Synthesis, biological evaluation and docking study of 3-aroyl-1-(4-sulfamoylphenyl)thiourea derivatives as 15-lipoxygenase inhibitors

被引：51

作者：

Mahdavi, Mohammad ^{[1
,2
]}

Shirazi, Maryam Shahzad ^{[1
,2
]}

Taherkhani, Raana ^{[3
]}

Saeedi, Mina ^{[1
,2
]}

Alipour, Eskandar ^{[3
]}

Moghadam, Farshad Homayouni ^{[4
]}

Moradi, Alireza ^{[4
,5
]}

Nadri, Hamid ^{[4
,5
]}

Emami, Saeed ^{[6
,7
]}

Firoozpour, Loghman ^{[8
]}

Shafiee, Abbas ^{[1
,2
]}

Foroumadi, Alireza ^{[1
,2
,8
]}

机构：

[1] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran

[2] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran, Iran

[3] Islamic Azad Univ, Dept Chem, Tehran North Branch, Tehran, Iran

[4] Shahid Sadoughi Univ Med Sci, Sch Med, Neurobiomed Res Ctr, Yazd, Iran

[5] Shahid Sadoughi Univ Med Sci, Dept Med Chem, Fac Pharm, Yazd, Iran

[6] Mazandaran Univ Med Sci, Dept Med Chem, Fac Pharm, Sari, Iran

[7] Mazandaran Univ Med Sci, Pharmaceut Sci Res Ctr, Fac Pharm, Sari, Iran

[8] Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran, Iran

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 82卷

基金：

美国国家科学基金会;

关键词：

Thiourea; Sulfonamides; Enzyme inhibitors; 15-Lipoxygenase; Antioxidant activity; Docking study; SULFONAMIDES; THIOUREA; TRANSMEMBRANE; MOIETIES; DESIGN; POTENT;

D O I：

10.1016/j.ejmech.2014.05.054

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 3-aroyl-1-(4-sulfamoylphenyl)thiourea derivatives containing sulfonamide moiety were designed and synthesized as 15-lipoxygenase (15-LOX) inhibitors. Most synthesized compounds showed potent activity against soybean 15-LOX with IC50 values less than 25 mu M. The most potent compound 4c (3-methylbenzoyl derivative) with IC50 value of 1.8 mu M was 10-fold more potent than quercetin. Interestingly, compound 4c also showed the highest antioxidant activity, as determined by ferric reducing antioxidant power (FRAP) assay. Its capacity for reducing ferric ion was more than ascorbic acid. The viability assay of the selected compound 4c against oxidative stress-induced cell death in differentiated PC12 cells revealed that compound 4c significantly protected neurons against cell death in low concentrations. (C) 2014 Elsevier Masson SAS. All rights reserved.

引用

页码：308 / 313

页数：6

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