Substituted furans as potent lipoxygenase inhibitors: Synthesis, in vitro and molecular docking studies

被引：6
|
作者：
Vinayagam, Jayaraman [1 ]
Gajbhiye, Rahul L. [1 ]
Mandal, Likhit [1 ]
Arumugam, Meyyappan [2 ]
Achari, Anushree [1 ]
Jaisankar, Parasuraman [1 ]
机构：
[1] CSIR, Indian Inst Chem Biol, Dept Organ & Med Chem, Lab Catalysis & Chem Biol, 4 Raja SC Mullick Rd, Kolkata 700032, India
[2] Jadavpur Univ, Sch Environm Studies, Kolkata 700032, India
来源：
BIOORGANIC CHEMISTRY | 2017年 / 71卷
关键词：
Soybean lipoxygenase; Furan-3-carboxylic acid ester; Molecular docking; Binding energy; Anti-inflammatory; SOYBEAN LIPOXYGENASE-1; 15-LIPOXYGENASE; METABOLITES; DERIVATIVES; DYNAMICS; BINDING;
D O I：
10.1016/j.bioorg.2017.01.016
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A number of 2-methyl-4-(2-oxo-2-phenyl-ethyl)-5-phenyl-furan-3-carboxylic acid alkyl ester derivatives (3a-j) were synthesized and evaluated for their in vitro inhibitory activity on soybean lipoxygenase enzyme. Among the screened compounds, 5-(4-bromo-phenyl)-4-[2-(4-bromo-phenyl)-2-oxo-ethyl]-2-methyl-furan-3-carboxylic acid methyl ester (3g) has been found to exhibit potent inhibitory activity with IC50 12.8 mu M using nordihydroguaiaretic acid (NDGA) as standard. Molecular modeling was employed for better understanding of the binding between compounds and soybean lipoxygenase enzyme. The predicted binding energy values correlated well with the observed in vitro data. (C) 2017 Elsevier Inc. All rights reserved.
引用
收藏
页码：97 / 101
页数：5
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