Synthesis of isoprostanyl phosphatidylcholine and isoprostanyl phosphatidylethanolamine.

Synthesis of isoprostanyl phosphatidylcholine and isoprostanyl phosphatidylethanolamine.
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DOI:
10.1021/jo0518553
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发表时间:
2006-01
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
M. Shizuka;Thomas O. Schrader;M. Snapper
M. Shizuka;Thomas O. Schrader;M. Snapper
中科院分区:
其他
文献类型:
--
作者:
M. Shizuka;Thomas O. Schrader;M. Snapper

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本文报道了两种异前列烷酰磷脂的合成。新建立的15-F(2 t)-异前列烷和ent-15-epi-F(2 t)-异前列烷的路线允许选择性地制备15-F(2 t)-异前列烷酰磷脂酰乙醇胺和ent-15-epi-F(2 t)-异前列烷酰磷脂酰胆碱。头基的性质决定了用于将适当保护的异前列烷连接至相应溶血磷脂的偶联策略。初步的1H NMR和31 P NMR研究表明,这些异前列烷酰磷脂聚集在非极性溶剂。
The syntheses of two isoprostanyl phospholipids are described. A newly established route to 15-F(2t)-isoprostane and ent-15-epi-F(2t)-isoprostane has allowed for the selective preparation of 15-F(2t)-isoprostanyl phosphatidylethanolamine and ent-15-epi-F(2t)-isoprostanyl phosphatidylcholine. The nature of the headgroups dictates the coupling strategy used to attach the appropriately protected isoprostanes to the corresponding lysophospholipids. Preliminary 1H NMR and 31P NMR studies indicate that these isoprostanyl phospholipids aggregate in apolar solvents.