Please use this identifier to cite or link to this item: https://hdl.handle.net/1822/65640

TitleQuinoline- and benzoselenazole-derived unsymmetrical squaraine cyanine dyes: design, synthesis, photophysicochemical features and light-triggerable antiproliferative effects against breast cancer cell lines
Author(s)Lima, Eurico
Boto, Renato E.
Ferreira, Diana
Fernandes, José R.
Almeida, Paulo
Ferreira, Luis F. V.
Souto, Eliana B.
Silva, Amélia M.
Reis, Lucinda V.
Keywordsbreast cancer
phototherapeutic effects
singlet oxygen
light-stability
quinoline
benzoselenazole
unsymmetrical squaraine dyes
Issue date10-Jun-2020
PublisherMDPI Publishing
JournalMaterials
CitationLima, Eurico; Boto, Renato E.; Ferreira, Diana; Fernandes, José R.; Almeida, Paulo; Ferreira, Luis F. V.; Souto, Eliana; Silva, Amélia M.; Reis, Lucinda V., Quinoline- and benzoselenazole-derived unsymmetrical squaraine cyanine dyes: design, synthesis, photophysicochemical features and light-triggerable antiproliferative effects against breast cancer cell lines. Materials, 13(11), 2646, 2020
Abstract(s)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.
TypeArticle
URIhttps://hdl.handle.net/1822/65640
DOI10.3390/ma13112646
e-ISSN1996-1944
Publisher versionhttp://www.mdpi.com/journal/materials
Peer-Reviewedyes
AccessOpen access
Appears in Collections:CEB - Publicações em Revistas/Séries Internacionais / Publications in International Journals/Series

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