Citation:
IMERHASAN Mukhtar, OSMAN Kurban, MUHAMMAD Turghun, HELIL Setiwaldi, HAYDAR Gulbostan. Synthesis and Bioactivity of Novel Pyrrolino[3',4'-d] isoxazole Derivatives with Carboxyl or Ester Groups[J]. Chinese Journal of Applied Chemistry,
;2008, 25(8): 931-936.
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Fourteen novel 5-aryl-3a,6a-dihydro-4,6-dioxo-pyrrolino[3',4'-d] isoxazole-3-carboxy-lic acid derivatives(3a~3g) and ethyl 5-aryl-3a,6a-dihydro-4,6-dioxo-pyrrolino[3',4'-d] isoxazole-3-carboxylate derivatives(4a~4g) were synthesized by 1,3-dipolar cycloaddition reaction of N-arylmaleimides with isonitrosochloroacetic acid or ethyl chloro oximino acetate. The structures of compounds 3 and 4 were confirmed by 1H NMR, IR and elemental analysis. Preliminary bioassay was tested for the target compounds. The bioassay indicates that compounds 3a, 3b, 3c showed 100% antitumor activity at the test concentration(10 μmol/L). Compounds 3d, 3e and compounds 4a, 4d, 4e showed different inhibiting effects(61.47%, 66.23%, 18.92%, 22.49%, 56.43%) on cell division cycle 25A at the test concentration(2×10-5 g/mL) and the structure-activity relationship of the compounds was investigated.
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Keywords:
- carboxyl,
- estergroup,
- dioxo-pyrrolino[3',4'-d] isoxazole,
- synthesis,
- bioactivity
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