In Vitro Anti-Leishmanial Effect of Metallic Meso-Substituted Porphyrin Derivatives against Leishmania braziliensis and Leishmania panamensis Promastigotes Properties

Molecules. 2020 Apr 19;25(8):1887. doi: 10.3390/molecules25081887.

Abstract

In this study, a family of porphyrins based on 5,10,15,20-Tetrakis(4-ethylphenyl)porphyrin (1, Ph) and six metallo-derivatives (Zn2+(2, Ph-Zn), Sn4+(3, Ph-Sn), Mn2+ (4, Ph-Mn), Ni2+ (5, Ph-Ni), Al3+ (6, Ph-Al), and V3+ (7, Ph-V)) were tested as photosensitizers for photodynamic therapy against Leishmania braziliensis and panamensis. The singlet oxygen quantum yield value (ΦΔ) for (1-7) was measured using 1,3-diphenylisobenzofuran (DPBF) as a singlet oxygen trapping agent and 5,10,15,20-(tetraphenyl)-porphyrin (H2TPP) as a reference standard; besides, parasite viability was estimated by the MTT assay. After metal insertion into the porphyrin core, the ΦΔ increased from 0.76-0.90 and cell viability changed considerably. The ΦΔ and metal type changed the cytotoxic activity. Finally, (2) showed both the highest ΦΔ (0.90) and the best photodynamic activity against the parasites studied (IC50 of 1.2 μM).

Keywords: Leishmania braziliensis; Leishmania panamensis; metalloporphyrins; photodynamic therapy; porphyrin; singlet oxygen.

MeSH terms

  • Benzofurans / chemistry
  • Cell Survival / drug effects
  • Cell Survival / radiation effects
  • Inhibitory Concentration 50
  • Leishmania / drug effects*
  • Leishmania / radiation effects
  • Leishmania braziliensis / drug effects*
  • Leishmania braziliensis / radiation effects
  • Light
  • Metalloporphyrins / chemical synthesis
  • Metalloporphyrins / chemistry*
  • Metalloporphyrins / toxicity*
  • Photochemotherapy
  • Photosensitizing Agents / chemistry*
  • Porphyrins / chemical synthesis
  • Porphyrins / chemistry*
  • Porphyrins / toxicity
  • Singlet Oxygen / chemistry*

Substances

  • Benzofurans
  • Metalloporphyrins
  • Photosensitizing Agents
  • Porphyrins
  • tetraphenylporphyrin
  • Singlet Oxygen
  • 1,3-diphenylisobenzofuran

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