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香豆素衍生物可增强脂质过氧化过程中伴随的化学发光。

Coumarin derivatives enhance the chemiluminescence accompanying lipid peroxidation.

作者信息

Vladimirov Y A, Sharov V S, Driomina E S, Reznitchenko A V, Gashev S B

机构信息

Institute of Physico-Chemical Medicine, Moscow, Russia.

出版信息

Free Radic Biol Med. 1995 Apr;18(4):739-45. doi: 10.1016/0891-5849(94)00199-t.

DOI:10.1016/0891-5849(94)00199-t
PMID:7750798
Abstract

The effect of laser dyes, derivatives of 1,2-benzopyrone (coumarin), on the chemiluminescence (CL) accompanying Fe(2+)-induced lipid peroxidation (LPO) in liposomes prepared from egg yolk phospholipids has been investigated. It was found that quinolizin (9a,9,1-gh)-substituted coumarins enhanced CL at the stages of "fast" and "slow" flashes (abbreviated as FF and SF, respectively), which are known to accompany lipid hydroperoxide decomposition (FF) and chain LPO reaction development (SF). On the other hand, these compounds did not virtually change the shape of CL curve (in particular, lag phase duration) and accumulation of the LPO products reacting with 2-thiobarbituric acid (TBARS). The dependences of FF and SF amplitudes on the concentration of coumarins exhibited for some compounds an effect of saturation with subsequent decrease of CL at high concentrations of the dyes. The highest degree of CL amplification was reached with the compound 2,3,5,6-1H,4H-tetrahydro-9-(2'-benzoimidazolyl)-quinolizin- (9,9a,1-gh)coumarin (C-525), which enhanced CL at the stages of FF and SF by a factor 1600 at a dye concentration of 8 nmoles/mg of phospholipid. On the other hand, C-525 did not increase the intensity of CL associated with the decomposition of H2O2 by Fe2+ ions (Fenton's reaction). Apparently, these coumarin sensitizers may be used for selective enhancement of CL associated with LPO both in experimental and clinical investigations.

摘要

研究了1,2 - 苯并吡喃(香豆素)衍生物激光染料对由蛋黄磷脂制备的脂质体中Fe(2+)诱导的脂质过氧化(LPO)伴随的化学发光(CL)的影响。发现喹嗪(9a,9,1 - gh)取代的香豆素在“快速”和“缓慢”闪光阶段(分别简称为FF和SF)增强了CL,已知这两个阶段分别伴随脂质氢过氧化物分解(FF)和链式LPO反应发展(SF)。另一方面,这些化合物实际上并未改变CL曲线的形状(特别是延迟期持续时间)以及与2 - 硫代巴比妥酸(TBARS)反应的LPO产物的积累。对于某些化合物,FF和SF幅度对香豆素浓度的依赖性表现出在高染料浓度下饱和并随后CL降低的效应。化合物2,3,5,6 - 1H,4H - 四氢 - 9 - (2'-苯并咪唑基) - 喹嗪 - (9,9a,1 - gh)香豆素(C - 525)达到了最高程度的CL放大,在染料浓度为8纳摩尔/毫克磷脂时,它在FF和SF阶段将CL增强了1600倍。另一方面,C - 525并未增加与Fe2+离子分解H2O2相关的CL强度(芬顿反应)。显然,这些香豆素敏化剂可用于在实验和临床研究中选择性增强与LPO相关的CL。

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Coumarin derivatives enhance the chemiluminescence accompanying lipid peroxidation.香豆素衍生物可增强脂质过氧化过程中伴随的化学发光。
Free Radic Biol Med. 1995 Apr;18(4):739-45. doi: 10.1016/0891-5849(94)00199-t.
2
[Activation of Fe2+-induced chemiluminescence in human blood low density lipoproteins by the fluorescent dye C-525].[荧光染料C-525对人血低密度脂蛋白中Fe2+诱导化学发光的激活作用]
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Assessment of the C-525 laser dye as a chemiluminescence sensitizer for lipid peroxidation in biological membranes: a comparison with chlorophyll-a.评估C-525激光染料作为生物膜脂质过氧化化学发光敏化剂:与叶绿素a的比较。
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Selective sensitization of chemiluminescence resulted from lipid and oxygen radical reactions.化学发光的选择性致敏是由脂质和氧自由基反应引起的。
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Fe(2+)-induced lipid peroxidation kinetics in liposomes: the role of surface Fe2+ concentration in switching the reaction from acceleration to decay.脂质体中Fe(2+)诱导的脂质过氧化动力学:表面Fe2+浓度在将反应从加速转变为衰减中的作用。
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[Antiradical activity of 3-substituted coumarins and their effect on iron-dependent chemiluminescence].
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