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醌类和硝基唑类化合物对 1-磷酸甘油和 1,2-二肉豆蔻酰基-sn-甘油-3-磷酸甘油的自由基片段化的影响。

Effects of quinones and nitroazoles on free-radical fragmentation of glycerol-1-phosphate and 1,2-dimyristoyl-glycero-3-phosphatidyl-glycerol.

机构信息

Department of Chemistry of the Belarusian State University, 4 Nezavisimosti Av., 220030, Minsk, Belarus; Research Institute for Physical and Chemical Problems of the Belarusian State University, 14 Leningradskaya St., 220050, Minsk, Belarus.

Research Institute for Physical and Chemical Problems of the Belarusian State University, 14 Leningradskaya St., 220050, Minsk, Belarus.

出版信息

Chem Phys Lipids. 2019 Aug;222:8-14. doi: 10.1016/j.chemphyslip.2019.04.008. Epub 2019 Apr 18.

DOI:10.1016/j.chemphyslip.2019.04.008
PMID:31005671
Abstract

Effects of quinones and azoles on the formation of steady-state radiolysis products in aqueous solutions of glycerol-1-phosphate and aqueous dispersions of 1,2-dimyristoyl-glycero-3-phosphatidyl-glycerol has been investigated. The data obtained by LC-MS-ESI and spectrophotometric measurements shows that the compounds having quinoid structures, including the antitumor agent doxorubicin, and azoles having nitro groups effectively inhibit free-radical fragmentation of glycerol-1-phosphate and 1,2-dimyristoyl-glycero-3-phosphatidyl-glycerol, decreasing the radiation-chemical yields of either inorganic phosphate or phosphatidic acid respectively. The observed effects of blocking free-radical processes are believed to be related to the ability of the tested compounds to oxidize α-hydroxyl-containing carbon-centered radicals of starting substrates, which give rise to fragmentation reaction. The possibility of using the discovered properties of quinones, doxorubicin and nitroazoles to provide practical solutions in oncological radiotherapy and pathophysiology is discussed.

摘要

已研究醌类和唑类对甘油-1-磷酸水溶液和 1,2-二肉豆蔻酰基甘油-3-磷酸甘油二酯水基分散体中稳定态辐射分解产物形成的影响。通过 LC-MS-ESI 和分光光度测量获得的数据表明,具有醌结构的化合物,包括抗肿瘤药物阿霉素,以及具有硝基的唑类化合物可有效抑制甘油-1-磷酸和 1,2-二肉豆蔻酰基甘油-3-磷酸甘油二酯的自由基片段化,分别降低无机磷酸盐或磷脂酸的辐射化学产率。观察到的阻断自由基过程的效果被认为与测试化合物氧化起始底物中含α-羟基的碳中心自由基的能力有关,这导致了片段化反应。讨论了利用发现的醌类、阿霉素和硝基唑类的性质在肿瘤放射治疗和病理生理学中提供实际解决方案的可能性。

相似文献

1
Effects of quinones and nitroazoles on free-radical fragmentation of glycerol-1-phosphate and 1,2-dimyristoyl-glycero-3-phosphatidyl-glycerol.醌类和硝基唑类化合物对 1-磷酸甘油和 1,2-二肉豆蔻酰基-sn-甘油-3-磷酸甘油的自由基片段化的影响。
Chem Phys Lipids. 2019 Aug;222:8-14. doi: 10.1016/j.chemphyslip.2019.04.008. Epub 2019 Apr 18.
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Reaction of hydroxyl radicals with alkyl phosphates and the oxidation of phosphatoalkyl radicals by nitro compounds.羟基自由基与烷基磷酸酯的反应以及硝基化合物对磷酸烷基自由基的氧化作用。
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Quinones as free-radical fragmentation inhibitors in biologically important molecules.
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Effects of quinones on free-radical processes of oxidation and fragmentation of hydroxyl-containing organic compounds.醌类对含羟基有机化合物氧化和碎片化自由基过程的影响。
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The damage to phospholipids caused by free radical attack on glycerol and sphingosine backbone.自由基对甘油和鞘氨醇骨架的攻击所导致的磷脂损伤。
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Modeling of the anticancer action for radical derivatives of nitroazoles: quantitative structure-activity relationship (QSAR) study.硝基唑类自由基衍生物抗癌作用的建模:定量构效关系(QSAR)研究
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Enhancement of the rate of the beta-elimination of phosphate from radicals derived from glycerol-2-phosphate by Cu(I)-phenanthroline. A pulse radiolysis study.铜(I)-菲咯啉对甘油-2-磷酸衍生自由基中磷酸根β-消除速率的增强作用。脉冲辐解研究。
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Effects of B group vitamins on reactions of various alpha-hydroxyl-containing organic radicals.B族维生素对各种含α-羟基有机自由基反应的影响。
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Conversion of phosphatidylglycerol lipids to bis(monoacylglycero)phosphate in vivo.体内磷脂酰甘油脂质向双(单酰甘油)磷酸酯的转化。
Biochim Biophys Acta. 1980 Jun 23;618(3):407-19. doi: 10.1016/0005-2760(80)90259-3.

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