Quinoline‑ and Benzoselenazole-Derived Unsymmetrical Squaraine Cyanine Dyes: Design, Synthesis, Photophysicochemical Features and Light-Triggerable Antiproliferative Effects against Breast Cancer Cell Lines

喹啉和苯并硒唑衍生的不对称方酸菁染料:设计、合成、光物理化学特性及对乳腺癌细胞系的光引发抗增殖作用

阅读:18
作者:Eurico Lima, Renato E Boto, Diana Ferreira, José R Fernandes, Paulo Almeida, Luis F V Ferreira, Eliana B Souto, Amélia M Silva, Lucinda V Reis

Abstract

Photodynamic therapy is an innovative treatment approach broadly directed towards oncological diseases. Its applicability and efficiency are closely related to the interaction of three main components, namely a photosensitizer, light and molecular triplet oxygen, which should drive cell death. Recently, several studies have demonstrated that squaraine cyanine dyes have a set of photophysical and photochemical properties that have made of these compounds' potential photosensitizers for this therapeutic modality. In the present research work, we describe the synthesis and characterization of four quinoline‑ and benzoselenazole‑derived unsymmetrical squaraine cyanine dyes. Except for the precursor of aminosquaraine dyes, i.e., O‑methylated derivative, all dyes were evaluated for their behavior and absorption capacity in different organic and aqueous solvents, their ability to form singlet oxygen, their light‑stability, and in vitro phototherapeutic effects against two human breast cancer cell cultures (BT‑474 and MCF‑7). Regardless of the nature of the used solvents, the synthesized dyes showed intense absorption in the red and near‑infrared spectral regions, despite the formation of aggregates in aqueous media. Dyes showed high light‑stability against light exposure. Despite the low ability to produce singlet oxygen, aminosquaraine dyes demonstrated worthy in vitro phototherapeutic activity.

特别声明

1、本页面内容包含部分的内容是基于公开信息的合理引用;引用内容仅为补充信息,不代表本站立场。

2、若认为本页面引用内容涉及侵权,请及时与本站联系,我们将第一时间处理。

3、其他媒体/个人如需使用本页面原创内容,需注明“来源:[生知库]”并获得授权;使用引用内容的,需自行联系原作者获得许可。

4、投稿及合作请联系:info@biocloudy.com。