# Synthesis, Physicochemical Properties and Anti-Fungal Activities of New Meso-Arylporphyrins

**Authors:** Hayfa Mkacher, Raja Chaâbane-Banaoues, Soukaina Hrichi, Philippe Arnoux, Hamouda Babba, Céline Frochot, Habib Nasri, Samir Acherar

PMC · DOI: 10.3390/ijms26051991 · International Journal of Molecular Sciences · 2025-02-25

## TL;DR

This paper reports the synthesis and testing of three new meso-arylporphyrins for their anti-fungal properties and potential use in photodynamic therapy.

## Contribution

The synthesis and characterization of three novel meso-arylporphyrins with demonstrated anti-fungal activity and photosensitizing potential.

## Key findings

- The new meso-arylporphyrins showed minimum inhibitory concentrations (MICs) of 1.25 to 5 mg/mL against Candida species.
- They exhibited good anti-fungal activity against dermatophyte clinical isolates like Trichophyton rubrum.
- Molecular docking studies suggest interactions with key fungal proteins, supporting their anti-fungal potential.

## Abstract

In this work, we describe the synthesis of three new meso-arylporphyrins, named meso-tetrakis [4-(nicotinoyloxy)phenyl] porphyrin (H2TNPP), meso-tetrakis [4-(picolinoyloxy)phenyl] porphyrin (H2TPPP), and meso-tetrakis [4-(isonicotinoyloxy) phenyl] porphyrin (H2TIPP). These new synthesized meso-arylporphyrins are characterized using spectroscopic analysis: Fourier Transform Infrared Spectroscopy (FTIR) and One-dimensional Nuclear Magnetic Resonance (1D NMR), and mass spectrometry (MS). The photophysical studies (UV–visible absorption, singlet oxygen (1O2) luminescence, and fluorescence emissions) demonstrate their potential uses as photosensitizers (PSs) in photodynamic therapy (PDT) applications. An in vitro investigation of the anti-fungal activity of H2TNPP, H2TPPP, and H2TIPP against Candida (C.) species (C. albicans, C. glabrata, and C. tropicalis) reveals that their minimum inhibitory concentration (MIC) values ranged from 1.25 to 5 mg/mL. In addition, their in vitro anti-fungal susceptibilities against three dermatophyte clinical isolates (Trichophyton rubrum, Microsporum canis, and Trichophyton mentagrophytes) are also evaluated and they demonstrate good anti-fungal activities. A molecular docking study of these meso-arylporphyrins as anti-fungal agents against C. tropicalis extracellular aspartic proteinases, Protein data Bank in Europe (PDBe code: 1J71) and Trichophyton rubrum Sialidases (PDBe code: 7P1D) underlines the possible interactions of H2TNPP, H2TPPP, and H2TIPP with the key amino acid residues of these fungal target proteins.

## Linked entities

- **Species:** Candida albicans (taxon 5476), Candida tropicalis (taxon 5482), Trichophyton rubrum (taxon 5551), Microsporum canis (taxon 63405), Trichophyton mentagrophytes (taxon 523103)

## Full-text entities

- **Diseases:** Fungal (MESH:D009181)
- **Species:** Trichophyton mentagrophytes (species) [taxon 523103], Trichophyton rubrum (species) [taxon 5551], Nakaseomyces glabratus (species) [taxon 5478], Microsporum canis (species) [taxon 63405], Candida albicans (species) [taxon 5476]

## Full text

_Full body text omitted from this summary view._ Fetch the complete paper as Markdown: https://tomesphere.com/paper/PMC11900167/full.md

## Figures

6 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11900167/full.md

## References

51 references — full list in the complete paper: https://tomesphere.com/paper/PMC11900167/full.md

---
Source: https://tomesphere.com/paper/PMC11900167