A New Protocol for the Synthesis of New Thioaryl-Porphyrins Derived from 5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin: Photophysical Evaluation and DNA-Binding Interactive Studies
by
Patrícia Foletto 1, Fabiula Correa 1, Luciano Dornelles 1, Bernardo A. Iglesias 2,*
, Carolina H. da Silveira 2, Pablo A. Nogara 3, João B. T. da Rocha 3, Maria A. F. Faustino 4 and Oscar E. D. Rodrigues 1,*
Patrícia Foletto 1, Fabiula Correa 1, Luciano Dornelles 1, Bernardo A. Iglesias 2,*, Carolina H. da Silveira 2, Pablo A. Nogara 3, João B. T. da Rocha 3, Maria A. F. Faustino 4 and Oscar E. D. Rodrigues 1,*
1
Departamento de Química, Universidade Federal de Santa Maria, Santa Maria-RS 97105-900, Brazil
2
Laboratório de Bioinorgânica e Materiais Porfirínicos, Departamento de Química, Universidade Federal de Santa Maria–UFSM, Santa Maria–RS 97105-900, Brazil
3
Laboratório de Bioquímica Toxicológica, Departamento de Bioquímica e Biologia Molecular, Univerisidade Federal de Santa Maria, Santa Maria–RS 97105-900, Brazil
4
QOPNA and Department of Chemistry, University of Aveiro, Aveiro 3810-193, Portugal
*
Authors to whom correspondence should be addressed.
Academic Editors: M. Graça P. M. S. Neves, M. Amparo F. Faustino and Nuno M. M. Moura
Molecules 2018, 23(10), 2588; https://doi.org/10.3390/molecules23102588
Received: 12 September 2018 / Revised: 4 October 2018 / Accepted: 7 October 2018 / Published: 10 October 2018
(This article belongs to the Special Issue Tetrapyrrolic Macrocycles: Synthesis, Functionalization and Applications 2018)
A new protocol for the preparation of thioaryl-porphyrins is described. The compounds were prepared from different disulfides employing NaBH4 as a reducing agent. The methodology allowed the preparation of four different thioaryl-porphyrins in very-good to excellent yields under soft conditions, such as short reaction times and smooth heating. Additionally, the photophysical properties of new compounds were determined and experimental and theoretical DNA interactions were assessed.
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MDPI and ACS Style
Foletto, P.; Correa, F.; Dornelles, L.; A. Iglesias, B.; H. da Silveira, C.; A. Nogara, P.; T. da Rocha, J.B.; F. Faustino, M.A.; D. Rodrigues, O.E. A New Protocol for the Synthesis of New Thioaryl-Porphyrins Derived from 5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin: Photophysical Evaluation and DNA-Binding Interactive Studies. Molecules 2018, 23, 2588.
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