Quinoline-based imidazole-fused heterocycles as new inhibitors of 15-lipoxygenase

被引:16
|
作者
Dianat, Shima [1 ]
Moghimi, Setareh [2 ,3 ]
Mahdavi, Mohammad [4 ]
Nadri, Hamid [5 ]
Moradi, Alireza [5 ]
Firoozpour, Loghman [4 ]
Emami, Saeed [6 ,7 ]
Mouradzadegun, Arash [1 ]
Shafiee, Abbas [2 ,3 ]
Foroumadi, Alireza [2 ,3 ,4 ]
机构
[1] Shahid Chamran Univ, Dept Chem, Fac Sci, Ahvaz, Iran
[2] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran
[3] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran, Iran
[4] Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran, Iran
[5] Shahid Sadoughi Univ Med Sci, Fac Pharm, Dept Med Chem, Yazd, Iran
[6] Mazandaran Univ Med Sci, Fac Pharm, Dept Med Chem, Sari, Iran
[7] Mazandaran Univ Med Sci, Fac Pharm, Pharmaceut Sci Res Ctr, Sari, Iran
基金
美国国家科学基金会;
关键词
Docking study; enzyme inhibitors; 15-lipoxygenase; imidazo[1; 2-a]pyridine; imidazo[2; 1-b]thiazole; POTENT INHIBITORS; 5-LIPOXYGENASE; 12/15-LIPOXYGENASE; ATHEROSCLEROSIS; DERIVATIVES; DOCKING;
D O I
10.1080/14756366.2016.1206087
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 series of 2-chloro-quinoline-based imidazopyridines 6a-l and imidazothiazoles 6m-o bearing a bulky alkylamine side chain were synthesized as soybean 15-LOX inhibitors. The target compounds 6a-o were prepared via one-pot reaction of 2-chloroquinoline-3-carbaldehyde (3), heteroaromatic amidine 4, and alkyl isocyanides 5, in the presence of NH4Cl. All compounds showed significant anti-15-LOX activity (IC50 values40M). Among the title compounds, the imidazo[2,1-b]thiazole derivative 6n bearing a tert-butylamine moiety showed the highest activity against soybean 15-LOX enzyme.
引用
收藏
页码:205 / 209
页数:5
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