Convenient and efficient syntheses of 4-hydroxy-2(E)-nonenal and 4-oxo-2(E)-nonenal

被引:10
作者
Kurangi, Reshma F. [1 ]
Tilve, Santosh G.
Blair, Ian A.
机构
[1] Goa Univ, Dept Chem, Taleigao Plateau, Goa, India
[2] Univ Penn, Sch Med, Ctr Canc Pharmacol, Philadelphia, PA 19104 USA
关键词
D O I
10.1007/s11745-006-5043-4
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Lipid peroxidation products 4-hydroxy-2(E)-nonenal (HNE) and 4-oxo-2(E)-nonenal (ONE) were conveniently synthesized using Wittig and Horner-Wardsworth-Emmons (HWE) reaction. Wittig or HWE reaction between an easily prepared phosphorane or phosphonate with glyoxal dimethyl acetal gave a protected 4-oxo-2(E)-nonenal. Hydrolysis gave 4-oxo-2(E)-nonenal, whereas reduction followed by hydrolysis gave 4-hydroxy-2(E)-nonenal.
引用
收藏
页码:877 / 880
页数:4
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