Rationally Designed Benzobisthiadiazole-Based Covalent Organic Framework for High-Performance NIR-II Fluorescence Imaging-Guided Photodynamic Therapy

Adv Healthc Mater. 2024 Jul;13(17):e2303842. doi: 10.1002/adhm.202303842. Epub 2024 Mar 22.

Abstract

Although being applied as photosensitizers for photodynamic therapy, covalent organic frameworks (COFs) fail the precise fluorescence imaging in vivo and phototherapy in deep-tissue, due to short excitation/emission wavelengths. Herein, this work proposes the first example of NIR-II emissive and benzobisthiadiazole-based COF-980. Comparing to its ligands, the structure of COF-980 can more efficiently reducing the energy gap (ΔES1-T1) between the excited state and the triplet state to enhance photodynamic therapy efficiency. Importantly, COF-980 demonstrates high photostability, good anti-diffusion property, superior reactive oxygen species (ROS) generation efficiency, promising imaging ability, and ROS production in deep tissue (≈8 mm). Surprisingly, COF-980 combined with laser irradiation could trigger larger amount of intracellular ROS to high efficiently induce cancer cell death. Notably, COF-980 NPs precisely enable PDT guided by NIR-II fluorescence imaging that effectively inhibit the 4T1 tumor growth with negligible adverse effects. This study provides a universal approach to developing long-wavelength emissive COFs and exploits its applications for biomedicine.

Keywords: COF; NIR‐II emission; biomedicine; photodynamic theranostic; therapy.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Female
  • Humans
  • Metal-Organic Frameworks / chemistry
  • Metal-Organic Frameworks / pharmacology
  • Mice
  • Mice, Inbred BALB C
  • Optical Imaging* / methods
  • Photochemotherapy* / methods
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / pharmacology
  • Photosensitizing Agents / therapeutic use
  • Reactive Oxygen Species* / metabolism
  • Thiadiazoles* / chemistry
  • Thiadiazoles* / pharmacology

Substances

  • Thiadiazoles
  • Reactive Oxygen Species
  • Photosensitizing Agents
  • Metal-Organic Frameworks
  • benzo-1,2,3-thiadiazole