Division of Molecular Biology, Ruđer Bošković Institute, Zagreb, Croatia.
Institut für Organische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany.
J Photochem Photobiol B. 2022 Sep;234:112523. doi: 10.1016/j.jphotobiol.2022.112523. Epub 2022 Jul 11.
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.
我们最近报道了一种由二乙炔基联苯双（三芳基硼）四阳离子组成的化合物，该化合物对 DNA/RNA 具有显著的荧光和拉曼 SERS 传感性能。在本研究中，我们表明它们对人细胞系和腺病毒 5 型（HAdV5）具有有前途的基于光动力治疗（PDT）的生物活性，可作为治疗诊断试剂。所有化合物都能有效地进入活细胞，表现出可忽略不计的抗增殖活性。双噻吩和蒽类似物与 HAdV5 病毒具有高亲和力的非共价结合，蒽类似物本身具有中度抗病毒作用，即降低病毒感染人细胞的能力。用可见光（400-700nm）照射双噻吩和蒽类似物会在 1 分钟内迅速（在 1 分钟内）并强烈增加细胞毒性，并使抗病毒活性增加一个数量级，这归因于活性氧（ROS）的形成。对化合物的光化学生物学研究表明，在照射下，它们会产生单线态氧，这与观察到的光诱导生物活性相关。
