Phenolic 4-hydroxy and 3, 5-dihydroxy derivatives of 3-phenoxyquinoxalin-2(1H)-one as potent aldose reductase inhibitors with antioxidant activity. Issue 18 (15th September 2015)

• Record Type: Journal Article
• Authors: Zou, Yingang; Qin, Xiangyu; Hao, Xin; Zhang, Wei; Yang, Shaoqi; Yang, Yanchun; Han, Zhongfei; Ma, Bing; Zhu, Changjin
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 25:Issue 18(2015)
• Page Start: 3924
• Page End: 3927
• Publication Date: 2015-09-15
• Subjects: Aldose reductase inhibitor -- Antioxidant -- Quinoxalines -- Structure–activity relationships; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2015.07.048
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: A group of novel quinoxalinone derivatives (4a –h ) were prepared and investigated for their inhibitory activity against ALR2 and antioxidant activity. Most of them were found to be potent aldose reductase inhibitors with IC50 values ranging from 0.019 to 0.982 μM. The most active compound 2-(3-(4-hydroxyphenoxy)-6-fluoro-2-oxoquinoxalin-1(2 H )-yl)acetic acid (4c ) also had an excellent selectivity. In addition, a number of compounds showed strong antioxidant activity and the phenolic 3, 5-dihydroxyl compound4f with 7-chloro in the quinoxalinone core was most active in scavenging the DPPH radical and suppressing lipid peroxidation.