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有机溶剂对体外自由基生成系统中CYPMPO-电子自旋共振光谱的影响。

Influences of organic solvents on CYPMPO-electron spin resonance spectra in in vitro radical generating systems.

作者信息

Mukohda Masashi, Ueno Shunji, Kamibayashi Masato, Okada Muneyoshi, Yamawaki Hideyuki, Hara Yukio

机构信息

School of Veterinary Medicine, Kitasato University, Aomori, Japan.

出版信息

J Vet Med Sci. 2010 Dec;72(12):1547-50. doi: 10.1292/jvms.10-0232. Epub 2010 Jul 22.

Abstract

Estimation of radical scavenging capacity of lipophilic antioxidants by electron spin resonance (ESR) in vitro is a challenging issue due to their poor solubility in aqueous radical generating and measuring systems. Water-miscible organic solvents are used for this purpose. A novel radical trapping agent, 5-(2,2-dimethyl-1,3-propoxy cyclophosphoryl)-5-methyl-1-pyrroline N-oxide (CYPMPO), that has practical advantages over well-known trapping agents was synthesized. However, no available data for the influence of solvents in an ESR system that uses CYPMPO has been presented. The influences of six water-miscible organic solvents, acetonitrile (AcN), acetone, dimethyl sulfoxide (DMSO), ethanol, polyethylene glycol (PEG), and dimethoxyethane (DME), on ESR responses to Fenton Fe(2+)/H (2)O(2 )OH· and hypoxanthine/xanthine oxidase superoxide generation systems in vitro were studied. Reduction of the ESR signal to CYPMPO-OH· adducts by 55.86 ± 5.95 and 83.17 ± 2.50% compared with the control was observed in the presence of AcN and acetone, respectively, at a final concentration of 5% (v/v). AcN of less than 1% had minimal effects. DMSO, ethanol, PEG and DME at 5% (v/v) strongly inhibited the ESR signals and/or caused derangement in the signal patterns. The six water-miscible solvents at 5% (v/v) had no influence on the ESR spectra of CYPMPO-superoxide adducts. From these results, AcN, at less than 1% (v/v), is a useful water-miscible organic solvent for assessing radical scavenging capacities of lipophilic compounds in the CYPMPO-Fenton Fe(2+)/H(2)O(2) OH· reaction system in an ESR assay. Any of the solvents used in the present study can be used in a hypoxanthine/xanthine oxidase superoxide generation system.

摘要

由于亲脂性抗氧化剂在水性自由基产生和测量系统中的溶解度较差,因此通过电子自旋共振(ESR)体外评估其自由基清除能力是一个具有挑战性的问题。为此使用了与水混溶的有机溶剂。合成了一种新型自由基捕获剂5-(2,2-二甲基-1,3-丙氧基环磷酰基)-5-甲基-1-吡咯啉N-氧化物(CYPMPO),它比知名捕获剂具有实际优势。然而,尚未有关于在使用CYPMPO的ESR系统中溶剂影响的可用数据。研究了六种与水混溶的有机溶剂,乙腈(AcN)、丙酮、二甲基亚砜(DMSO)、乙醇、聚乙二醇(PEG)和二甲氧基乙烷(DME),对体外ESR对芬顿Fe(2+)/H(2)O(2) OH·和次黄嘌呤/黄嘌呤氧化酶超氧化物生成系统反应的影响。在终浓度为5%(v/v)的情况下,分别在AcN和丙酮存在下,观察到CYPMPO-OH·加合物的ESR信号与对照相比降低了55.86±5.95%和83.17±2.50%。浓度低于1%的AcN影响最小。5%(v/v)的DMSO、乙醇、PEG和DME强烈抑制ESR信号和/或导致信号模式紊乱。5%(v/v)的六种与水混溶的溶剂对CYPMPO-超氧化物加合物的ESR光谱没有影响。根据这些结果,浓度低于1%(v/v)的AcN是一种有用的与水混溶的有机溶剂,可用于在ESR测定中评估CYPMPO-芬顿Fe(2+)/H(2)O(2) OH·反应系统中亲脂性化合物的自由基清除能力。本研究中使用的任何一种溶剂都可用于次黄嘌呤/黄嘌呤氧化酶超氧化物生成系统。

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