Somei M, Teranishi S, Yamada K, Yamada F
Faculty of Pharmaceutical Sciences, Kanazawa University, Japan.
Chem Pharm Bull (Tokyo). 2001 Sep;49(9):1159-65. doi: 10.1248/cpb.49.1159.
Serotonins were found to produce 3,4,5,6-tetrahydro-7-hydroxy-1H-azepino[5,4,3-cd]indoles by simple heating with amines under an oxygen atmosphere. Serotonins also reacted with various aldehydes to provide 3,4,5,6-tetrahydro-7-hydroxy-1H-azepino[5,4,3-cd]indoles rather than beta-carbolines under basic conditions. In these novel reactions, the presence of the 5-hydroxy group on the indole nucleus was suggested to be essential. Possible mechanisms are discussed.
人们发现，在氧气氛围下，血清素与胺类简单加热即可生成3,4,5,6 - 四氢 - 7 - 羟基 - 1H - 氮杂环庚并[5,4,3 - cd]吲哚。在碱性条件下，血清素还能与各种醛类反应生成3,4,5,6 - 四氢 - 7 - 羟基 - 1H - 氮杂环庚并[5,4,3 - cd]吲哚，而非β-咔啉。在这些新反应中，吲哚核上5 - 羟基的存在被认为是必不可少的。文中讨论了可能的反应机制。
