Total Synthesis of Isoprostanes Derived from Adrenic Acid and EPA

Total Synthesis of Isoprostanes Derived from Adrenic Acid and EPA
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肾上腺酸和EPA异前列腺素的全合成

DOI:
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发表时间:
2012
期刊:
影响因子:
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通讯作者:
J. Galano
J. Galano
中科院分区:
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文献类型:
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作者:
C. Oger;V. Bultel‐Poncé;A. Guy;T. Durand;J. Galano

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已合成了对映体富集的f2 -二同型异前列腺素和f3异前列腺素。这些化合物分别来源于活性氧对磷脂结合的多不饱和脂肪酸(PUFA)、肾上腺素酸和二十碳五烯酸的作用。特别令人感兴趣的是f2 -二同型异前列腺素,因为它们可以代表髓磷脂损伤的潜在生物标志物,因为它的主要PUFA成分是肾上腺酸。我们的策略基于一个关键的对映体富集中间体,首次获得了F2-dihomo-IsoP和5-F3t-IsoP的两个C5外显体。
Enantiomerically enriched F2-dihomo-isoprostanes and F3isoprostanes have been synthesized. Such compounds are derived from the action of reactive oxygen species on the phospholipid-bound polyunsaturated fatty acids (PUFA), adrenic acid and eicosapentaenoic acid, respectively. Of special interest are the F2-dihomo-isoprostanes because they could represent potential biomarkers for myelin damage as its main PUFA constituent is adrenic acid. Our strategy, based on a pivotal enantiomerically enriched intermediate, has allowed access to F2-dihomo-IsoP and both C5 epimers of 5-F3t-IsoP for the first time.
DOI: 10.1016/s0891-5849(99)00264-6
发表时间: 2000-02-15
影响因子: 7.4
作者:
Roberts, LJ;Morrow, JD
通讯作者: Morrow, JD
DOI: 10.1073/pnas.87.23.9383
发表时间: 1990-12-01
影响因子: 11.1
作者:
MORROW, JD;HILL, KE;ROBERTS, LJ
通讯作者: ROBERTS, LJ