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Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis
Department of Pharmaceutical Sciences, University of Salerno,Via Ponte don Melillo, 84084 Fisciano, (SA) Italy
Institute of Biomolecular Chemistry-CNR, Via Campi Flegrei 34, 80078 Pozzuoli, (NA) Italy
* Author to whom correspondence should be addressed.
Received: 14 February 2008; in revised form: 4 March 2008 / Accepted: 25 March 2008 / Published: 28 March 2008
Abstract: We report the synthesis, antioxidant and antiproliferative activity and a QSARanalysis of synthetic diphenylpropionamide derivatives. Synthesis of these compounds wasachieved by direct condensation of 2,2- and 3,3-diphenylpropionic acid and appropriateamines using 1-propylphoshonic acid cyclic anhydride (PPAA) as catalyst. Compoundstructures were elucidated by NMR analysis and their melting points were measured. Thein vitro antioxidant activity of these compounds was tested by evaluating the amount ofscavenged ABTS radical and estimating ROS and NO production in LPS stimulatedJ774.A1 macrophages. All compounds were tested for their effect on viability of cells andresults demonstrated that they are not toxic towards the cell lines used. The cytotoxicactivity of all compounds was evaluated by a Brine Shrimp Test.
Keywords: Diphenylpropionamide derivatives; antioxidant activity; brine shrimp test; antiproliferative activity; QSAR analysis.
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Urbani, P.; Ramunno, A.; Filosa, R.; Pinto, A.; Popolo, A.; Bianchino, E.; Piotto, S.; Saturnino, C.; De Prisco, R.; Nicolaus, B.; Tommonaro, G. Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis. Molecules 2008, 13, 749-761.
Urbani P, Ramunno A, Filosa R, Pinto A, Popolo A, Bianchino E, Piotto S, Saturnino C, De Prisco R, Nicolaus B, Tommonaro G. Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis. Molecules. 2008; 13(4):749-761.
Urbani, Paolo; Ramunno, Anna; Filosa, Rosanna; Pinto, Aldo; Popolo, Ada; Bianchino, Erminia; Piotto, Stefano; Saturnino, Carmela; De Prisco, Rocco; Nicolaus, Barbara; Tommonaro, Giuseppina. 2008. "Antioxidant Activity of Diphenylpropionamide Derivatives: Synthesis, Biological Evaluation and Computational Analysis." Molecules 13, no. 4: 749-761.