脂質過酸化物による螢光物質の形成(第3報)

概要

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Lipofuscin-like fluorescent substance was obtained from the reaction of β-phenylethylamine and n-hexanal, which is one of the secondary products of autoxidized methyl linoleate and it was separated by high performance liquid chromatography and thin layer chromatography. This fluorescent substance showed excitation maxima 366 nm and emission maxima 428 nm. The addition of unsaturated aldehyde, that is, 2-hexenal, crotonaldehyde or 2-n-butyl-2-octenal derived from aldol condensation of n-hexanal in the reaction system increased significantly the formation of fluorescent substance. However, the main product in this reaction system was a shiff base compound from β-phenylethylamine and 2-n-butyl-2-octenal, but was not fluorescent substance. On the other hand, the fluorescent substance obtained from the reaction of malondialdehyde and β-phenylethylamine was 1,4-dihydropyridine derivative, three molar malondialdehyde condensed with one molar β-phenylethylamine. These results suggested that lipofuscin-like fluorescent substance would be formed from the reaction of various amino compounds and dialdehyde compounds derived from"michael reaction"of saturated aldehyde compounds and unsaturated aldehyde compounds.
社団法人日本薬学会の論文
1982-08-25