Diversity-Oriented Synthesis of Imidazo-Dipyridines with Anticancer Activity via the Groebke-Blackburn-Bienaymé and TBAB-Mediated Cascade Reaction in One Pot

Yong Li, Jiu Hong Huang, Juan Li Wang, Gui Ting Song, Dian Yong Tang, Fang Yao, Hui Kuan Lin, Wei Yan, Hong Yu Li, Zhi Gang Xu, Zhong Zhu Chen

Research output: Contribution to journalArticle

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.

Original languageEnglish (US)
JournalJournal of Organic Chemistry
DOIs
StateAccepted/In press - Jan 1 2019

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Phosphorylation
Cyclization
Scaffolds
Phosphotransferases
Metals
Cells

ASJC Scopus subject areas

  • Organic Chemistry

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Diversity-Oriented Synthesis of Imidazo-Dipyridines with Anticancer Activity via the Groebke-Blackburn-Bienaymé and TBAB-Mediated Cascade Reaction in One Pot. / Li, Yong; Huang, Jiu Hong; Wang, Juan Li; Song, Gui Ting; Tang, Dian Yong; Yao, Fang; Lin, Hui Kuan; Yan, Wei; Li, Hong Yu; Xu, Zhi Gang; Chen, Zhong Zhu.

In: Journal of Organic Chemistry, 01.01.2019.

Research output: Contribution to journalArticle

Li, Yong ; Huang, Jiu Hong ; Wang, Juan Li ; Song, Gui Ting ; Tang, Dian Yong ; Yao, Fang ; Lin, Hui Kuan ; Yan, Wei ; Li, Hong Yu ; Xu, Zhi Gang ; Chen, Zhong Zhu. / Diversity-Oriented Synthesis of Imidazo-Dipyridines with Anticancer Activity via the Groebke-Blackburn-Bienaymé and TBAB-Mediated Cascade Reaction in One Pot. In: Journal of Organic Chemistry. 2019.
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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-Bienaym{\'e} 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.",
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AU - Wang, Juan Li

AU - Song, Gui Ting

AU - Tang, Dian Yong

AU - Yao, Fang

AU - Lin, Hui Kuan

AU - Yan, Wei

AU - Li, Hong Yu

AU - Xu, Zhi Gang

AU - Chen, Zhong Zhu

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