Synthesis and biological evaluation of 4-styrylcoumarin derivatives as inhibitors of TNF-α and IL-6 with anti-tubercular activity

被引：45

作者：

Upadhyay, Kuldip ^{[2
]}

Bavishi, Abhay ^{[1
]}

Thakrar, Shailesh ^{[1
]}

Radadiya, Ashish ^{[1
]}

Vala, Hardevsinh ^{[1
]}

Parekh, Shrey ^{[1
]}

Bhavsar, Dhairya ^{[1
]}

Savant, Mahesh ^{[1
]}

Parmar, Manisha ^{[1
]}

Adlakha, Priti ^{[2
]}

Shah, Anamik ^{[1
]}

机构：

[1] Saurashtra Univ, Dept Chem, Rajkot 360005, Gujarat, India

[2] Torrent Res Ctr, R&D Ctr, Ahmadabad 380009, Gujarat, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 08期

关键词：

4-Styrylcoumarin; Anti-inflammatory activity; TNF-alpha; IL-6; Anti-tubercular; TUMOR-NECROSIS-FACTOR; INTERLEUKIN-6; LYMPHOTOXIN; RECEPTORS;

D O I：

10.1016/j.bmcl.2011.02.016

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 4-styrylcoumarin have been synthesized by Knoevenagel condensation between substituted 4-methylcoumarin-3-carbonitrile and different heterocyclic or aromatic aldehydes. 4-Methylcoumarin-3-carbonitrile has been synthesized by the base catalyzed reaction between substituted 2-hydroxyacetophenone and ethyl cyanoacetate. The structures of the newly synthesized compounds were confirmed by H-1 NMR, IR and mass spectral analysis. All the compounds were evaluated for their anti-inflammatory activity (against TNF-alpha and IL-6) and anti-tubercular activity. Compounds 6a, 6h and 6j exhibited promising activity against IL-6 with 72-87% inhibition and compound 6v showed potent activity against TNF-alpha with 73% inhibition at 10 mu M concentration. Whereas compounds 6n, 6o, 6r and 6u showed very good anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain at < 6.25 mu M. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：2547 / 2549

页数：3

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