Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties

The compound 1-(2,6-dichlorophenyl)indolin-2-one (1), planned as a pro-drug of diclofenac (2), was easily synthesized in 94% yield by an intramolecular reaction in the presence of coupling agent (i.e., EDC). Compound 1 showed anti-inflammatory and analgesic activity without gastro-ulcerogenic effect...

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Autores principales: Chung, Man Chin, dos Santos, Jean Leandro, Oliveira, Ednir Vizioli, Blau, Lorena, Menegon, Renato Farina, Peccinini, Rosângela Gonçalves
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255044/
https://www.ncbi.nlm.nih.gov/pubmed/19783917
http://dx.doi.org/10.3390/molecules14093187
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author Chung, Man Chin
dos Santos, Jean Leandro
Oliveira, Ednir Vizioli
Blau, Lorena
Menegon, Renato Farina
Peccinini, Rosângela Gonçalves
author_facet Chung, Man Chin
dos Santos, Jean Leandro
Oliveira, Ednir Vizioli
Blau, Lorena
Menegon, Renato Farina
Peccinini, Rosângela Gonçalves
author_sort Chung, Man Chin
collection PubMed
description The compound 1-(2,6-dichlorophenyl)indolin-2-one (1), planned as a pro-drug of diclofenac (2), was easily synthesized in 94% yield by an intramolecular reaction in the presence of coupling agent (i.e., EDC). Compound 1 showed anti-inflammatory and analgesic activity without gastro-ulcerogenic effects. The chemical and enzymatic hydrolysis profile of the lactam derivative 1 does not indicate conversion to diclofenac (2). This compound is a new non-ulcerogenic prototype for treatment of chronic inflammatory diseases.
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spelling pubmed-62550442018-11-30 Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties Chung, Man Chin dos Santos, Jean Leandro Oliveira, Ednir Vizioli Blau, Lorena Menegon, Renato Farina Peccinini, Rosângela Gonçalves Molecules Communication The compound 1-(2,6-dichlorophenyl)indolin-2-one (1), planned as a pro-drug of diclofenac (2), was easily synthesized in 94% yield by an intramolecular reaction in the presence of coupling agent (i.e., EDC). Compound 1 showed anti-inflammatory and analgesic activity without gastro-ulcerogenic effects. The chemical and enzymatic hydrolysis profile of the lactam derivative 1 does not indicate conversion to diclofenac (2). This compound is a new non-ulcerogenic prototype for treatment of chronic inflammatory diseases. Molecular Diversity Preservation International 2009-08-26 /pmc/articles/PMC6255044/ /pubmed/19783917 http://dx.doi.org/10.3390/molecules14093187 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Chung, Man Chin
dos Santos, Jean Leandro
Oliveira, Ednir Vizioli
Blau, Lorena
Menegon, Renato Farina
Peccinini, Rosângela Gonçalves
Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties
title Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties
title_full Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties
title_fullStr Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties
title_full_unstemmed Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties
title_short Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties
title_sort synthesis, ex vivo and in vitro hydrolysis study of an indoline derivative designed as an anti-inflammatory with reduced gastric ulceration properties
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255044/
https://www.ncbi.nlm.nih.gov/pubmed/19783917
http://dx.doi.org/10.3390/molecules14093187
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