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

doi:10.3390/molecules29133163

Molecules (Jul 2024)

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

DOI: https://doi.org/10.3390/molecules29133163
Journal volume & issue: Vol. 29, no. 13
p. 3163

Abstract

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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.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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