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LC/ESR/MS study of spin trapped carbon-centred radicals formed from in vitro lipoxygenase-catalysed peroxidation of gamma-linolenic acid.γ-亚麻酸体外脂氧合酶催化过氧化反应生成的自旋捕获碳中心自由基的液相色谱/电子自旋共振/质谱研究
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Characterization of free radicals formed from COX-catalyzed DGLA peroxidation.COX 催化 DGLA 过氧化形成的自由基的特性。
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Dietary gamma-linolenate attenuates tumor growth in a rodent model of prostatic adenocarcinoma via suppression of elevated generation of PGE(2) and 5S-HETE.膳食γ-亚麻酸通过抑制前列腺素E2（PGE(2)）和5S-羟基二十碳四烯酸（5S-HETE）生成的增加，减轻前列腺腺癌啮齿动物模型中的肿瘤生长。
Prostaglandins Leukot Essent Fatty Acids. 2006 Apr;74(4):271-82. doi: 10.1016/j.plefa.2006.01.004. Epub 2006 Mar 29.
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New agents in intravesical chemotherapy of superficial bladder cancer.浅表性膀胱癌膀胱内化疗的新药物
Scand J Urol Nephrol. 2005;39(2):108-16. doi: 10.1080/00365590510007676.
3
15-lipoxygenase metabolites of gamma-linolenic acid/eicosapentaenoic acid suppress growth and arachidonic acid metabolism in human prostatic adenocarcinoma cells: possible implications of dietary fatty acids.γ-亚麻酸/二十碳五烯酸的15-脂氧合酶代谢产物抑制人前列腺腺癌细胞的生长和花生四烯酸代谢：膳食脂肪酸的潜在影响
Prostaglandins Leukot Essent Fatty Acids. 2005 May;72(5):363-72. doi: 10.1016/j.plefa.2005.02.002.
4
Gamma-Linolenic acid regulates the expression and secretion of SPARC in human cancer cells.γ-亚麻酸调节人癌细胞中SPARC的表达和分泌。
Prostaglandins Leukot Essent Fatty Acids. 2005 Apr;72(4):273-8. doi: 10.1016/j.plefa.2004.12.004.
5
A novel protocol to identify and quantify all spin trapped free radicals from in vitro/in vivo interaction of HO(.-) and DMSO: LC/ESR, LC/MS, and dual spin trapping combinations.一种用于识别和量化由羟基自由基（HO(.-)）与二甲基亚砜（DMSO）的体外/体内相互作用产生的所有自旋捕获自由基的新方法：液相色谱/电子自旋共振（LC/ESR）、液相色谱/质谱（LC/MS）以及双自旋捕获组合。
Free Radic Biol Med. 2005 Jan 1;38(1):125-35. doi: 10.1016/j.freeradbiomed.2004.09.024.
6
From bench to the clinic: gamma-linolenic acid therapy of human gliomas.从实验室到临床：γ-亚麻酸对人类胶质瘤的治疗
Prostaglandins Leukot Essent Fatty Acids. 2004 Jun;70(6):539-52. doi: 10.1016/j.plefa.2003.12.001.
7
Fatty acids, the immune response, and autoimmunity: a question of n-6 essentiality and the balance between n-6 and n-3.脂肪酸、免疫反应与自身免疫：n-6 必需性以及 n-6 与 n-3 平衡的问题
Lipids. 2003 Apr;38(4):323-41. doi: 10.1007/s11745-003-1067-z.
8
Identification of spin trapped carbon-centered radicals in soybean lipoxygenase-dependent peroxidations of omega-3 polyunsaturated fatty acids by LC/ESR, LC/MS, and tandem MS.通过液相色谱/电子自旋共振、液相色谱/质谱和串联质谱法鉴定大豆脂氧合酶依赖性ω-3多不饱和脂肪酸过氧化反应中自旋捕获的碳中心自由基。
Free Radic Biol Med. 2003 Jul 1;35(1):33-44. doi: 10.1016/s0891-5849(03)00217-x.
9
Identification of all classes of spin-trapped carbon-centered radicals in soybean lipoxygenase-dependent lipid peroxidations of omega-6 polyunsaturated fatty acids via LC/ESR, LC/MS, and tandem MS.通过液相色谱/电子自旋共振（LC/ESR）、液相色谱/质谱（LC/MS）和串联质谱，鉴定大豆脂氧合酶依赖性ω-6多不饱和脂肪酸脂质过氧化过程中所有类别的自旋捕获碳中心自由基。
Free Radic Biol Med. 2003 Apr 15;34(8):1017-28. doi: 10.1016/s0891-5849(03)00031-5.
10
Gamma-linolenic acid therapy of human gliomas.
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γ-亚麻酸体外脂氧合酶催化过氧化反应生成的自旋捕获碳中心自由基的液相色谱/电子自旋共振/质谱研究

LC/ESR/MS study of spin trapped carbon-centred radicals formed from in vitro lipoxygenase-catalysed peroxidation of gamma-linolenic acid.

作者信息

Yu Qingfeng, Shan Zhen, Ni Kunyi, Qian Steven Y

机构信息

Department of Pharmaceutical Sciences, College of Pharmacy, Nursing, and Allied Sciences, North Dakota State University, Fargo, ND 58105, USA.

出版信息

Free Radic Res. 2008 May;42(5):442-55. doi: 10.1080/10715760802085344.

DOI:10.1080/10715760802085344
PMID:18484409
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2722041/
Abstract

Gamma-linolenic acid (GLA) has been reported as a potential anti-cancer and anti-inflammatory agent and has received substantial attention in cancer care research. One of the many proposed mechanisms for GLA biological activity is free radical-mediated lipid peroxidation. However, no direct evidence has been obtained for the formation of GLA-derived radicals. In this study, a combination of LC/ESR and LC/MS was used with alpha-[4-pyridyl-1-oxide]-N-tert-butyl nitrone (POBN) to profile the carbon-centred radicals that are generated in lipoxygenase-catalysed GLA peroxidation. A total of four classes of GLA-derived radicals were characterized including GLA-alkyl, epoxyallylic, dihydroxyallylic radicals and a variety of carbon-centred radicals stemming from the beta-scissions of GLA-alkoxyl radicals. By means of an internal standard in LC/MS, one also quantified each radical adduct in all its redox forms, including an ESR-active form and two ESR-silent forms. The results provided a good starting point for ongoing research in defining the possible biological effects of radicals generated from GLA peroxidation.

摘要

γ-亚麻酸（GLA）已被报道为一种潜在的抗癌和抗炎剂，并在癌症护理研究中受到了广泛关注。GLA生物活性的众多潜在机制之一是自由基介导的脂质过氧化。然而，尚未获得GLA衍生自由基形成的直接证据。在本研究中，将液相色谱/电子自旋共振（LC/ESR）和液相色谱/质谱（LC/MS）联用，并使用α-[4-吡啶基-1-氧化物]-N-叔丁基硝酮（POBN）来分析在脂氧合酶催化的GLA过氧化过程中产生的碳中心自由基。共鉴定出四类GLA衍生自由基，包括GLA-烷基自由基、环氧烯丙基自由基、二羟基烯丙基自由基以及源自GLA烷氧基自由基β-断裂的各种碳中心自由基。通过LC/MS中的内标，还对每种自由基加合物的所有氧化还原形式进行了定量，包括一种ESR活性形式和两种ESR沉默形式。这些结果为正在进行的研究提供了一个良好的起点，有助于确定GLA过氧化产生的自由基可能的生物学效应。