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Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis

We report the synthesis, antioxidant and antiproliferative activity and a QSAR analysis of synthetic diphenylpropionamide derivatives. Synthesis of these compounds was achieved by direct condensation of 2,2- and 3,3-diphenylpropionic acid and appropriate amines using 1-propylphoshonic acid cyclic an...

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Autores principales: Urbani, Paolo, Ramunno, Anna, Filosa, Rosanna, Pinto, Aldo, Popolo, Ada, Bianchino, Erminia, Piotto, Stefano, Saturnino, Carmela, De Prisco, Rocco, Nicolaus, Barbara, Tommonaro, Giuseppina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244830/
https://www.ncbi.nlm.nih.gov/pubmed/18463576
http://dx.doi.org/10.3390/molecules13040749
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author Urbani, Paolo
Ramunno, Anna
Filosa, Rosanna
Pinto, Aldo
Popolo, Ada
Bianchino, Erminia
Piotto, Stefano
Saturnino, Carmela
De Prisco, Rocco
Nicolaus, Barbara
Tommonaro, Giuseppina
author_facet Urbani, Paolo
Ramunno, Anna
Filosa, Rosanna
Pinto, Aldo
Popolo, Ada
Bianchino, Erminia
Piotto, Stefano
Saturnino, Carmela
De Prisco, Rocco
Nicolaus, Barbara
Tommonaro, Giuseppina
author_sort Urbani, Paolo
collection PubMed
description We report the synthesis, antioxidant and antiproliferative activity and a QSAR analysis of synthetic diphenylpropionamide derivatives. Synthesis of these compounds was achieved by direct condensation of 2,2- and 3,3-diphenylpropionic acid and appropriate amines using 1-propylphoshonic acid cyclic anhydride (PPAA) as catalyst. Compound structures were elucidated by NMR analysis and their melting points were measured. The in vitro antioxidant activity of these compounds was tested by evaluating the amount of scavenged ABTS radical and estimating ROS and NO production in LPS stimulated J774.A1 macrophages. All compounds were tested for their effect on viability of cells and results demonstrated that they are not toxic towards the cell lines used. The cytotoxic activity of all compounds was evaluated by a Brine Shrimp Test.
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spelling pubmed-62448302018-11-26 Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis Urbani, Paolo Ramunno, Anna Filosa, Rosanna Pinto, Aldo Popolo, Ada Bianchino, Erminia Piotto, Stefano Saturnino, Carmela De Prisco, Rocco Nicolaus, Barbara Tommonaro, Giuseppina Molecules Full Paper We report the synthesis, antioxidant and antiproliferative activity and a QSAR analysis of synthetic diphenylpropionamide derivatives. Synthesis of these compounds was achieved by direct condensation of 2,2- and 3,3-diphenylpropionic acid and appropriate amines using 1-propylphoshonic acid cyclic anhydride (PPAA) as catalyst. Compound structures were elucidated by NMR analysis and their melting points were measured. The in vitro antioxidant activity of these compounds was tested by evaluating the amount of scavenged ABTS radical and estimating ROS and NO production in LPS stimulated J774.A1 macrophages. All compounds were tested for their effect on viability of cells and results demonstrated that they are not toxic towards the cell lines used. The cytotoxic activity of all compounds was evaluated by a Brine Shrimp Test. MDPI 2008-03-28 /pmc/articles/PMC6244830/ /pubmed/18463576 http://dx.doi.org/10.3390/molecules13040749 Text en © 2008 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Full Paper
Urbani, Paolo
Ramunno, Anna
Filosa, Rosanna
Pinto, Aldo
Popolo, Ada
Bianchino, Erminia
Piotto, Stefano
Saturnino, Carmela
De Prisco, Rocco
Nicolaus, Barbara
Tommonaro, Giuseppina
Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis
title Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis
title_full Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis
title_fullStr Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis
title_full_unstemmed Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis
title_short Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis
title_sort antioxidant activity of diphenylpropionamide derivatives: synthesis, biological evaluation and computational analysis
topic Full Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244830/
https://www.ncbi.nlm.nih.gov/pubmed/18463576
http://dx.doi.org/10.3390/molecules13040749
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