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β-Carbolines: synthesis of harmane, harmine alkaloids and their structural analogs by thermolysis of 4-aryl-3-azidopyridines and investigation of their optical properties

Interest in β-carbolines is caused by the biological activity of these compounds and the use of their fluorescent properties in the study of their interaction with DNA and other biological targets, as well as with drug delivery vehicles. A new general method for the synthesis of harmane, harmine, and their structural analogs by thermolysis of substituted 4-aryl-3-azidopyridines was developed, and their optical properties were studied.

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Acknowledgment

This work was financially supported by the Russian Foundation for Basic Research and the Ministry of Education of the Omsk Region (grant 16-43-550144p_a) and the Ministry of Education and Science of the Russian Federation (project 4.1657.2017 / 4.6)

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Correspondence to Galina P. Sagitullina.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(1), 73–83

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Shuvalov, V.Y., Elisheva, V.А., Belousova, A.S. et al. β-Carbolines: synthesis of harmane, harmine alkaloids and their structural analogs by thermolysis of 4-aryl-3-azidopyridines and investigation of their optical properties. Chem Heterocycl Comp (2020). https://doi.org/10.1007/s10593-020-02625-4

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Keywords

  • alkaloids
  • 3-amino-4-arylpyridines
  • 4-aryl-3-azidopyridines
  • asymmetric Hantzsch pyridines
  • harmane
  • harmine
  • substituted β-carbolines
  • fluorescence of β-carbolines