Department of Chemistry, Biochemistry and Pharmaceutical Sciences, University of Bern, Freiestrasse 3, 3012, Bern, Switzerland.
Institute of Parasitology, Vetsuisse Faculty, University of Bern, Länggassstrasse 122, 3012, Bern, Switzerland.
Chembiochem. 2022 Dec 5;23(23):e202200536. doi: 10.1002/cbic.202200536. Epub 2022 Nov 3.
The synthesis, photophysical properties and antiparasitic efficacy against Toxoplasma gondii β-gal (RH strain tachyzoites expressing β-galactosidase) grown in human foreskin fibroblast monolayers (HFF) of a series of 15 new conjugates BODIPY-trithiolato-bridged dinuclear ruthenium(II)-arene complexes are reported (BODIPY=4,4-difluoro-4-bora-3a,4a-diaza-s-indacene, derivatives used as fluorescent markers). The influence of the bond type (amide vs. ester), as well as that of the length and nature (alkyl vs. aryl) of the spacer between the dye and the diruthenium(II) complex moiety, on fluorescence and biological activity were evaluated. The assessed photophysical properties revealed that despite an important fluorescence quenching effect observed after conjugating the BODIPY to the diruthenium unit, the hybrids could nevertheless be used as fluorescent tracers. Although the antiparasitic activity of this series of conjugates appears limited, the compounds demonstrate potential as fluorescent probes for investigating the intracellular trafficking of trithiolato-bridged dinuclear Ru(II)-arene complexes in vitro.
报道了一系列 15 种新型 BODIPY-三硫代桥联双核钌(II)-芳基配合物的合成、光物理性质以及对在人包皮成纤维细胞单层(HFF)中生长的弓形虫β-半乳糖苷酶(RH 株速殖子表达β-半乳糖苷酶)的抗寄生虫功效(BODIPY=4,4-二氟-4-硼-3a,4a-二氮杂-s-茚,用作荧光标记物的衍生物)。评估了键类型(酰胺与酯)以及染料和双核钌(II)配合物部分之间间隔的长度和性质(烷基与芳基)对荧光和生物活性的影响。评估的光物理性质表明,尽管将 BODIPY 与双核钌单元连接后观察到了重要的荧光猝灭效应,但这些杂化物仍可用作荧光示踪剂。尽管该系列配合物的抗寄生虫活性似乎有限,但这些化合物有望成为研究三硫代桥联双核 Ru(II)-芳基配合物在体外细胞内转运的荧光探针。