Synthesis and biological evaluation of 2-quinolineacrylamides. Issue 3 (1st February 2020)

• Record Type: Journal Article
• Authors: Wang, Shih-Wei; Lin, Mei-Hsiang; Hsu, Fu-Chun; Chen, Mei-Chuan; Liou, Jing-Ping; Liu, Yi-Ting; Chen, Shiou-Sheng; Lee, Hsueh-Yun
• Is Part Of: Bioorganic & medicinal chemistry. Volume 28:Issue 3(2020)
• Publication Date: 2020-02-01
• Subjects: Histone deacetylase -- 2-Quinolineacrylamide -- Ullmann reaction; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2019.115250
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: 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.