Photo-Induced Disproportionation-Mediated Photodynamic Therapy : Simultaneous Oxidation of Tetrahydrobiopterin and Generation of Superoxide Radicals

© 2024 Wiley-VCH GmbH..

We herein present an approach of photo-induced disproportionation for preparation of Type-I photodynamic agents. As a proof of concept, BODIPY-based photosensitizers were rationally designed and prepared. The photo-induced intermolecular electron transfer between homotypic chromophores leads to the disproportionation reaction, resulting in the formation of charged intermediates, cationic and anionic radicals. The cationic radicals efficiently oxidize the cellularimportant coenzyme, tetrahydrobiopterin (BH4 ), and the anionic radicals transfer electrons to oxygen to produce superoxide radicals (O2 - ⋅). One of our Type-I photodynamic agents not only self-assembles in water but also effectively targets the endoplasmic reticulum. It displayed excellent photocytotoxicity even in highly hypoxic environments (2 % O2 ), with a half-maximal inhibitory concentration (IC50 ) of 0.96 μM, and demonstrated outstanding antitumor efficacy in murine models bearing HeLa tumors.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:63

Enthalten in:

Angewandte Chemie (International ed. in English) - 63(2024), 12 vom: 18. März, Seite e202318783

Sprache:

Englisch

Beteiligte Personen:

Teng, Kun-Xu [VerfasserIn]
Zhang, Dongsheng [VerfasserIn]
Liu, Bin-Kai [VerfasserIn]
Liu, Zheng-Fei [VerfasserIn]
Niu, Li-Ya [VerfasserIn]
Yang, Qing-Zheng [VerfasserIn]

Links:

Volltext

Themen:

11062-77-4
Biopterins
EGX657432I
Electron transfer
Hypoxia
Journal Article
Oxygen
Photo-induced disproportionation
Photodynamic therapy
Photosensitizing Agents
Reactive Oxygen Species
S88TT14065
Sapropterin
Superoxide radicals
Superoxides

Anmerkungen:

Date Completed 12.03.2024

Date Revised 12.03.2024

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1002/anie.202318783

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM367488558