2017
DOI: 10.1021/acs.inorgchem.6b02794
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Influence of the Steric Bulk and Solvent on the Photoreactivity of Ruthenium Polypyridyl Complexes Coordinated to l-Proline

Abstract: Ruthenium polypyridyl complexes are good candidates for photoactivated chemotherapy (PACT) provided that they are stable in the dark but efficiently photosubstitute one of their ligands. Here the use of the natural amino acid l-proline as a protecting ligand for ruthenium-based PACT compounds is investigated in the series of complexes Λ-[Ru(bpy)2(l-prol)]PF6 ([1a]PF6; bpy = 2,2′-bipyridine and l-prol = l-proline), Λ-[Ru(bpy)(dmbpy)(l-prol)]PF6 ([2a]PF6 and [2b]PF6; dmbpy = 6,6′-dimethyl-2,2′-bipyridine), and Λ… Show more

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Cited by 26 publications
(24 citation statements)
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“…In addition to these two new species, the signals of free dmbpy (7.86, 7.74, and 7.37 ppm) and free mtpa (singlet at 2.10 ppm) were also found, thus confirming the competing photosubstitution of both dmbpy and mtpa. Although parallel photosubstitution of two distinct ligands has not been described very often, it has been observed recently in our group in a similar complex, [Ru(bpy)(dmbpy)(L-proline)]PF 6 [13].…”
Section: Photochemistry and Thermal Stabilitymentioning
confidence: 73%
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“…In addition to these two new species, the signals of free dmbpy (7.86, 7.74, and 7.37 ppm) and free mtpa (singlet at 2.10 ppm) were also found, thus confirming the competing photosubstitution of both dmbpy and mtpa. Although parallel photosubstitution of two distinct ligands has not been described very often, it has been observed recently in our group in a similar complex, [Ru(bpy)(dmbpy)(L-proline)]PF 6 [13].…”
Section: Photochemistry and Thermal Stabilitymentioning
confidence: 73%
“…All reactants and solvents were used without further purification. [13,23]. Sephadex LH-20 was used for the Size Exclusion Column (SEC) chromatography.…”
Section: Synthesismentioning
confidence: 99%
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“…Although parallel photorelease of two different ligands has not been often described, it has been observed recently in the complex [Ru(bpy)(dmbpy)(L‐proline)][PF 6 ], in which substitution of both dmbpy and l ‐proline occurred upon illumination …”
Section: Resultsmentioning
confidence: 99%
“…Thermal stability is an important feature of photoactivatable prodrugs, and the stabilityi nt he dark of all four complexes was studied in CH 3 CN by UV/Vis spectrophotometry. [33] Under air,s olutionso fc omplexes [3]PF 6 ,[ 4]PF 6 ,a nd [5]PF 6 in CH 3 CN did not show any significant changes in their UV/Vis spectra over 10 h, except for ag eneral increasei na bsorbance due to evaporation of the solvent ( Figure S5a-d). Thus, in CH 3 CN in the dark, neither oxidation nor thermal substitution of the N,S ligand by solventm olecules occurred.…”
Section: Thermal and Photochemical Stabilitiesmentioning
confidence: 99%