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Open Access Highly Accessed Research article

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

Hasnah Osman1*, Afsheen Arshad1, Chan Kit Lam2 and Mark C Bagley3*

Author Affiliations

1 School of Chemical Sciences, Universiti Sains Malaysia, 11800, Penang, Malaysia

2 School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800, Penang, Malaysia

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

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Chemistry Central Journal 2012, 6:32  doi:10.1186/1752-153X-6-32

Published: 17 April 2012

Abstract

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.

Keywords:
Coumarins; Thiazoles; Antioxidant activity; Microwave synthesis

Graphical abstract