Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives

Chemistry Central Journal

Hasnah Osman²  Afsheen Arshad²  Chan Kit Lam¹  Mark C Bagley³ 

[1] School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800, Penang, Malaysia

[2] School of Chemical Sciences, Universiti Sains Malaysia, 11800, Penang, Malaysia

[3] Department of Chemistry, School of Life Sciences, University of Sussex, Brighton, BN1 9QJ, UK

关键词: Microwave synthesis;    Antioxidant activity;    Thiazoles;    Coumarins;   

Others  :  788360
DOI  :  10.1186/1752-153X-6-32

 received in 2011-10-26, accepted in 2012-02-10,  发布年份 2012

【 摘 要 】

Background

Coumarin derivatives exhibit a wide range of biological properties including promising antioxidant activity. Furthermore, microwave-assisted organic synthesis has delivered rapid routes to N- and O-containing heterocycles, including coumarins and thiazoles. Combining these features, the use of microwave-assisted processes will provide rapid access to a targeted coumarin library bearing a hydrazino pharmacophore for evaluation of antioxidant properties

Results

Microwave irradiation promoted 3 of the 4 steps in a rapid, convergent synthesis of a small library of hydrazinyl thiazolyl coumarin derivatives, all of which exhibited significant antioxidant activity comparable to that of the natural antioxidant quercetin, as established by DPPH and ABTS radical assays

Conclusions

Microwave dielectric heating provides a rapid and expedient route to a series of hydrazinyl thiazolyl coumarins to investigate their radical scavenging properties. Given their favourable properties, in comparison with known antioxidants, these coumarin derivatives are promising leads for further development and optimization.

【 授权许可】

   
2012 Osman et al; licensee BioMed Central Ltd.

【 图 表 】

Scheme 1

Scheme 2

Scheme 3

Figure 1.

Figure 2.

Scheme 4

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