Dark and photoinduced cytotoxicity of solubilized hydrophobic octa-and hexadecachloro-substituted lutetium(III) phthalocyanines

[Display omitted] •Microwave-assisted synthesis of chlorinated Lu phthalocyanines was carried out.•The compounds demonstrate intense absorption in the “therapeutic window”•The formation of two types of reactive oxygen species was detected.•Polylactide carriers can be load and then successfully relea...

Full description

Saved in:
Bibliographic Details
Published in:Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2022-04, Vol.426, p.113747, Article 113747
Main Authors: Gorbunova, Elena A., Stepanova, Darya A., Kosov, Anton D., Bolshakova, Anastasia V., Filatova, Natalia V., Sizov, Lev R., Rybkin, Alexander Y., Spiridonov, Vasily V., Sybachin, Andrey V., Dubinina, Tatiana V., Milaeva, Elena R.
Format: Article
Language:English
Subjects:
Encapsulation
Lanthanides
Photochemistry
Photoinduced cytotoxic activity
Phthalocyanines
Polylactide
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:[Display omitted] •Microwave-assisted synthesis of chlorinated Lu phthalocyanines was carried out.•The compounds demonstrate intense absorption in the “therapeutic window”•The formation of two types of reactive oxygen species was detected.•Polylactide carriers can be load and then successfully release the photosensitizer.•Micelles with chlorinated phthalocyanines showed phototoxic action in cancer cells. Chloro-substituted lutetium(III) phthalocyanines were obtained using fast and effective (yields 75–78%) template synthesis under microwave irradiation. Target compounds possess intense (logε ∼ 5) absorption in the range 680–700 nm, which overlaps with the “therapeutic window” range for photosensitizers in photodynamic therapy. Chloro-substituted complexes demonstrate moderate quantum yields (up to 54% for perchlorinated complex) of singlet oxygen generation. Moreover, chloro-substituted lutetium(III) phthalocyanines showed the ability to generate the superoxide anion radical (O2–•) with higher efficiency compared to unsubstituted analog. Stable colloid suspensions of the water-soluble nanoparticles were obtained by incorporation of the chlorinated lutetium(III) phthalocyanines into mixed polylactide micelles. The dark and photoinduced cytotoxic activity of the obtained nanoparticles was tested using the HeLa cell line. Demonstrated results showed a promising potential of the chlorinated lutetium(III) phthalocyanines as photosensitizers for medical applications.
ISSN:1010-6030
1873-2666
DOI:10.1016/j.jphotochem.2021.113747