A new probe of solvent accessibility of bound photosensitizers. 1. Ruthenium(II) and osmium(II) photosensitizers in sodium lauryl sulfate micelles

Hauenstein, B. L.; Dressick, Walter J.; Buell, Scott L.; Demas, J. N.; DeGraff, Β. A.

doi:10.1021/ja00351a023

Cited by 85 publications

(54 citation statements)

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“…It has been found that the k nr values for Os(II) and Ru(II) complexes in hydroxylic solvents are much higher than the trend observed in polar organic solvents, with H 2 O having the most dramatic effect [26][27][28][29]. It has been shown that the k nr of [Os(bpy) 3 ] 2+ and [Os(phen) 3 ] 2+ in H 2 O are large compared with those in D 2 O despite the same emission energy [26] (where phen = 1,10-phenanthroline).…”

Section: Resultsmentioning

confidence: 92%

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Production and characterization of a polyclonal antibody for Os(II) and Ru(II) polypyridyl complexes

O'Connor

Killard

O’Kennedy

et al. 2006

Journal of Inorganic Biochemistry

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The characterization of a polyclonal antibody produced via immunization with an [Os(bpy)(2)dcbpy] hapten is described. Bpy is 2,2'-bipyridine and dcbpy is 2,2'-bipyridine-4,4'-dicarboxylic acid. The cross-reactivity of the antibody for the Ru(II) analogue of the hapten was also investigated. Large increases in the emission and luminescent lifetime of a series of Os and Ru complexes were observed on binding of the antibody. Association equilibrium constants were derived from luminescence titration data and were found to be 5.6 x 10(8) and 5.0 x 10(8)M(-1) for [Os(bpy)(2)dcbpy] and [Ru(bpy)(2)dcbpy], respectively. Spectroscopic changes were likely due to the exclusion of H(2)O from the complex/antibody binding cleft and blocking of vibrational relaxation pathways of the Os/Ru excited state. D(2)O/H(2)O experiments confirmed that the antibody protected approx. 82% of [Os(bpy)(2)dcbpy] and 80% of [Ru(bpy)(2)dcbpy] from excited state deactivation by the aqueous solvent.

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Section: Resultsmentioning

confidence: 92%

“…The non-radiative rate constant (k nr ) and emission energy of Os(II) and Ru(II) polypyridyls are strongly solvent-dependent [26][27][28][29]. k nr experiences a dramatic increase in hydroxylic solvents with a corresponding decrease in emission energy.…”

Section: Resultsmentioning

confidence: 99%

Production and characterization of a polyclonal antibody for Os(II) and Ru(II) polypyridyl complexes

O'Connor

Killard

O’Kennedy

et al. 2006

Journal of Inorganic Biochemistry

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“…Hydrophobic interactions between the enantiomeric complexes and polyelectrolyte may induce changes in the excited state properties either due to electrostatic association or intercalation. 42 Cationic complexes usually bind to DNA noncovalently as the cationic core of the complexes exerts a strong electrostatic attraction to the anionic phosphate backbone of DNA, thus precluding substantial overlap with the base pairs leading to a higher emission intensity indicative of electrostatic binding to the DNA. It is interesting to note that an increase in emission intensity yields the electrostatic association.…”

Section: Steady-state Emission Titrationmentioning

confidence: 99%

A mechanistic approach for the DNA binding of chiral enantiomeric L‐ and D‐tryptophan‐derived metal complexes of 1,2‐DACH: Cleavage and antitumor activity

Arjmand

Muddassir

2010

Chirality

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A new chiral series of potential antitumor metal-based complexes 1-3(a and b) of L- and D-tryptophan have been synthesized and thoroughly characterized. Both enantiomers of 1-3 bind DNA noncovalently via phosphate interaction with slight preference of metal center for covalent coordination to nucleobases. The K(b) values of L-enantiomer, however, possess higher propensity for DNA binding in comparison with the D-enantiomeric analogs. The relative trend in K(b) values is as follows: 2(a) > 2(b) > 3(a) > 1(a) > 3(b) > 1(b). These observations together with the findings of circular dichoric and fluorescence studies reveal maximal potential of L-enantiomeric form of copper complex to bind DNA, thereby exerting its therapeutic effect. The complex 2a exhibits a remarkable DNA cleavage activity with pBR322DNA in the presence of different activators such as H(2) O(2) , ascorbic acid, 3-mercaptopropionic acid, and glutathione, suggesting the involvement of active oxygen species for the DNA scission. In vitro anticancer activity of complexes 1-3(a) were screened against 14 different human carcinoma cell lines of different histological origin, and the results reveal that 2a shows significant antitumor activity in comparison with both 1a and 3a and is particularly selective for MIAPACA2 (pancreatic cancer cell line).

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“…Accordingly, no acceptable agreement between measured and calculated (or experimental) partition coefficients of such solutes was observed. It is also worthwhile to mention that the mechanism of binding of the cationic chelates to micelles is far more complicated than in the case of neutral complexes, and might involve the location of ligands in differing regions of the micelle [40]. As can be seen in Table 3, three of four sets of log P values involved in computation work fairly well as descriptors of micellar-mediated retention; this is a striking result given that most of the neutral metal complexes of interest have a good deal diverse ligand structure (see Fig.…”

Section: Correlation Analysismentioning

confidence: 99%

Application of micellar and microemulsion electrokinetic chromatography for characterization of gallium(III) complexes of pharmaceutical significance

Timerbaev

Vasylenko

Foteeva

et al. 2007

J of Separation Science

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CE with conventional UV detection has recently been shown as a highly effective means to assaying cytotoxic gallium(III)-based compounds with regard to desirable drug-like properties such as the stability and binding to serum proteins. In this extension of that work, different CE techniques are used to further characterize a given set of gallium coordination compounds with established antiproliferating efficacy. Using free-zone CE mode, the electrophoretic profiles of complexes are recorded in order to assess their actual charge state under physiological buffer conditions. Micellar and microemulsion electrokinetic chromatographic techniques are tested as tools for the rapid estimation of the n-octanol-water partition coefficient (log P) that provides a rationale estimate of a drug's ability to cross biological membranes. A range of electrolyte buffer systems with varying (both in the nature and concentration) organic modifiers are examined to evaluate their effect on the relationship between experimental or calculated log P and the retention factors of compounds (log k'). Both methods were found to be better applicable for neutral than for cationic Ga complexes, the microemulsion mode demonstrating superior lipophilicity estimations as well as statistically meaningful log P versus log k' correlations when all the complexes were included in one regression set.

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A new probe of solvent accessibility of bound photosensitizers. 1. Ruthenium(II) and osmium(II) photosensitizers in sodium lauryl sulfate micelles

Cited by 85 publications

References 0 publications

Production and characterization of a polyclonal antibody for Os(II) and Ru(II) polypyridyl complexes

Production and characterization of a polyclonal antibody for Os(II) and Ru(II) polypyridyl complexes

A mechanistic approach for the DNA binding of chiral enantiomeric L‐ and D‐tryptophan‐derived metal complexes of 1,2‐DACH: Cleavage and antitumor activity

Application of micellar and microemulsion electrokinetic chromatography for characterization of gallium(III) complexes of pharmaceutical significance

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