9 research outputs found
The synthesis and biological applications of photo-activated ruthenium anticancer drugs
Conventional
chemotherapy often suffers from a lack of specificity, affecting both normal
and cancer cells. Light-activated drugs provide spatial and temporal control
over their activity, providing a possible solution for this problem. This
dissertation describes the synthesis and biological applications of
(blue/green/red) light-activated ruthenium polypyridyl drugs as potential
prodrugs against cancer. Metals in Catalysis, Biomimetics & Inorganic Material
d- Versus l-Glucose Conjugation: Mitochondrial Targeting of a Light-Activated Dual-Mode-of-Action Ruthenium-Based Anticancer Prodrug
Metals in Catalysis, Biomimetics & Inorganic Material
Synthesis of O-1-O-6 Substituted Positional Isomers of D-Glucose-Thioether Ligands and Their Ruthenium Polypyridyl Conjugates
Metals in Catalysis, Biomimetics & Inorganic Material
Effects of the Bidentate Ligand on the Photophysical Properties, Cellular Uptake, and (Photo)cytotoxicity of Glycoconjugates Based on the [Ru(tpy)(NN)(L)]2+ Scaffold
Ruthenium polypyridyl complexes have received widespread attention as potential chemotherapeutics in photodynamic therapy (PDT) and in photochemotherapy (PACT). Here, we investigate a series of sixteen ruthenium polypyridyl complexes with general formula [Ru(tpy)(NâN)(L)]+/2+ (tpy=2,2â˛:6â˛,2â˛â˛âterpyridine, NâN=bpy (2,2â˛âbipyridine), phen (1,10âphenanthroline), dpq (pyrazino[2,3âf][1,10]phenanthroline), dppz (dipyrido[3,2âa:2â˛,3â˛âc]phenazine, dppn (benzo[i]dipyrido[3,2âa:2â˛,3â˛âc]phenazine), pmip (2â(4âmethylphenyl)â1Hâimidazo[4,5âf][1,10]phenanthroline), pymi ((E)âNâphenylâ1â(pyridinâ2âyl)methanimine), or azpy (2â(phenylazo)pyridine), L=Clâ or 2â(2â(2â(methylthio)ethoxy)ethoxy)ethylâβâdâglucopyranoside) and their potential for either PDT or PACT. We demonstrate that although increased lipophilicity is generally related to increased uptake of these complexes, it does not necessarily lead to increased (photo)cytotoxicity. However, the nonâtoxic complexes are excellent candidates as PACT carriers.Metals in Catalysis, Biomimetics & Inorganic Material
A Red-Light-Activated Ruthenium-Caged NAMPT Inhibitor Remains Phototoxic in Hypoxic Cancer Cells
Metals in Catalysis, Biomimetics & Inorganic Material
Synthesis of Well-Defined Adenosine Diphosphate Ribose Oligomers
Bio-organic Synthesi
Photochemical Resolution of a Thermally Inert Cyclometalated Ru(phbpy)(NâN)(Sulfoxide)+ Complex
In this work a photosubstitution strategy is presented that can be used for the isolation of chiral organometallic complexes. A series of five cyclometalated complexes Ru(phbpy)(NâN)(DMSO-ÎşS)](PF6) ([1]PF6-[5]PF6) were synthesized and characterized, where Hphbpy = 6â˛-phenyl-2,2â˛-bipyridyl, and NâN = bpy (2,2â˛-bipyridine), phen (1,10-phenanthroline), dpq (pyrazino[2,3-f][1,10]phenanthroline), dppz (dipyrido[3,2-a:2â˛,3â˛-c]phenazine, or dppn (benzo[i]dipyrido[3,2-a,2â˛,3â˛-c]phenazine), respectively. Due to the asymmetry of the cyclometalated phbpyâ ligand, the corresponding [Ru(phbpy)(NâN)(DMSO-ÎşS)]+complexes are chiral. The exceptional thermal inertness of the RuâS bond made chiral resolution of these complexes by thermal ligand exchange impossible. However, photosubstitution by visible light irradiation in acetonitrile was possible for three of the five complexes ([1]PF6-[3]PF6). Further thermal coordination of the chiral sulfoxide (R)-methyl p-tolylsulfoxide to the photoproduct [Ru(phbpy)(phen)(NCMe)]PF6, followed by reverse phase HPLC, led to the separation and characterization of the two diastereoisomers of [Ru(phbpy)(phen)(MeSO(C7H7))]PF6, thus providing a new photochemical approach toward the synthesis of chiral cyclometalated ruthenium(II) complexes. Full photochemical, electrochemical, and frontier orbital characterization of the cyclometalated complexes [1]PF6-[5]PF6 was performed to explain why [4]PF6 and [5]PF6 are photochemically inert while [1]PF6-[3]PF6 perform selective photosubstitution.Metals in Catalysis, Biomimetics & Inorganic Material