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二十碳五烯酸衍生的异前列腺素:两种主要异前列腺素的合成与发现。

Eicosapentaenoic-acid-derived isoprostanes: synthesis and discovery of two major isoprostanes.

作者信息

Chang Chih-Tsung, Patel Pranav, Kang Namin, Lawson John A, Song Wen-Liang, Powell William S, FitzGerald Garret A, Rokach Joshua

机构信息

Claude Pepper Institute and Department of Chemistry, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA.

出版信息

Bioorg Med Chem Lett. 2008 Oct 15;18(20):5523-7. doi: 10.1016/j.bmcl.2008.09.008. Epub 2008 Sep 6.

DOI:10.1016/j.bmcl.2008.09.008
PMID:18804370
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2581611/
Abstract

The stereospecific synthesis of two all-syn-EPA-derived isoprostanes (iPs), 5-epi-8,12-iso-iPF(3alpha)-VI 17 and 8,12-iso-iPF(3alpha)-VI 18, has been accomplished. These two synthetic probes have been used to discover and identify their presence in human urine. The eventual quantitative measurement of these two iPs may be a valuable index of oxidative stress in people with eicosapentaenoic acid- (EPA) and docosahexaenoic acid- (DHA) enriched phospholipids.

摘要

两种全顺式二十碳五烯酸(EPA)衍生的异前列腺素(iP),即5-表-8,12-异-iPF(3α)-VI 17和8,12-异-iPF(3α)-VI 18的立体定向合成已经完成。这两种合成探针已被用于发现和鉴定它们在人类尿液中的存在。对这两种iP的最终定量测量可能是富含二十碳五烯酸(EPA)和二十二碳六烯酸(DHA)的磷脂人群氧化应激的一个有价值指标。

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本文引用的文献

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Reductive Deprotection of Silyl Groups with Wilkinson's Catalyst/Catechol Borane.用威尔金森催化剂/儿茶酚硼烷对硅烷基进行还原脱保护
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Novel eicosapentaenoic acid-derived F3-isoprostanes as biomarkers of lipid peroxidation.新型二十碳五烯酸衍生的F3-异前列腺素作为脂质过氧化的生物标志物。
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Total synthesis of 8,12-iso-iPF3alpha-VI, an EPA-derived isoprostane: stereoselective introduction of the fifth asymmetric center.源自二十碳五烯酸(EPA)的异前列腺素8,12-异-iPF3α-VI的全合成:第五个不对称中心的立体选择性引入。
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