recrystallized with ether three times, and dried to obtain the yellow product Zn-1, producing a yield of 26.88 mg (80.68%).…”

“…After reaction, the solid was obtained by centrifugation, recrystallized with ether three times, and dried to obtain the yellow product Zn-1, producing a yield of 26.88 mg (80.68%). 1 Ethanol (5 mL) as a solvent, a (18.28 mg 0.05 mmol), h-salophen [36] ). The amount (wt%) of zinc metal in the Zn-1-4 was determined by atomic absorption spectroscopy (AAS); zinc (wt%): 8.35%.…”