Preparative synthesis of polysubstituted 4-(5-arylisoxazol-3-yl)-1,4-dihydropyridines and -pyridines

Multicomponent condensation of 5-phenyl(p-tolyl)isoxazole-3-carbaldehydes, cyclohexane-1,3-dione (or dimedone), ethyl acetoacetate (or acetylacetone), and ammonium acetate was used to synthesize polysubstituted derivatives of 1,4-dihydropyridines with an isoxazole fragment. As a result of oxidation of the obtained compounds with sodium nitrite, the corresponding substituted pyridine derivatives were formed. Biological testing revealed that some of the obtained compounds exhibited cytotoxic activity against LS174T colorectal cancer cells, as well as antibacterial activity against susceptible strains of Escherichia coli (C600) and Staphylococcus aureus (ATCC-25923).

Authors
Petkevich S.K.1 , Zvereva T.D.1 , Shabunya P.S.1 , Zhou Hongwei 3 , Nikitina E.V. 4 , Ershova 4 , Zaytsev V.P. 4 , Khrustalev V.N. 4, 5 , Romanycheva , Shetnev , Potkin V.I.1
Publisher
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Number of issue
6
Language
English
Pages
333-341
Status
Published
Volume
58
Year
2022
Organizations
  • 1 National Academy of Sciences of Belarus
  • 2 Jiaxing University
  • 3 RUDN University
  • 4 Russian Academy of Sciences
  • 5 Yaroslavl State Pedagogical University named after K. D. Ushinsky
Keywords
aldehydes; 4-Dihydropyridines; isoxazoles; pyridines; Hantzsch reaction
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