Abstract
A facile and metal-free one-pot protocol for the synthesis of fused imidazopyridine scaffolds has been developed. This novel protocol combines the Groebke-Blackburn-Bienaymé reaction (GBBR) with a sequential TBAB-mediated cyclization cascade. Biological evaluation demonstrated that compound 6a inhibits human prostate cancer cell DU-145 proliferation with an IC50 of 1.6 μM. The molecular mechanism study indicates that 6a significantly suppresses the oncogenic Erk kinase phosphorylation at 3 μM.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Cell Survival / drug effects
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Crystallography, X-Ray
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Cyclization
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Drug Screening Assays, Antitumor
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Humans
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Imidazoles / chemistry
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Imidazoles / pharmacology*
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Microwaves
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Models, Molecular
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Molecular Structure
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Pyridines / chemistry
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Pyridines / pharmacology*
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Quaternary Ammonium Compounds / chemistry
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Quaternary Ammonium Compounds / pharmacology*
Substances
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Antineoplastic Agents
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Imidazoles
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Pyridines
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Quaternary Ammonium Compounds
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tetrabutylammonium