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  • 标题:Relative Reactivities of Histamine and Indoleamines with Acetaldehyde
  • 本地全文:下载
  • 作者:Takeshi Ohya ; Masaru Niitsu
  • 期刊名称:Biological and Pharmaceutical Bulletin
  • 印刷版ISSN:0918-6158
  • 电子版ISSN:1347-5215
  • 出版年度:2003
  • 卷号:26
  • 期号:8
  • 页码:1215-1218
  • DOI:10.1248/bpb.26.1215
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:Relative reactivities of histamine and indoleamines such as tryptamine, 5-hydroxytryptamine and 5-methoxytryptamine with acetaldehyde (AA) under physiological conditions were investigated. AA was found to have much higher reactivity towards histamine than towards indoleamines. For example, when a reaction mixture of AA (1 m M ) and histamine or tryptamine (5 m M ) in 0.1 M phosphate buffer (pH 7.4) was incubated at 37 °C for 24 h, AA decreased by 11% in the case of tryptamine, while in the case of histamine, it decreased 88%. In addition, the reaction product of AA with histamine was investigated. Mixtures of a fixed amount of histamine (5 m M ) and various amounts of AA (1—20 m M ) in phosphate buffer (pH 7.4) were incubated for 5 h at 37 °C. In all cases, only one product, 4-methylspinaceamine (4-MSPA), was observed. The yield of 4-MSPA was in approximate agreement with the losses of histamine and AA, indicating that the loss of histamine caused by the reaction of AA was quantatively converted to 4-MSPA. These results show that the reaction of AA with histamine easily takes place to produce 4-MSPA in an aqueous medium close to physiological conditions.
  • 关键词:acetaldehyde;histamine;tryptamine;4-methylspinaceamine;5-hydroxytryptamine;Pictet–Spengler reaction
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