A versatile route to the synthesis of 1-substituted β-carbolines by a single step Pictet-Spengler cyclization

Mei Lin Yang, Ping Chung Kuo, Amooru G. Damu, Ren Jie Chang, Wen Fei Chiou, Tian Shung Wu

研究成果: Article同行評審

31 引文 斯高帕斯(Scopus)

摘要

A one-step conversion of l-tryptophan and activated aldehydes (1,2-dicarbonyl compounds) directly to 1-substituted β-carbolines without formation of the tetrahydro derivatives under modified Pictet-Spengler conditions was described. Moreover, a practical application for the synthesis of a natural 1-substituted β-carboline, luzongerine A, isolated from Illigera luzonensis was also successfully carried out utilizing this protocol. The effects of synthetic compounds 11 and 11a on nitric oxide (NO) production in LPS/IFN-γ stimulated RAW 264.7 macrophage cells were evaluated in vitro. They displayed significant dose-dependent inhibition of inducible nitric oxide synthase (iNOS).

原文English
頁(從 - 到)10900-10906
頁數7
期刊Tetrahedron
62
發行號47
DOIs
出版狀態Published - 2006 十一月 20

All Science Journal Classification (ASJC) codes

  • 生物化學
  • 藥物發現
  • 有機化學

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