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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...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2008
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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. |
format | Online Article Text |
id | pubmed-6244830 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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