丙二醛、正己胺与链烷醛在中性条件下反应生成新型1,1,1加合物。

Formation of a new 1,1,1 adduct in the reaction of malondialdehyde, n-hexylamine and alkanal under neutral conditions.

作者信息

Ohya T

机构信息

Faculty of Pharmaceutical Sciences, Josai University, Saitama, Japan.

出版信息

Biol Pharm Bull. 1993 Feb;16(2):137-41. doi: 10.1248/bpb.16.137.

DOI:10.1248/bpb.16.137

PMID:8364449

Abstract

The reactions of malondialdehyde (MDA) with n-hexylamine (HA) in the presence of alkanals at a neutral pH were investigated. Two new compounds, 1,1,1 adduct (4a) and fluorescent compound (3a), were isolated from the reaction of MDA, HA and acetaldehyde. Compounds 4a and 3a were identified as 2-formyl-3-hexylamino-3-methylpropanal and 1-hexyl-5-hexyliminomethylene-4-methyl-1,4-dihydropyridine-3-carba ldehyde, respectively. Similar compounds (4b and 3b) were obtained from the reaction of MDA, HA and propanal. Compound 4 was obtained in a high yield. In addition, the reactivity of MDA towards phenylethylamine (PEA) in the presence or absence of alkanals was investigated. The results indicated that MDA was of low reactivity in the absence of alkanals at neutral pH. However, when alkanals coexisted, MDA showed high reactivity towards PEA.

摘要

研究了在中性pH条件下，丙二醛（MDA）与正己胺（HA）在链烷醛存在下的反应。从MDA、HA和乙醛的反应中分离出两种新化合物，即1,1,1加合物（4a）和荧光化合物（3a）。化合物4a和3a分别被鉴定为2-甲酰基-3-己基氨基-3-甲基丙醛和1-己基-5-己基亚氨基亚甲基-4-甲基-1,4-二氢吡啶-3-甲醛。从MDA、HA和丙醛的反应中得到了类似的化合物（4b和3b）。化合物4以高产率得到。此外，还研究了在有或没有链烷醛存在的情况下，MDA对苯乙胺（PEA）的反应活性。结果表明，在中性pH且没有链烷醛存在的情况下，MDA的反应活性较低。然而，当链烷醛共存时，MDA对PEA表现出高反应活性。