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

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 bisthiophene- 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.

Automated summary

We reported a new type of compound that shows remarkable sensing ability in DNA/RNA and also exhibits biological activity in photodynamic therapy, making them potential therapeutic probes. These compounds can effectively enter living cells with negligible inhibition on cell proliferation. Regarding viruses, some of these compounds have high affinity to adenovirus type 5 and can weaken its ability to infect human cells. Upon visible light irradiation, these compounds generate reactive oxygen species, resulting in a significant increase in cytotoxicity and antiviral activity.