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

被引:57
作者
Osman, Hasnah [1 ]
Arshad, Afsheen [1 ]
Lam, Chan Kit [2 ]
Bagley, Mark C. [3 ]
机构
[1] Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia
[2] Univ Sains Malaysia, Sch Pharmaceut Sci, George Town 11800, Malaysia
[3] Univ Sussex, Sch Life Sci, Dept Chem, Brighton BN1 9QJ, E Sussex, England
关键词
Coumarins; Thiazoles; Antioxidant activity; Microwave synthesis; KNOEVENAGEL CONDENSATION; SCALE-UP; IRRADIATION; NICKEL(II); COMPLEXES; ANTICANCER; COBALT(II); CHEMISTRY; CAPACITY;
D O I
10.1186/1752-153X-6-32
中图分类号
O6 [化学];
学科分类号
0703 ;
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.
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页数:10
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