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2-Aminopyridine Cadmium (II) meso-chlorophenylporphyrin coordination compound. Photophysical properties, X-ray molecular structure, antimicrobial activity, and molecular docking analysis

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Abstract

The reaction of the [meso-tetra(p-chlorophenyl)porphyrinato]cadmium(II) complex ([Cd(TClPP)]) with an excess of 2-aminopyridine results in the formation of the corresponding axially ligated (2- aminopyridine)[meso-tetra(p-chlorophenyl)porphyrinato]cadmium(II)with the formula [Cd(TClPP)(2-NH2Py)] (I). This five-coordinated metalloporphyrin was characterized by infrared, UV-visible, fluorescence, singlet oxygen, 1H nuclear magnetic resonance and single crystal X-ray diffraction techniques. The in vitro antimicrobial activity of the freebase porphyrin H2TClPP porphyrin, the [Cd(TClPP)] starting material and complex (I) were screened against different species of bacteria. The assays showed an increase of antimicrobial potential due to the insertion of the cadmium metal into the H2TClPP porphyrin and the axial coordination of 2-aminopyridine. Molecular docking approach indicated that [Cd(TClPP)(2-NH2Py)] has higher binding affinity with hydrogen-bonding interactions.

Graphical abstract

2-aminopyridine Cadmium(II) meso-chlorophenylporphyrin coordination compound abbreviated as [Cd(TClPP)(2-NH2Py)] was synthesized and characterized. This compound shows interesting antibacterial properties. The molecular docking approach suggests that [Cd(TClPP)(2-NH2Py)] has higher binding affinity with hydrogen bonding interactions.

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Acknowledgements

The authors extend their appreciation to the Deanship of Scientific Research at King Khalid University, Abha, KSA for funding this work through Research Group under grant number (R.G.P-1/302/42).

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Authors and Affiliations

  1. Laboratoire de Physico-Chimie des Matériaux (LPCM), Faculté des Sciences de Monastir, University of Monastir, Avenue de l’Environnement, 5019, Monastir, Tunisia

    Chadlia Mchiri & Habib Nasri

  2. Laboratory of Analyzes of Treatment and Valuation of Environmental Products, High Institut of Biotechnology of Monastir, University of Monastir, 5019, Monastir, Tunisia

    Hayet Edziri

  3. MCNS Laboratory, Faculty of Science, Moulay Ismail University, Meknes, Morocco

    Halima Hajji, Mohammed Bouachrine & Samir Acherar

  4. EST Khenifra, Sultane Moulay Sliman University, Khenifra, Morocco

    Mohammed Bouachrine & Samir Acherar

  5. Laboratoire de Chimie Physique Macromoléculaire (LCPM), Université de Lorraine, CNRS, 1 rue Grandville BP 20451, 54001, Nancy Cedex, France

    Mohammed Bouachrine & Samir Acherar

  6. Laboratoire Réactions et Génie des Procédés (LRGP), Université de Lorraine, CNRS, 1 rue Grandville BP 20451, 54001, Nancy Cedex, France

    Céline Frochot

  7. Faculty of Science and arts, King Khalid University, Mohail Asser, Saudi Arabia

    Hanan O Badr Eldine & Sana Ben Moussa

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  1. Chadlia Mchiri
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Correspondence to Chadlia Mchiri.

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Mchiri, C., Edziri, H., Hajji, H. et al. 2-Aminopyridine Cadmium (II) meso-chlorophenylporphyrin coordination compound. Photophysical properties, X-ray molecular structure, antimicrobial activity, and molecular docking analysis. J Chem Sci 134, 22 (2022). https://doi.org/10.1007/s12039-021-02022-0

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  • DOI: https://doi.org/10.1007/s12039-021-02022-0

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