Water-solubility croconic acid-bisindole dye with morpholine ring for tumor NIRF/PA imaging and photothermal therapy activated by lysosome pH-response

J Photochem Photobiol B. 2023 Aug:245:112748. doi: 10.1016/j.jphotobiol.2023.112748. Epub 2023 Jun 16.

Abstract

A novel croconic acid-bisindole dye CR-630 with a morpholine ring showed good water-solubility and obvious lysosome-targeting. The protonation of the nitrogen atom in the indole and lysosome-targeting of morpholine ring let it exhibit stronger pH-responsive NIR/PA imaging and photothermal effect in the lysosome acidic microenvironment (pH 4.0-5.5) than in the tumor acidic microenvironment. In the animal study, compound CR-630 could NIRF/PA image in the tumor tissues in 1.5-2.0 h, effectively inhibit the growth of the tumor, and even ablate the tumor at the drug dose of 1 mg/kg. It also demonstrated good biosafety. This study gives a new idea to develop water-solubility organic dyes with lysosome targeting, stronger pH-responsive NIRF/PA imaging and PTT for breast cancer.

Keywords: Croconic acid-bisindole dye; Lysosome acidic microenvironment; Morpholine ring; NIRF/PA dual imaging; Photothermal therapy; pH-response.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Hydrogen-Ion Concentration
  • Morpholines
  • Nanoparticles* / chemistry
  • Neoplasms*
  • Phototherapy / methods
  • Photothermal Therapy
  • Solubility
  • Tumor Microenvironment
  • Water

Substances

  • Morpholines
  • Water