Department of Organic Chemistry, College of Chemistry, Jilin University, No. 2519 Jiefang Road, Changchun, China.
Eur J Pharm Sci. 2011 Sep 18;44(1-2):158-63. doi: 10.1016/j.ejps.2011.07.001. Epub 2011 Jul 12.
The antioxidant capacities of ferrocenyl Schiff bases including o-(1-ferrocenylethylideneamino)phenol (OFP), m-(1-ferrocenylethylideneamino)phenol (MFP), and p-(1-ferrocenylethylideneamino)phenol (PFP) were evaluated in 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH), Cu(2+)/glutathione (GSH), and hydroxyl radical (()OH)-induced oxidation of DNA, and in trapping 2,2'-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS+(.)), respectively. OFP, MFP and PFP possessed similar activities to trap DPPH and ABTS+(.). All the ferrocenyl Schiff bases employed herein behaved as prooxidants in Cu(2+)/GSH- and (.)OH-induced oxidation of DNA except that OFP exhibited weak antioxidant activity in ()OH-induced oxidation of DNA. PFP, OFP and MFP can terminate about 15.2, 11.3, and 9.4 radical-chain-propagations in AAPH-induced oxidation of DNA. Especially, the introduction of ferrocenyl group to Schiff base increased the antioxidant effectiveness more remarkably than benzene-related Schiff bases.
研究了二茂铁基席夫碱（OFP、MFP 和 PFP）的抗氧化能力，包括对 2,2'-偶氮二（2-脒基丙烷）盐酸盐（AAPH）、Cu(2+)/谷胱甘肽（GSH）诱导的 DNA 氧化以及 2,2'-二苯基-1-苦基肼（DPPH）和 2,2'-偶氮双（3-乙基苯并噻唑啉-6-磺酸）阳离子自由基（ABTS+·）的捕获。OFP、MFP 和 PFP 均具有与 DPPH 和 ABTS+·相似的清除能力。除 OFP 在·OH 诱导的 DNA 氧化中表现出较弱的抗氧化活性外，所有二茂铁基席夫碱在 Cu(2+)/GSH 和·OH 诱导的 DNA 氧化中均表现出促氧化活性。PFP、OFP 和 MFP 可终止 AAPH 诱导的 DNA 氧化中约 15.2、11.3 和 9.4 个自由基链传递。特别是，将二茂铁基引入席夫碱可显著提高抗氧化效果，优于苯相关的席夫碱。
