PUBLICATION
Modified Indulines: From Dyestuffs to In Vivo Theranostic Agents
- Authors
- Chen, Z., Pascal, S., Daurat, M., Lichon, L., Nguyen, C., Godefroy, A., Durand, D., Ali, L.M.A., Bettache, N., Gary-Bobo, M., Arnoux, P., Longevial, J.F., D'Aléo, A., Marchand, G., Jacquemin, D., Siri, O.
- ID
- ZDB-PUB-210624-2
- Date
- 2021
- Source
- ACS applied materials & interfaces 13(26): 30337-30349 (Journal)
- Registered Authors
- Keywords
- Imaging, PDT, dyes, in vivo, phenazinium, theory
- MeSH Terms
-
- Animals
- Antineoplastic Agents/chemical synthesis
- Antineoplastic Agents/metabolism
- Antineoplastic Agents/radiation effects
- Antineoplastic Agents/therapeutic use*
- Cell Line, Tumor
- Fibroblasts/metabolism
- Fluorescent Dyes/chemical synthesis
- Fluorescent Dyes/metabolism
- Fluorescent Dyes/radiation effects
- Fluorescent Dyes/therapeutic use*
- Humans
- Light
- Neoplasms/diagnostic imaging
- Neoplasms/drug therapy
- Phenazines/chemical synthesis
- Phenazines/metabolism
- Phenazines/radiation effects
- Phenazines/therapeutic use*
- Photochemotherapy
- Photosensitizing Agents/chemical synthesis
- Photosensitizing Agents/metabolism
- Photosensitizing Agents/radiation effects
- Photosensitizing Agents/therapeutic use*
- Precision Medicine/methods
- Singlet Oxygen/metabolism
- Xenograft Model Antitumor Assays
- Zebrafish
- PubMed
- 34159778 Full text @ ACS Appl. Mater. Interfaces
Citation
Chen, Z., Pascal, S., Daurat, M., Lichon, L., Nguyen, C., Godefroy, A., Durand, D., Ali, L.M.A., Bettache, N., Gary-Bobo, M., Arnoux, P., Longevial, J.F., D'Aléo, A., Marchand, G., Jacquemin, D., Siri, O. (2021) Modified Indulines: From Dyestuffs to In Vivo Theranostic Agents. ACS applied materials & interfaces. 13(26):30337-30349.
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 (λexc = 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.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping