Department of Chemistry, The Gandhigram Rural Institute - Deemed to be University, Tamil Nadu 624 302, India; Institute for Nanotechnology Innovation, Department of Chemistry, Rhodes University, Makhanda 6140, South Africa.
Department of Chemistry, The Gandhigram Rural Institute - Deemed to be University, Tamil Nadu 624 302, India.
Bioorg Med Chem Lett. 2021 May 15;40:127922. doi: 10.1016/j.bmcl.2021.127922. Epub 2021 Mar 8.
A ferrocene-substituted thiobarbituric acid (FT) has been synthesized to explore its photophysical properties and photodynamic and photoantimicrobial chemotherapy activities. FT has an intense metal-to-ligand charge transfer (MLCT) band at ca. 575 nm. The ferrocene moiety of FT undergoes photooxidation to form a ferrocenium species which in turn produces hydroxyl radical in an aqueous environment, which was confirmed via the bleaching reaction of p-nitrosodimethylaniline (RNO). FT exhibits efficient PDT activity against MCF-7 cancer cells with an IC value of 5.6 μM upon irradiation with 595 nm for 30 min with a Thorlabs M595L3 LED (240 mW cm). Photodynamic inactivation of Staphylococcus aureus and Escherichia coli by FT shows significant activity with log reduction values of 6.62 and 6.16 respectively, under illumination for 60 min at 595 nm. These results demonstrate that ferrocene-substituted thiobarbituric acids merit further study for developing novel bioorganometallic PDT agents.
一种二茂铁取代的硫代巴比妥酸（FT）已被合成，以探索其光物理性质、光动力和光化疗活性。FT 在约 575nm 处具有强烈的金属-配体电荷转移（MLCT）带。FT 的二茂铁部分经历光氧化以形成二茂铁阳离子，其在水相中进一步产生羟基自由基，这通过对亚硝基亚甲基二甲胺（RNO）的漂白反应得到证实。FT 在 595nm 照射 30 分钟下，对 MCF-7 癌细胞具有有效的 PDT 活性，IC 值为 5.6μM，使用 Thorlabs M595L3 LED（240mWcm）。FT 对金黄色葡萄球菌和大肠杆菌的光动力失活显示出显著的活性，在 595nm 照射 60 分钟时，对数减少值分别为 6.62 和 6.16。这些结果表明，二茂铁取代的硫代巴比妥酸值得进一步研究，以开发新型生物金属 PDT 剂。
