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肼基噻唑基香豆素衍生物的微波辅助合成及其抗氧化性能

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

作者信息

Osman Hasnah, Arshad Afsheen, Lam Chan Kit, Bagley Mark C

机构信息

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

出版信息

Chem Cent J. 2012 Apr 17;6(1):32. doi: 10.1186/1752-153X-6-32.

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.

摘要

背景

香豆素衍生物具有广泛的生物学特性,包括有前景的抗氧化活性。此外,微波辅助有机合成已为含氮和含氧杂环化合物,包括香豆素和噻唑,提供了快速合成路线。结合这些特性,使用微波辅助方法将能够快速获得带有肼基药效团的目标香豆素文库,用于评估其抗氧化性能。

结果

微波辐射促进了肼基噻唑基香豆素衍生物小文库快速、汇聚合成中的4个步骤中的3个,通过DPPH和ABTS自由基测定确定,所有这些衍生物均表现出与天然抗氧化剂槲皮素相当的显著抗氧化活性。

结论

微波介电加热为一系列肼基噻唑基香豆素提供了一条快速便捷的途径,以研究它们的自由基清除特性。鉴于它们与已知抗氧化剂相比具有良好的性能,这些香豆素衍生物是进一步开发和优化的有前景的先导化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/443c/3527148/c57090c5f71e/1752-153X-6-32-i1.jpg

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