90770-88-0Relevant articles and documents
Sterically demanding methoxy and methyl groups in ruthenium complexes lead to enhanced quantum yields for blue light triggered photodissociation
Qu, Fengrui,Martinez, Kristina,Arcidiacono, Ashley M.,Park, Seungjo,Zeller, Matthias,Schmehl, Russell H.,Paul, Jared J.,Kim, Yonghyun,Papish, Elizabeth T.
, p. 15685 - 15693 (2018)
Ruthenium complexes containing a sterically congested metal center can serve as light activated prodrugs through photo-activated chemotherapy (PACT). In this work, we modified PACT agents containing 6,6′-dihydroxybipyridine (6,6′-dhbp) (Papish et al., Inorg. Chem., 2017, 56, 7519) by replacing it with a sterically bulky isoelectronic ligand, 6,6′-dimethoxybipyridine (6,6′-dmbp). The resulting complexes, [(phen)2Ru(6,6′-dmbp)]Cl2 (2OMe, phen = 1,10-phenanthroline) and [(dop)2Ru(6,6′-dmbp)]Cl2 (3OMe, dop = 2,3-dihydro-[1,4]dioxino[2,3-f][1,10]phenanthroline), have been fully characterized and display enhanced quantum yields for blue light triggered photodissociation of 0.024(6) and 0.0030(2), respectively. We have also synthesized 4OH = [(dmphen)2Ru(4,4′-dhbp)]Cl2 wherein dmphen = 2,9-dimethyl-1,10-phenanthroline and 4,4′-dhbp = 4,4′-dihydroxybipyridine. These ligands enhance steric bulk near the metal center and move the hydroxy groups further from the metal center, respectively. Complex 4OH displays a relatively low quantum yield of 0.0014(2). All of the new complexes (2OMe, 3OMe, 4OH) were tested in breast cancer cells (MDA-MB-231) and were non-toxic (IC50 > 100 μM). This has been interpreted in terms of unfavorable log(Do/w) values and furthermore photodissociation alone is insufficient for cytotoxicity. We also report the crystal structures of 4OH and 2OMe, the thermodynamic acidity of complex 4OH, and the redox potentials for all new complexes.
Electronic effects on reactivity and anticancer activity by half-sandwich N,N-chelated iridium(iii) complexes
Guo, Lihua,Zhang, Hairong,Tian, Meng,Tian, Zhenzhen,Xu, Yanjian,Yang, Yuliang,Peng, Hongwei,Liu, Peng,Liu, Zhe
supporting information, p. 16183 - 16192 (2018/10/04)
The synthesis and characterization of a series of organometallic half-sandwich N,N-chelated iridium(iii) complexes bearing a range of electron-donating and withdrawing substituents were described. The X-ray crystal structures of complexes 1, 3 and 5 have been determined. This work demonstrated how the aqueous chemistry, catalytic activity in converting coenzyme NADH to NAD+ and anticancer activity can be controlled and fine-tuned by the modification of the ligand electronic perturbations. In general, the introduction of an electron-withdrawing group (-Cl and-NO2) on the bipyridine ring resulted in increased anticancer activity, whereas an electron-donating group (-NH2,-OH and-OCH3) decreased the anticancer activity. Complex 6 bearing a strongly electron-withdrawing NO2 group displayed the highest anticancer activity (7.3 ± 1.2 μM), ca. three times as active as cisplatin in the A549 cell line. Notably, selective cytotoxicity for cancer cells over normal cells was observed for complexes 1 and 6. DNA binding does not seem to be the primary mechanism for cancer fighting. However, the aqueous chemistry, cell apoptosis and cell cycle, which show similar dependence on the ligand electronic perturbations as the anticancer activity, appear to together contribute to the anticancer potency of theses complexes. This work may provide an alternative strategy to enhance anticancer activity for these N,N-chelated organometallic half-sandwich iridium(iii) complexes.
NOVEL RUTHENIUM TYPE DYE AND PREPARATION THEREOF
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Paragraph 0047; 0054; 0055; 0056; 0057; 0058, (2017/01/02)
The present invention relates to a novel ruthenium-based dye and a producing method thereof and, more specifically, to a bipyridine-based ruthenium dye which prevents the interaction with I_2 of an electrolyte by introducing a hydrophobic group combined with oxygen into a ligand site, exhibits improved photoelectric conversion efficiency and long-term stability to greatly improve efficiency and lifespan of a solar cell, and is synthesized by a relatively simple method to reduce manufacturing costs. The bipyridine-based ruthenium dye of the present invention is used as a dye in a dye-sensitized solar cell (DSSC), and thus has higher efficiency and better long-term stability than existing dyes, thereby significantly improving efficiency of the solar cell.COPYRIGHT KIPO 2016
