Microwave-assisted synthesis and evaluation of naphthalimides derivatives as free radical scavengers
Autor: | Ying-Ming Pan, Qiang Wu, Kai Wang, Ye Zhang, Heng-Shan Wang, Shao-Bo Feng, Xianghui Yi |
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Rok vydání: | 2010 |
Předmět: | |
Zdroj: | Medicinal Chemistry Research. 20:752-759 |
ISSN: | 1554-8120 1054-2523 |
DOI: | 10.1007/s00044-010-9384-4 |
Popis: | A facile and efficient microwave-assisted reaction of 1,8-naphthalic anhydride derivatives with primary amines, leading to the synthesis of 1,8-naphthalimides, has been developed. Subsequently, the free radical scavenging properties of the 1,8-naphthalimide derivatives were evaluated against 2,2-diphenyl-1-picrylhydrazyl (DPPH•). The results showed that the scavenging activities of compounds 2a, NBNA, 3b, and 3c were more efficient than that of the common synthetic antioxidant 2,6-diter-butyl-4-methylphenol (BHT), with IC50 values of 61.9, 54.0, 42.2, and 43.1 μM, respectively. The imide groups introduced at position 4 as well as the nitro functionality at position 3 of the naphthalene moiety were the major contributors to the free radical scavenging activities. |
Databáze: | OpenAIRE |
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