Gadolinium(III) Porphyrinoid Phototheranostics

Chem Asian J. 2022 May 16;17(10):e202200181. doi: 10.1002/asia.202200181. Epub 2022 Apr 5.

Abstract

Molecular phototheranostics as an emerging field of modern precision medicine has recently attracted increasing research attention owing to non-invasiveness, high precision, and controllable nature of light. In this work, we reported promising gadolinium (Gd3+ ) porphyrinoids as phototheranostic agents for magnetic resonance imaging (MRI) and photodynamic therapy (PDT). The synthesized Gd-1-4-Glu featured with meso-glycosylation and β-lactonization to endow good biocompatibility and improved photophysical properties. In particular, β-lactonization of glycosylated Gd3+ porphyrinoids substantially red-shifted Q band absorption to near-infrared (NIR) region and boosted generation of reactive oxygen species including 1 O2 , and some radical species that engaged in both type II and type I PDT pathways. In addition, the number and regioisomerism of β-oxazolone moieties was observed to play an essential role in improving longitude relaxivity (r1 ) of Gd-1-4-Glu of up to 4.3±0.2 mM-1 s-1 by affecting environmental water exchange. Taking Gd-4-Glu as a promising complex, we further achieved real-time T1 -weighted MRI and PDT on HeLa tumour mice in vivo, revealing the appealing potential of Gd3+ porphyrinoids in phototheranostics.

Keywords: Lanthanide chemical biology; MRI; Metalloporphyrinoid; Photodynamic therapy; Phototheranostics.

MeSH terms

  • Animals
  • Gadolinium* / pharmacology
  • HeLa Cells
  • Humans
  • Magnetic Resonance Imaging / methods
  • Mice
  • Photochemotherapy*
  • Precision Medicine

Substances

  • Gadolinium