journal article·2021-07-07

Modified Indulines: From Dyestuffs to In Vivo Theranostic Agents

Zhongrui Chen, Simon Pascal, Morgane Daurat, Laure Lichon, Christophe Nguyen, Anastasia Godefroy, Denis Durand, Lamiaa M. A. Ali, Nadir Bettache, Magali Gary-Bobo, Philippe Arnoux, Jean-François Longevial, Anthony D’Aléo, Gabriel Marchand, Denis Jacquemin, Olivier Siri

ACS Applied Materials & Interfaces· Volume 13· Issue 26
Publisher page

Abstract

The efficient, versatile, and straightforward synthesis of the first N -alkyl analogues of induline 3B ( 8a and 8b ) is reported. Thanks to the introduction of lipophilic substituents and their attractive photophysical properties (far-red emission and production of singlet oxygen), phenazinium 8b can be used as a theranostic agent and shows, at very low concentrations (100 nM), a remarkable ability to (i) image cells and zebrafish embryos with high quality under both mono- (514 nm) and biphotonic (790 and 810 nm) excitations, (ii) efficiently and quickly penetrate cancer cells rather than healthy fibroblasts, and (iii) induce a total or almost total cancer cell death in vitro and in vivo after illumination (λ exc = 540–560 nm). The molecular structure of 8b is based on a triamino-phenazinium core only, with no need for additional components, highlighting the emergence of a minimalistic and versatile class of fluorescent probes for targeted photodynamic cancer therapy.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Luminescence and Fluorescent Materials · Nanoplatforms for cancer theranostics · Photochromic and Fluorescence Chemistry

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Aix Marseille Université, CNRS, CINaM, UMR 7325, Campus de Luminy, 13288 Marseille Cedex 09, France

Faculté de Pharmacie, NanoMedSyn, 15 Avenue Charles Flahault, 34093 Montpellier, Cedex 5 France

Université Montpellier, CNRS, IBMM, UMR 5247, ENSCM, 34093 Montpellier, France

Department of Biochemistry Medical Research Institute, University of Alexandria, 21561 Alexandria, Egypt

Université de Lorraine, CNRS, LRGP, UMR 7274, 54000 Nancy, France

Université de Nantes, CNRS, CEISAM, UMR 6230, F-44000 Nantes, France

Funding

Centre National de la Recherche Scientifique · Minist??re de la Recherche et des Nouvelles Technologies

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