Light-Activated Carbon Monoxide Prodrugs Based on Bipyridyl Dicarbonyl Ruthenium(II) Complexes.
Stepan GeriTereza KrunclovaOlga JanouškováJiri PanekMartin HrubýDaniel Hernández-ValdésBenjamin ProbstRoger A AlbertoConstantin MamatManja KubeilHolger StephanPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2020)
Two photoactivatable dicarbonyl ruthenium(II) complexes based on an amide-functionalised bipyridine scaffold (4-position) equipped with an alkyne functionality or a green-fluorescent BODIPY (boron-dipyrromethene) dye have been prepared and used to investigate their light-induced decarbonylation. UV/Vis, FTIR and 13 C NMR spectroscopies as well as gas chromatography and multivariate curve resolution alternating least-squares analysis (MCR-ALS) were used to elucidate the mechanism of the decarbonylation process. Release of the first CO molecule occurs very quickly, while release of the second CO molecule proceeds more slowly. In vitro studies using two cell lines A431 (human squamous carcinoma) and HEK293 (human embryonic kidney cells) have been carried out in order to characterise the anti-proliferative and anti-apoptotic activities. The BODIPY-labelled compound allows for monitoring the cellular uptake, showing fast internalisation kinetics and accumulation at the endoplasmic reticulum and mitochondria.
Keyphrases
- endoplasmic reticulum
- endothelial cells
- gas chromatography
- living cells
- cell death
- mass spectrometry
- induced apoptosis
- induced pluripotent stem cells
- escherichia coli
- fluorescent probe
- pluripotent stem cells
- tandem mass spectrometry
- magnetic resonance
- multidrug resistant
- high grade
- high resolution
- cell cycle arrest
- oxidative stress
- cell proliferation
- gas chromatography mass spectrometry
- signaling pathway
- aqueous solution
- klebsiella pneumoniae
- solid state
- low grade
- amyotrophic lateral sclerosis
- simultaneous determination
- highly efficient
- label free
- liquid chromatography
- case control