Structure-activity relationships studies of quinoxalinone derivatives as aldose reductase inhibitors

Saghir Hussain; Shagufta Parveen; Xin Hao; Shuzhen Zhang; Wei Wang; Xiangyu Qin; Yanchun Yang; Xin Chen; Shaojuan Zhu; Changjin Zhu; Bing Ma

doi:10.1016/j.ejmech.2014.04.047

Structure-activity relationships studies of quinoxalinone derivatives as aldose reductase inhibitors

Saghir Hussain, Shagufta Parveen, Xin Hao, Shuzhen Zhang, Wei Wang, Xiangyu Qin, Yanchun Yang, Xin Chen, Shaojuan Zhu, Changjin Zhu^*, Bing Ma

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

126 Citations (Scopus)

Abstract

Novel quinoxalinone derivatives were synthesized and tested for their inhibitory activity against aldose reductase. Among them, N1-acetate derivatives had significant activity in a range of IC₅₀ values from low micromolar to submicromolar, and compound 15a bearing a C3-phenethyl side chain was identified as the most potent inhibitor with an IC₅₀ value of 0.143 μM. The structure-activity studies suggested that both C3-phenethyl and C6-NO₂ groups play an important role in enhancing the activity and selectivity of the quinoxalinone based inhibitors.

Original language	English
Pages (from-to)	383-392
Number of pages	10
Journal	European Journal of Medicinal Chemistry
Volume	80
DOIs	https://doi.org/10.1016/j.ejmech.2014.04.047
Publication status	Published - 10 Jun 2014

Keywords

Aldose reductase inhibitors
Quinoxalinone derivatives
Structure-activity relationships

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10.1016/j.ejmech.2014.04.047

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abstract = "Novel quinoxalinone derivatives were synthesized and tested for their inhibitory activity against aldose reductase. Among them, N1-acetate derivatives had significant activity in a range of IC50 values from low micromolar to submicromolar, and compound 15a bearing a C3-phenethyl side chain was identified as the most potent inhibitor with an IC50 value of 0.143 μM. The structure-activity studies suggested that both C3-phenethyl and C6-NO2 groups play an important role in enhancing the activity and selectivity of the quinoxalinone based inhibitors.",

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author = "Saghir Hussain and Shagufta Parveen and Xin Hao and Shuzhen Zhang and Wei Wang and Xiangyu Qin and Yanchun Yang and Xin Chen and Shaojuan Zhu and Changjin Zhu and Bing Ma",

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doi = "10.1016/j.ejmech.2014.04.047",

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T1 - Structure-activity relationships studies of quinoxalinone derivatives as aldose reductase inhibitors

AU - Hussain, Saghir

AU - Parveen, Shagufta

AU - Hao, Xin

AU - Zhang, Shuzhen

AU - Wang, Wei

AU - Qin, Xiangyu

AU - Yang, Yanchun

AU - Chen, Xin

AU - Zhu, Shaojuan

AU - Zhu, Changjin

AU - Ma, Bing

PY - 2014/6/10

Y1 - 2014/6/10

N2 - Novel quinoxalinone derivatives were synthesized and tested for their inhibitory activity against aldose reductase. Among them, N1-acetate derivatives had significant activity in a range of IC50 values from low micromolar to submicromolar, and compound 15a bearing a C3-phenethyl side chain was identified as the most potent inhibitor with an IC50 value of 0.143 μM. The structure-activity studies suggested that both C3-phenethyl and C6-NO2 groups play an important role in enhancing the activity and selectivity of the quinoxalinone based inhibitors.

AB - Novel quinoxalinone derivatives were synthesized and tested for their inhibitory activity against aldose reductase. Among them, N1-acetate derivatives had significant activity in a range of IC50 values from low micromolar to submicromolar, and compound 15a bearing a C3-phenethyl side chain was identified as the most potent inhibitor with an IC50 value of 0.143 μM. The structure-activity studies suggested that both C3-phenethyl and C6-NO2 groups play an important role in enhancing the activity and selectivity of the quinoxalinone based inhibitors.

KW - Aldose reductase inhibitors

KW - Quinoxalinone derivatives

KW - Structure-activity relationships

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DO - 10.1016/j.ejmech.2014.04.047

M3 - Article

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AN - SCOPUS:84899822325

SN - 0223-5234

VL - 80

SP - 383

EP - 392

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -

Structure-activity relationships studies of quinoxalinone derivatives as aldose reductase inhibitors

Abstract

Keywords

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