Effects of electron-withdrawing substituents on DPPH radical scavenging reactions of protocatechuic acid and its analogues in alcoholic solvents
作者： Shizuka Saito , Jun Kawabata
DOI: 10.1016/J.TET.2005.06.040
关键词: Nucleophilic addition 、 Catechol 、 Antioxidant 、 Alcohol 、 Methanol 、 Organic chemistry 、 Chemistry 、 Protocatechuic acid 、 DPPH 、 Nucleophile
摘要: The DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging activity of protocatechuic acid (3,4-dihydroxybenzoic acid) and its related catechols was examined. Compounds possessing strong electron-withdrawing substituents showed high activity. NMR analysis the reaction mixtures in methanol formation adducts. results suggest that alcohol is due to a nucleophilic addition an molecule on o-quinones, which leads regeneration catechol structure. Furthermore, alcohols would largely depend electron-withdrawing/donating substituents, since they affect susceptibility toward attacks o-quinone.
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