D-Mannose-appended 5,15-diazaporphyrin for photodynamic therapy.

Org Biomol Chem

Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan.

Published: November 2022

AI Article Synopsis

  • * The research focuses on the photodynamic therapy (PDT) potential of the modified diazaporphyrin, known for its ability to absorb light and induce a therapeutic effect.
  • * Successful internalization of the D-mannose-modified diazaporphyrin into breast cancer cells was confirmed using confocal microscopy, demonstrating high PDT activity even at low concentrations and short exposure to light.

Article Abstract

5,15-Diazaporphyrin appended with D-mannose moieties was prepared through Suzuki-Miyaura cross-coupling reaction and S2 alkylation. The resultant diazaporphyrin was hydrophilic enough to exhibit sufficient solubility in aqueous media. Because of the photosensitizing ability of diazaporphyrins, the activity of the D-mannose-appended diazaporphyrin in photodynamic therapy (PDT) was investigated. The specific internalization of the functionalized diazaporphyrin into human breast adenocarcinoma (MDA-MB-231) cells through mannose receptors was confirmed by confocal microscopy imaging. We also demonstrated the strong PDT activity of the functionalized diazaporphyrin at a nanomolar level with short light irradiation time.

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Source
http://dx.doi.org/10.1039/d2ob01410fDOI Listing

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