Development of 1-aryl-3-furanyl/thienyl-imidazopyridine templates for inhibitors against hypoxia inducible factor (HIF)-1 transcriptional activity

[Display omitted] 1,3-Disubstituted-imidazopyridines were designed for developing inhibitors against HIF-1 transcriptional activity. Designed compounds were rapidly synthesized from a key aromatic scaffold via microwave-assisted Suzuki-Miyaura coupling/CH direct arylation sequence. Evaluation of abi...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2016-12, Vol.26 (24), p.5887-5890
Main Authors: Fuse, Shinichiro, Ohuchi, Toshiaki, Asawa, Yasunobu, Sato, Shinichi, Nakamura, Hiroyuki
Format: Article
Language:English
Subjects:
C[sbnd]H direct arylation
Dose-Response Relationship, Drug
Humans
Hypoxia inducible factor (HIF)-1
Hypoxia-Inducible Factor 1, alpha Subunit - antagonists & inhibitors
Hypoxia-Inducible Factor 1, alpha Subunit - genetics
Imidazoles - chemical synthesis
Imidazoles - chemistry
Imidazoles - pharmacology
Imidazopyridine
Microwave
Molecular Structure
Pyridines - chemical synthesis
Pyridines - chemistry
Pyridines - pharmacology
Structure-Activity Relationship
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Summary:[Display omitted] 1,3-Disubstituted-imidazopyridines were designed for developing inhibitors against HIF-1 transcriptional activity. Designed compounds were rapidly synthesized from a key aromatic scaffold via microwave-assisted Suzuki-Miyaura coupling/CH direct arylation sequence. Evaluation of ability to inhibit the hypoxia induced transcriptional activity of HIF-1 revealed that the compound 2i and 3a retained the same level of the inhibitory activity comparing with that of known inhibitor, YC-1 (1). Identified, readily accessible 1-aryl-3-furanyl/thienyl-imidazopyridine templates should be useful for future drug development.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2016.11.009