Synthesis and biological evaluation of 2-quinolineacrylamides

Shih Wei Wang; Mei Hsiang Lin; Fu Chun Hsu; Mei Chuan Chen; Jing Ping Liou; Yi Ting Liu; Shiou Sheng Chen; Hsueh Yun Lee

doi:10.1016/j.bmc.2019.115250

Synthesis and biological evaluation of 2-quinolineacrylamides

Shih Wei Wang, Mei Hsiang Lin, Fu Chun Hsu, Mei Chuan Chen, Jing Ping Liou, Yi Ting Liu, Shiou Sheng Chen, Hsueh Yun Lee

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

5 Citations (Scopus)

Abstract

A series of C6-substituted N-hydroxy-2-quinolineacrylamides (3–15), with four types of bridging groups have been synthesized. Most of these compounds exhibit antiproliferative activity against A549 and HCT116 cells and Western blot analysis revealed that they are able to inhibit HDAC. Measurement of the HDAC isoform activity of ether-containing compounds showed that compound 9 has distinct HDAC6 selectivity, more than 300-fold over other isoforms. This paper describes the development of 6-aryloxy-N-hydroxy-2-quinolineacrylamides as potential HDAC6 inhibitors.

Original language	English
Article number	115250
Pages (from-to)	115250
Journal	Bioorganic and Medicinal Chemistry
Volume	28
Issue number	3
DOIs	https://doi.org/10.1016/j.bmc.2019.115250
Publication status	Published - Feb 1 2020

Keywords

2-Quinolineacrylamide
Histone deacetylase
Ullmann reaction

ASJC Scopus subject areas

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

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10.1016/j.bmc.2019.115250

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abstract = "A series of C6-substituted N-hydroxy-2-quinolineacrylamides (3–15), with four types of bridging groups have been synthesized. Most of these compounds exhibit antiproliferative activity against A549 and HCT116 cells and Western blot analysis revealed that they are able to inhibit HDAC. Measurement of the HDAC isoform activity of ether-containing compounds showed that compound 9 has distinct HDAC6 selectivity, more than 300-fold over other isoforms. This paper describes the development of 6-aryloxy-N-hydroxy-2-quinolineacrylamides as potential HDAC6 inhibitors.",

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AU - Wang, Shih Wei

AU - Lin, Mei Hsiang

AU - Hsu, Fu Chun

AU - Chen, Mei Chuan

AU - Liou, Jing Ping

AU - Liu, Yi Ting

AU - Chen, Shiou Sheng

AU - Lee, Hsueh Yun

PY - 2020/2/1

Y1 - 2020/2/1

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AB - A series of C6-substituted N-hydroxy-2-quinolineacrylamides (3–15), with four types of bridging groups have been synthesized. Most of these compounds exhibit antiproliferative activity against A549 and HCT116 cells and Western blot analysis revealed that they are able to inhibit HDAC. Measurement of the HDAC isoform activity of ether-containing compounds showed that compound 9 has distinct HDAC6 selectivity, more than 300-fold over other isoforms. This paper describes the development of 6-aryloxy-N-hydroxy-2-quinolineacrylamides as potential HDAC6 inhibitors.

KW - 2-Quinolineacrylamide

KW - Histone deacetylase

KW - Ullmann reaction

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Synthesis and biological evaluation of 2-quinolineacrylamides

Abstract

Keywords

ASJC Scopus subject areas

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