A Nanoencapsulated Ir(III)-Phthalocyanine Conjugate as a Promising Photodynamic Therapy Anticancer Agent

ACS Appl Mater Interfaces. 2024 Jul 31;16(30):38916-38930. doi: 10.1021/acsami.4c05181. Epub 2024 Jul 23.

Abstract

Despite the potential of photodynamic therapy (PDT) in cancer treatment, the development of efficient and photostable photosensitizing molecules that operate at long wavelengths of light has become a major hurdle. Here, we report for the first time an Ir(III)-phthalocyanine conjugate (Ir-ZnPc) as a novel photosensitizer for high-efficiency synergistic PDT treatment that takes advantage of the long-wavelength excitation and near infrared (NIR) emission of the phthalocyanine scaffold and the known photostability and high phototoxicity of cyclometalated Ir(III) complexes. In order to increase water solubility and cell membrane permeability, the conjugate and parent zinc phthalocyanine (ZnPc) were encapsulated in amphoteric redox-responsive polyurethane-polyurea hybrid nanocapsules (Ir-ZnPc-NCs and ZnPc-NCs, respectively). Photobiological evaluations revealed that the encapsulated Ir-ZnPc conjugate achieved high photocytotoxicity in both normoxic and hypoxic conditions under 630 nm light irradiation, which can be attributed to dual Type I and Type II reactive oxygen species (ROS) photogeneration. Interestingly, PDT treatments with Ir-ZnPc-NCs and ZnPc-NCs significantly inhibited the growth of three-dimensional (3D) multicellular tumor spheroids. Overall, the nanoencapsulation of Zn phthalocyanines conjugated to cyclometalated Ir(III) complexes provides a new strategy for obtaining photostable and biocompatible red-light-activated nano-PDT agents with efficient performance under challenging hypoxic environments, thus offering new therapeutic opportunities for cancer treatment.

Keywords: anticancer agents; cyclometalated iridium(III) complexes; drug design; hypoxia; nanoencapsulation; photodynamic therapy; photosensitizer; zinc phthalocyanines.

MeSH terms

  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Humans
  • Indoles* / chemistry
  • Indoles* / pharmacology
  • Iridium / chemistry
  • Iridium / pharmacology
  • Isoindoles*
  • Nanocapsules / chemistry
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology
  • Photochemotherapy*
  • Photosensitizing Agents* / chemistry
  • Photosensitizing Agents* / pharmacology
  • Reactive Oxygen Species / metabolism
  • Zinc Compounds / chemistry

Substances

  • Indoles
  • Isoindoles
  • Photosensitizing Agents
  • Antineoplastic Agents
  • Iridium
  • phthalocyanine
  • Organometallic Compounds
  • Zinc Compounds
  • Reactive Oxygen Species
  • Nanocapsules
  • Zn(II)-phthalocyanine