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

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作者
Sergey K. Petkevich
Tatsiana D. Zvereva
Polina S. Shabunya
Hongwei Zhou
Eugeniya V. Nikitina
Anastasiya А. Ershova
Vladimir P. Zaytsev
Victor N. Khrustalev
Anna А. Romanycheva
Anton А. Shetnev
Vladimir I. Potkin
机构
[1] National Academy of Sciences of Belarus,Institute of Physical Organic Chemistry
[2] National Academy of Sciences of Belarus,Institute of Bioorganic Chemistry
[3] Jiaxing University,College of Biological, Chemical Sciences and Engineering
[4] RUDN University,N. D. Zelinsky Institute of Organic Chemistry
[5] Russian Academy of Sciences,undefined
[6] Yaroslavl State Pedagogical University named after K. D. Ushinsky,undefined
来源
关键词
aldehydes; 1,4-dihydropyridines; isoxazoles; pyridines; Hantzsch reaction;
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摘要
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).
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页码:333 / 341
页数:8
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