Synthesis, Characterization, X-ray Molecular Structure, Antioxidant, Antifungal, and Allelopathic Activity of a New Isonicotinate-Derived <i>meso</i>-Tetraarylporphyrin
Nour Elhouda Dardouri,
Soukaina Hrichi,
Pol Torres,
Raja Chaâbane-Banaoues,
Alessandro Sorrenti,
Thierry Roisnel,
Ilona Turowska-Tyrk,
Hamouda Babba,
Joaquim Crusats,
Albert Moyano,
Habib Nasri
Affiliations
Nour Elhouda Dardouri
Laboratory of Physical Chemistry of Materials (LR01ES19), Faculty of Science of Monastir, University of Monastir, Avenue de l’Environment, Monastir 5019, Tunisia
Soukaina Hrichi
Laboratory of Physical Chemistry of Materials (LR01ES19), Faculty of Science of Monastir, University of Monastir, Avenue de l’Environment, Monastir 5019, Tunisia
Pol Torres
Section of Organic Chemistry, Department of Inorganic and Organic Chemistry, Faculty of Chemistry, University of Barcelona, C. de Martí i Franquès 1-11, 08028 Barcelona, Spain
Raja Chaâbane-Banaoues
Laboratory of Medical and Molecular Parasitology-Mycology (LP3M), Faculty of Pharmacy, University of Monastir, LR12ES08, Monastir 5000, Tunisia
Alessandro Sorrenti
Section of Organic Chemistry, Department of Inorganic and Organic Chemistry, Faculty of Chemistry, University of Barcelona, C. de Martí i Franquès 1-11, 08028 Barcelona, Spain
Thierry Roisnel
Institute of Chemical Sciences of Rennes, UMR 6226, University of Rennes 1, Beaulieu Campus, 35042 Rennes, France
Ilona Turowska-Tyrk
Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
Hamouda Babba
Laboratory of Medical and Molecular Parasitology-Mycology (LP3M), Faculty of Pharmacy, University of Monastir, LR12ES08, Monastir 5000, Tunisia
Joaquim Crusats
Section of Organic Chemistry, Department of Inorganic and Organic Chemistry, Faculty of Chemistry, University of Barcelona, C. de Martí i Franquès 1-11, 08028 Barcelona, Spain
Albert Moyano
Section of Organic Chemistry, Department of Inorganic and Organic Chemistry, Faculty of Chemistry, University of Barcelona, C. de Martí i Franquès 1-11, 08028 Barcelona, Spain
Habib Nasri
Laboratory of Physical Chemistry of Materials (LR01ES19), Faculty of Science of Monastir, University of Monastir, Avenue de l’Environment, Monastir 5019, Tunisia
The present article describes the synthesis of an isonicotinate-derived meso-arylporphyrin, that has been fully characterized by spectroscopic methods (including fluorescence spectroscopy), as well as elemental analysis and HR-MS. The structure of an n-hexane monosolvate has been determined by single-crystal X-ray diffraction analysis. The radical scavenging activity of this new porphyrin against the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical has been measured. Its antifungal activity against three yeast strains (C. albicans ATCC 90028, C. glabrata ATCC 64677, and C. tropicalis ATCC 64677) has been tested using the disk diffusion and microdilution methods. Whereas the measured antioxidant activity was low, the porphyrin showed moderate but encouraging antifungal activity. Finally, a study of its effect on the germination of lentil seeds revealed interesting allelopathic properties.
