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

Shinichiro Fuse; Toshiaki Ohuchi; Yasunobu Asawa; Shinichi Sato; Hiroyuki Nakamura

doi:10.1016/j.bmcl.2016.11.009

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

Shinichiro Fuse, Toshiaki Ohuchi, Yasunobu Asawa, Shinichi Sato, Hiroyuki Nakamura

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

Abstract

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/C[sbnd]H 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.

Original language	English
Pages (from-to)	5887-5890
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	26
Issue number	24
DOIs	https://doi.org/10.1016/j.bmcl.2016.11.009
Publication status	Published - 2016 Jan 1
Externally published	Yes

Keywords

C[sbnd]H direct arylation
Hypoxia inducible factor (HIF)-1
Imidazopyridine
Microwave

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Development of 1-aryl-3-furanyl/thienyl-imidazopyridine templates for inhibitors against hypoxia inducible factor (HIF)-1 transcriptional activity. / Fuse, Shinichiro; Ohuchi, Toshiaki; Asawa, Yasunobu; Sato, Shinichi; Nakamura, Hiroyuki.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 26, No. 24, 01.01.2016, p. 5887-5890.

Research output: Contribution to journal › Article › peer-review

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