化学发光
化学
细胞毒性
组合化学
杂原子
生物发光
光化学
生物化学
有机化学
体外
烷基
作者
José Pedro Silva,Patricia González-Berdullas,M. Fernando R. Pereira,Diana Duarte,José E. Rodríguez‐Borges,Nuno Vale,Joaquim C. G. Esteves da Silva,Luís Pinto da Silva
标识
DOI:10.1016/j.jphotochem.2022.114228
摘要
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 cytotoxicity, 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.
科研通智能强力驱动
Strongly Powered by AbleSci AI