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

Autor: Ali LMA; Institut des Biomolécules Max Mousseron, CNRS, ENSCM, 34093 Montpellier, France. magali.gary-bobo@inserm.fr.; Department of Biochemistry, Medical Research Institute, University of Alexandria, Alexandria, Egypt., Miyagawa K; Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan. hshino@chembio.nagoya-u.ac.jp., Fukui N; Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan. hshino@chembio.nagoya-u.ac.jp., Onofre M; Institut des Biomolécules Max Mousseron, CNRS, ENSCM, 34093 Montpellier, France. magali.gary-bobo@inserm.fr., El Cheikh K; NanoMedSyn, 15 Avenue Charles Flahault, 34093, Montpellier, France., Morère A; Institut des Biomolécules Max Mousseron, CNRS, ENSCM, 34093 Montpellier, France. magali.gary-bobo@inserm.fr., Clément S; ICGM, Univ Montpellier, CNRS, ENSCM, Montpellier 34293, France. sebastien.richeter@umontpellier.fr., Gary-Bobo M; Institut des Biomolécules Max Mousseron, CNRS, ENSCM, 34093 Montpellier, France. magali.gary-bobo@inserm.fr., Richeter S; ICGM, Univ Montpellier, CNRS, ENSCM, Montpellier 34293, France. sebastien.richeter@umontpellier.fr., Shinokubo H; Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan. hshino@chembio.nagoya-u.ac.jp.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2022 Nov 02; Vol. 20 (42), pp. 8217-8222. Date of Electronic Publication: 2022 Nov 02.
DOI: 10.1039/d2ob01410f
Abstrakt: 5,15-Diazaporphyrin appended with D-mannose moieties was prepared through Suzuki-Miyaura cross-coupling reaction and S N 2 alkylation. The resultant diazaporphyrin was hydrophilic enough to exhibit sufficient solubility in aqueous media. Because of the photosensitizing ability of diazaporphyrins, the in vitro 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.
Databáze: MEDLINE
Externí odkaz: