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Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives
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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
BioMed Central
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3527148/ https://www.ncbi.nlm.nih.gov/pubmed/22510146 http://dx.doi.org/10.1186/1752-153X-6-32 |
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author | Osman, Hasnah Arshad, Afsheen Lam, Chan Kit Bagley, Mark C |
author_facet | Osman, Hasnah Arshad, Afsheen Lam, Chan Kit Bagley, Mark C |
author_sort | Osman, Hasnah |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-3527148 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | BioMed Central |
record_format | MEDLINE/PubMed |
spelling | pubmed-35271482013-01-03 Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives Osman, Hasnah Arshad, Afsheen Lam, Chan Kit Bagley, Mark C Chem Cent J Research Article 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. BioMed Central 2012-04-17 /pmc/articles/PMC3527148/ /pubmed/22510146 http://dx.doi.org/10.1186/1752-153X-6-32 Text en Copyright ©2012 Osman et al; licensee BioMed Central Ltd. http://creativecommons.org/licenses/by/2.0 This article is published under license to BioMed Central Ltd. This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Article Osman, Hasnah Arshad, Afsheen Lam, Chan Kit Bagley, Mark C Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives |
title | Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives |
title_full | Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives |
title_fullStr | Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives |
title_full_unstemmed | Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives |
title_short | Microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives |
title_sort | microwave-assisted synthesis and antioxidant properties of hydrazinyl thiazolyl coumarin derivatives |
topic | Research Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3527148/ https://www.ncbi.nlm.nih.gov/pubmed/22510146 http://dx.doi.org/10.1186/1752-153X-6-32 |
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