Synthesis of New Oxindoles and Determination of Their Antibacterial Properties

A versatile method for the synthesis of new oxindoles was developed by the reaction between substituted isatins and 5-aminopyrazoles. The reaction was carried out at room temperature in ethanol using p-toluenesulfonic acid as the catalyst. The products were obtained with acceptable to excellent yiel...

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Main Authors: Pablo E. Romo, Braulio Insuasty, Rodrigo Abonia, María del Pilar Crespo, Jairo Quiroga
Format: Article
Language:English
Published: Wiley 2020-01-01
Series:Heteroatom Chemistry
Online Access:http://dx.doi.org/10.1155/2020/8021920
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author Pablo E. Romo
Braulio Insuasty
Rodrigo Abonia
María del Pilar Crespo
Jairo Quiroga
author_facet Pablo E. Romo
Braulio Insuasty
Rodrigo Abonia
María del Pilar Crespo
Jairo Quiroga
author_sort Pablo E. Romo
collection DOAJ
description A versatile method for the synthesis of new oxindoles was developed by the reaction between substituted isatins and 5-aminopyrazoles. The reaction was carried out at room temperature in ethanol using p-toluenesulfonic acid as the catalyst. The products were obtained with acceptable to excellent yields (44–96%). Structures of the new compounds were unambiguously established by spectroscopic and analytical techniques. The antibacterial activity was determined by microdilution assays. Compounds 3b, 3e, and 3g showed antistaphylococcal activity, particularly compound 3e displayed a potent activity against the vancomycin intermediate Staphylococcus aureus (VISA). Compounds 3i, 3j, and 3o inhibited Neisseria gonorrhoeae growth.
format Article
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institution Kabale University
issn 1042-7163
1098-1071
language English
publishDate 2020-01-01
publisher Wiley
record_format Article
series Heteroatom Chemistry
spelling doaj-art-f5ce4f26963b434695f03f8bc2b7d9e92025-02-03T05:45:45ZengWileyHeteroatom Chemistry1042-71631098-10712020-01-01202010.1155/2020/80219208021920Synthesis of New Oxindoles and Determination of Their Antibacterial PropertiesPablo E. Romo0Braulio Insuasty1Rodrigo Abonia2María del Pilar Crespo3Jairo Quiroga4Research Group of Heterocyclic Compounds (GICH), Department of Chemistry, Universidad del Valle, A. A. 25360, Cali, ColombiaResearch Group of Heterocyclic Compounds (GICH), Department of Chemistry, Universidad del Valle, A. A. 25360, Cali, ColombiaResearch Group of Heterocyclic Compounds (GICH), Department of Chemistry, Universidad del Valle, A. A. 25360, Cali, ColombiaDepartment of Microbiology, Universidad del Valle, A. A. 25360, Cali, ColombiaResearch Group of Heterocyclic Compounds (GICH), Department of Chemistry, Universidad del Valle, A. A. 25360, Cali, ColombiaA versatile method for the synthesis of new oxindoles was developed by the reaction between substituted isatins and 5-aminopyrazoles. The reaction was carried out at room temperature in ethanol using p-toluenesulfonic acid as the catalyst. The products were obtained with acceptable to excellent yields (44–96%). Structures of the new compounds were unambiguously established by spectroscopic and analytical techniques. The antibacterial activity was determined by microdilution assays. Compounds 3b, 3e, and 3g showed antistaphylococcal activity, particularly compound 3e displayed a potent activity against the vancomycin intermediate Staphylococcus aureus (VISA). Compounds 3i, 3j, and 3o inhibited Neisseria gonorrhoeae growth.http://dx.doi.org/10.1155/2020/8021920
spellingShingle Pablo E. Romo
Braulio Insuasty
Rodrigo Abonia
María del Pilar Crespo
Jairo Quiroga
Synthesis of New Oxindoles and Determination of Their Antibacterial Properties
Heteroatom Chemistry
title Synthesis of New Oxindoles and Determination of Their Antibacterial Properties
title_full Synthesis of New Oxindoles and Determination of Their Antibacterial Properties
title_fullStr Synthesis of New Oxindoles and Determination of Their Antibacterial Properties
title_full_unstemmed Synthesis of New Oxindoles and Determination of Their Antibacterial Properties
title_short Synthesis of New Oxindoles and Determination of Their Antibacterial Properties
title_sort synthesis of new oxindoles and determination of their antibacterial properties
url http://dx.doi.org/10.1155/2020/8021920
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AT rodrigoabonia synthesisofnewoxindolesanddeterminationoftheirantibacterialproperties
AT mariadelpilarcrespo synthesisofnewoxindolesanddeterminationoftheirantibacterialproperties
AT jairoquiroga synthesisofnewoxindolesanddeterminationoftheirantibacterialproperties