Evaluation of the anticancer activity and chemiluminescence of a halogenated coelenterazine analog

• Type: Article in International Scientific Journal
• Date: 2023

Authors

Luís Pinto da Silva (Author) FCUP; José Pedro Silva (Author) Other; Patricia González-Berdullas (Author) FCUP; Mariana Pereira (Author) Other; Diana Duarte (Author) Other; Rodriguez Borges, JE (Author) FCUP; Nuno Vale (Author) FMUP; Joaquim C G E Esteves da Silva (Author) FCUP

Journal

Title: Journal of Photochemistry and Photobiology A: Chemistry

Vol. 434

Initial page: 114228

ISSN: 1010-6030

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 5 Citations

Scopus - 5 Citations

Associated Projects

ChemiTumorTher - Quimioluminescência Marinha como uma Terapia Anticancro de Amplo Espectro com uma Selectividade e Actividade Tumoral Melhorada

Other information

Authenticus ID: P-00X-2QC

DOI: 10.1016/j.jphotochem.2022.114228

Abstract (EN): Chemiluminescence is a remarkable process in which light is emitted due to a chemical reaction, without the need for photoexcitation. Among some of the most well-known chemiluminescent systems is that of marine Coelenterazine. Herein, we report the synthesis of a novel halogenated Coelenterazine analog, as well as the characterization of its potential anticancer activity and chemiluminescence. We have found that this analog is capable of significantly enhanced emission in aqueous solution when triggered by superoxide anion while being compatible with human cell lines. So, this compound presents great potential for the sensitive and dynamic sensing of a molecule of interest in biological media. Furthermore, the analysis of its cytotoxicity provided structural insight into the properties of brominated Coelenterazines, which were previously found to possess selective anticancer activity. Namely, the introduction of bromine heteroatoms is not enough to provide cyto-toxicity, while the introduction of electro-withdrawing groups eliminates all previously reported anticancer activity. Finally, while this compound is not active, its use in a combination approach allowed to improve the profile of a known chemotherapeutic agent. These results should be useful to guide future optimizations of halogenated Coelenterazine analogs.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 10