Design and synthesis of novel metallophthalocyanines via two step reactions as potential antimicrobial agents starting with new synthesized phthalonitrile derivatives: Complexation, Extraction and antimicrobial studies

Ben Salah, Donia; Koko, Waleed; Al-Hazmy, Sadeq M.; Baklouti, Lassaad; Gatri, Rafik; Hamdi, Naceur

doi:10.21608/ejchem.2024.291095.9739

Design and synthesis of novel metallophthalocyanines via two step reactions as potential antimicrobial agents starting with new synthesized phthalonitrile derivatives: Complexation, Extraction and antimicrobial studies

Document Type : Original Article

Authors

¹ Research Laboratory of Environmental Sciences and Technologies (LR16ES09), Higher Institute of Environmental Sciences and Technology, University of Carthage, Hammam-Lif, Tunisia

² Department of Biology, College of Science, Qassim University, Qassim 51452, Saudi Arabia.

³ Department of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi Arabia

⁴ Laboratoire d’Application de la Chimie aux Ressources et Substances Naturelles et à l’Environnement (LACReSNE/ LR05ES09)

⁵ Laboratoire de Synthèse Organique Sélective et Hétérocyclique. Evaluation Biologique LR17ES01 Faculté´ des Sciences de Tunis Faculté des Sciences de Tunis. Campus Universitaire 1092 Tunis, Université de Tunis El Manar, Tunisia

10.21608/ejchem.2024.291095.9739

Abstract

New phthalonitrile derivatives 1-4 were considered as the key intermediates for the synthesis of new phthalocyanines. Their capacity to bind various transition metal and heavy metal cations was studied in methanol. The absorbance and conductivity were measured using UV spectrophotometry. Spectral and elemental investigations revealed the structures of the newly synthesized phthalocyanines. The complexes formed were analyzed, and their stability constants were determined through digital data processing. The ability of water to extract these compounds in dichloromethane was also examined. It was discovered that compound 1 had a lower affinity for metal picrates compared to compound 2-4, especially Fe(III). The stoichiometry of the complex was confirmed by conducting conductivity studies. The antimicrobial properties of the novel compounds were investigated, and it has been established that have compounds 9, 12 and 13 potent inhibitory activities against both Gram-positive and Gram negative bacteria and fungi.

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