Novel Fluorinated Benzimidazole-Based Scaffolds and their Anticancer Activity in vitro
| Autor: | Vladimír Kryštof, Mark R. J. Elsegood, Simon J. Teat, Mariam Mojally, Mark Edgar, George W. Weaver, Lynne Horsburgh, Paul D. Lucas, Fatemeh Zeinali, Thomas G. Warwick, Avninder S. Bhambra |
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| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Benzimidazole
Crystal structure 010402 general chemistry 01 natural sciences Biochemistry Inorganic Chemistry chemistry.chemical_compound Nucleophilic aromatic substitution Environmental Chemistry Physical and Theoretical Chemistry Caspase biology 010405 organic chemistry Drug discovery Organic Chemistry in vitro Fluorine Combinatorial chemistry SNAR In vitro 0104 chemical sciences Anticancer chemistry Apoptosis Cell culture biology.protein |
| Popis: | The file attached to this record is the author's final peer reviewed version. The Publisher's final version can be found by following the DOI link. A small library of twelve, structurally diverse, fluoroaryl benzimidazoles was prepared using a simple synthetic strategy employing SNAr reactions. This allowed rapid assembly of heterocyclic structures containing linked and tethered fluoroaryl benzimidazoles. X-ray crystal structures of seven compounds were obtained including those of two macrocyclic compounds containing 21- and 24-membered rings. Three tethered fluoroaryl benzimidazole derivatives demonstrated micromolar inhibition against K-562 and MCF-7 cell lines. These compounds, in addition to 1-tetrafluoropyrid-4-yl-2-tetrafluoropyrid-4-ylsulfanyl-1H-benzimidazole, also demonstrated micromolar inhibition against G361 and HOS cell lines. Two of the compounds were found to activate caspases leading to apoptosis. |
| Databáze: | OpenAIRE |
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