Efficient synthetic route toward biologically active γ-carboline derivatives

ABSTRACT

An efficient and short route was established for the synthesis of anti-bovine viral diarrhea virus agents, namely 4-methyl-γ-carboline (SK4M) 1, 3-methyl-γ-carboline (SK3M) 2, 5-methyl-γ-carboline (SK5M) 3, and a new γ-carboline derivative 4, using thermal electrocyclization reaction as a key step. The evaluation of cytotoxicity of compound 4 against human cervical cancer cell line HeLa and leukemic cell line HL-60 furnished CC₅₀ value of 19.5 and 18.8 µM respectively.

GRAPHICAL ABSTRACT

KEYWORDS:

• Electrocyclization
• 3-methyl-γ-carboline (SK3M)
• 4-methyl-γ-carboline (SK4M)
• 5-methyl-γ-carboline (SK5M)

Acknowledgments

We are grateful to J. P. Chaudhari for NMR spectra and Shishupal for GCMS and IR spectra.