SYNTHESIS AND ANTITUMOR ACTIVITY 2-BENZOTHIAZOL-2-YL- AND 2-(1H-BENZOIMIDAZOL-2-YL)-3-(5-PHENYLFURAN-2-YL)-ACRYLONITRILES
DOI:
https://doi.org/10.11603/2312-0967.2019.1.9929Keywords:
furan, benzoimidazole, benzothiazole, arylation, Knoevenagel reaction, antitumor activityAbstract
The aim of the work. Synthesis and study of antitumor activity of 2-benzothiazol-2-yl- and 2-(1H-benzoimidazol-2-yl)-3-(5-phenylfuran-2-yl)-acrylonitriles.
Materials and Methods. Organic synthesis, 1H NMR spectroscopy, elemental analysis, pharmacological screening.
Results and Discussion. A series of novel 2-benzothiazol-2-yl-3-(5-phenyl-furan-2-yl)- and 2-(1H-benzoimidazol-2-yl)-3-(5-phenyl-furan-2-yl)-acrylonitriles were obtained via reaction of 5-arylfurfurals with (1H-benzoimidazol-2-yl)- and benzothiazol-2-yl-acetonitrile. The structure of synthesized compounds was confirmed by elemental analysis and 1H NMR spectroscopy. Antitumor activity of synthesized compounds was investigated. It is found that they exhibit activity of different levels with values mean GP = 32.11 – 102.31 %.
Conclusions. The method 2-benzothiazol-2-yl-3-(5-phenyl-furan-2-yl)- and 2-(1H-benzoimidazol-2-yl)-3-(5-phenyl-furan-2-yl)-acrylonitriles synthesis was developed. Antitumor activity of synthesized compounds was investigated. The hit-compound – 2-(1H-benzimidazol-2-yl)-3-[5-(4-chlorophenyl)furan-2-yl]acrylonitrile that is promising for further optimization has been identified.
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