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Molecules 2010, 15(8), 5445-5459; https://doi.org/10.3390/molecules15085445

Antioxidant Activity of Butyl- and Phenylstannoxanes Derivedfrom 2-, 3- and 4-Pyridinecarboxylic Acids

1
Facultad de Ciencias Químicas, Universidad de Colima, kilómetro 9 carretera Colima, Coquimatlán, Col. Mexico. C.P. 28400, Mexico
2
Centro Universitario de Ciencias Exactas e Ingenierías, Universidad de Guadalajara, Laboratorio de Inmunofarmacología, Blvd. Marcelino García Barragán No. 1421, esq. Calzada Olímpica, C.P. 4430, Guadalajara, Jal., Mexico
3
Departamento de Química, Centro de Investigación y de Estudios Avanzados-IPN. Apartado, Postal 14-740. Mexico 07000, D. F., Mexico
4
Unidad Académica de Agricultura, Universidad Autónoma de Nayarit, Cd. de la Cultura "Amado Nervo", Boulevard Tepic-Xalisco s/n. C.P. 63190. Tepic, Nayarit, Mexico
*
Author to whom correspondence should be addressed.
Received: 7 May 2010 / Revised: 31 May 2010 / Accepted: 15 July 2010 / Published: 9 August 2010
(This article belongs to the Special Issue Antioxidants)
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Abstract

In vitro antioxidant activity for 12 stannoxanes derived from Ph3SnCl (compounds 1-3), Ph2SnCl2 (compounds 4-6), Bu3SnCl (compounds 7-9), and Bu2SnCl2 (compounds 10-12), was assayed qualitatively by the chromatographic profile with 1,1-diphenyl-2-picrylhydrazil (DPPH) method and by two quantitative methods: the DPPH radical scavenging activity and Ferric-Reducing Antioxidant Power (FRAP) assays. The results were compared with those obtained with the starting materials 2-pyridine- carboxylic acid (I), 3-pyridinecarboxylic acid (II) and 4-pyridinecarboxylic acid (III), as well as with standard compounds, such as vitamin C and vitamin E, respectively. The in vitro antiradical activity with DPPH of diphenyltin derivative 5 showed a very similar behavior to vitamin C at a 20 µg/mL concentration, whereas according to the FRAP method, compound 8 was better. This difference is due to the mechanism of the antioxidant process. The Structure-Activity Relationships (SAR) for both methods is also reported.
Keywords: antioxidant activity; pyridinecarboxylate; organotin; DPPH; ferric-reducing antioxidant activity; pyridinecarboxylate; organotin; DPPH; ferric-reducing
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Corona-Bustamante, A.; Viveros-Paredes, J.M.; Flores-Parra, A.; Peraza-Campos, A.L.; Martínez-Martínez, F.J.; Sumaya-Martínez, M.T.; Ramos-Organillo, Á. Antioxidant Activity of Butyl- and Phenylstannoxanes Derivedfrom 2-, 3- and 4-Pyridinecarboxylic Acids. Molecules 2010, 15, 5445-5459.

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