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A series of novel pyrazole-spiro based cyclized derivatives of acetyl, iminoethyl and ethanethioyl were synthesized and screened for antimicrobial activities. The final derivatives were procured by initiating the condensation of precursor molecules, salicylaldehyde and ethyl acetoacetate form acetyl coumarin. The obtained products were allowed to react with substituted-isatin which then yielded chalcone. Upon further reaction of chalcone with hydrazine hydrate, aminoguanidine HCl and thiosemicarbazide we got final products as 1′-acetyl-5- substituted −5′-(2-oxo-2H-chromene-3-carbonyl)spiro[indoline-3,3′-pyrazolidin]-2-one (3a-c), 5- substituted −1′-(1-iminoethyl)-5′-(2-oxo-2H-chromene-3-carbonyl)spiro[indoline-3,3′-pyrazolidin]-2-one (4a-c) and 5- substituted −1′-ethanethioyl-5′-(2-oxo-2H-chromene-3-carbonyl)spiro[indoline-3,3′-pyrazolidin]-2-one (5a-c). The structures of all synthesized derivatives were identified by their spectral data. The synthesized compounds exhibited promising in-vitro antimicrobial activity against Gram-positive bacteria (S. Aureus, B. subtilis), Gram-negative bacteria (Klebsiella pneumoniae), and Fungi (Candida albicans) as compared to the standard drug Chloramphenicol and Ketoconazole. Compound 3c exhibited the highest antimicrobial activity against Gram-positive bacteria S. Aureus, B. subtilis and Fungi Candida albicans in comparison to the standard drug Chloramphenicol and Ketoconazole with MIC values of 12.5, 25.0 and 6.25 respectively. The other compounds 4a, 5a, 5b have also exhibited promising antimicrobial activities with appreciable MIC values.

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Synthesis, Characterization and Antimicrobial Screening of Novel Heterocyclic −2-oxo-2H-chromene-3-carbonyl) spiro[indoline-3,3′-pyrazolidin]-2-One Based Derivatives

  • 会议论文

  • 发表日期：

    2026年

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  • Tandrani Ghosh,
  • Geet Gupta,
  • Vaishnavi Dwivedi,
  • Nitin Srivastava,
  • Krishna Srivastava

摘要

A series of novel pyrazole-spiro based cyclized derivatives of acetyl, iminoethyl and ethanethioyl were synthesized and screened for antimicrobial activities. The final derivatives were procured by initiating the condensation of precursor molecules, salicylaldehyde and ethyl acetoacetate form acetyl coumarin. The obtained products were allowed to react with substituted-isatin which then yielded chalcone. Upon further reaction of chalcone with hydrazine hydrate, aminoguanidine HCl and thiosemicarbazide we got final products as 1′-acetyl-5- substituted −5′-(2-oxo-2H-chromene-3-carbonyl)spiro[indoline-3,3′-pyrazolidin]-2-one (3a-c), 5- substituted −1′-(1-iminoethyl)-5′-(2-oxo-2H-chromene-3-carbonyl)spiro[indoline-3,3′-pyrazolidin]-2-one (4a-c) and 5- substituted −1′-ethanethioyl-5′-(2-oxo-2H-chromene-3-carbonyl)spiro[indoline-3,3′-pyrazolidin]-2-one (5a-c). The structures of all synthesized derivatives were identified by their spectral data. The synthesized compounds exhibited promising in-vitro antimicrobial activity against Gram-positive bacteria (S. Aureus, B. subtilis), Gram-negative bacteria (Klebsiella pneumoniae), and Fungi (Candida albicans) as compared to the standard drug Chloramphenicol and Ketoconazole. Compound 3c exhibited the highest antimicrobial activity against Gram-positive bacteria S. Aureus, B. subtilis and Fungi Candida albicans in comparison to the standard drug Chloramphenicol and Ketoconazole with MIC values of 12.5, 25.0 and 6.25 respectively. The other compounds 4a, 5a, 5b have also exhibited promising antimicrobial activities with appreciable MIC values.