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Diethynylarene-linked bis(triarylborane)cations as theranostic agents for tumor cell and virus-targeted photodynamic therapy

Božinović, Ksenija; Nestić, Davor; Michail, Evripidis; Ferger, Matthias; Košćak, Marta; Lambert, Christoph; Majhen, Dragomira; Marder, Todd B.; Piantanida, Ivo (2022) Diethynylarene-linked bis(triarylborane)cations as theranostic agents for tumor cell and virus-targeted photodynamic therapy. Journal of Photochemistry and Photobiology B: Biology, 234 . ISSN 1011-1344

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We recently reported diethynylarene-linked bis(triarylborane) tetracations which show remarkable fluorimetric and Raman-SERS sensing of DNA/RNA. In the current study, we show that they exhibit promising photodynamic therapy (PDT)-based biological activity on human cell lines and adenovirus type 5 (HAdV5), acting as theranostic agents. All compounds efficiently enter living cells showing negligible antiproliferative activity. Bis-thiophene- and anthracene- analogues bind non-covalently to HAdV5 virus with high affinity, the anthracene-analogue itself causing a moderate antiviral effect, i.e., decreased ability of the virus to infect human cells. Irradiation of bis-thiophene- and anthracene- analogues with visible light (400–700 nm) caused a very rapid (within 1 min) and strong increase in cytotoxicity, as well as an order of magnitude increase in antiviral activity, attributed to the formation of reactive oxygen species (ROS). Photochemical studies of the compounds revealed that, upon irradiation, they produce singlet oxygen, which correlates with the observed light-induced bioactivity.

Item Type: Article
Uncontrolled Keywords: Borane ; Singlet oxygen ; Photodynamic therapy ; Fluorescence Theranostic
Subjects: NATURAL SCIENCES > Chemistry > Organic Chemistry
NATURAL SCIENCES > Biology > Biochemistry and Molecular Biology
NATURAL SCIENCES > Biology > Microbiology
Divisions: Division of Molecular Biology
Division of Organic Chemistry and Biochemistry
Project titleProject leaderProject codeProject type
Endocitoza adenovirusa i urođeni imunosni odgovor-AdenoINDragomira Majhen; Lidija Cvetko Krajinović; Alan ParkerIP-2019-04-6048HRZZ
Višekromoforne probe za prepoznavanje pojedinih struktura DNA, RNA i proteina-BioMultiChromoProbesIvo PiantanidaIP-2018-01-5475HRZZ
Depositing User: Dragomira Majhen
Date Deposited: 05 Feb 2024 14:19
DOI: 10.1016/j.jphotobiol.2022.112523

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