Immobilized ruthenium complexes and aspects of their reactivity

Tfouni, Elia; Doro, Fábio Gorzoni; Gomes, Abel; Silva, Roberto Santana da; Metzker, Gustavo; Benini, Patricia Graça Zanichelli; Franco, Douglas Wagner

doi:10.1016/j.ccr.2009.10.011

Cited by 72 publications

(102 citation statements)

References 139 publications

(282 reference statements)

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“…It is important to note that ruthenium nitrosyl complexes have been extensively explored as nitric oxide donors and/or photoreleasers [12][13][14][15]. However, the mechanism of this process is very different, involving a photoredox reaction that oxidizes the Ru(II) complex to Ru(III) prior to the photorelease.…”

Section: Introductionmentioning

confidence: 99%

Ruthenium polypyridyl phototriggers: from beginnings to perspectives

Zayat

Filevich

Baraldo

et al. 2013

Phil. Trans. R. Soc. A.

104

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Octahedral Ru(II) polypyridyl complexes constitute a superb platform to devise photoactive triggers capable of delivering entire molecules in a reliable, fast, efficient and clean way. Ruthenium coordination chemistry opens the way to caging a wide range of molecules, such as amino acids, nucleotides, neurotransmitters, fluorescent probes and genetic inducers. Contrary to other phototriggers, these Ru-based caged compounds are active with visible light, and can be photolysed even at 532 nm (green), enabling the use of simple and inexpensive equipment. These compounds are also active in the two-photon regime, a property that extends their scope to systems where IR light must be used to achieve high precision and penetrability. The state of the art and the future of ruthenium polypyridyl phototriggers are discussed, and several new applications are presented.

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Section: Introductionmentioning

confidence: 99%

Ruthenium polypyridyl phototriggers: from beginnings to perspectives

Zayat

Filevich

Baraldo

et al. 2013

Phil. Trans. R. Soc. A.

104

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“…Among the NO donors, ruthenium nitrosyl complexes are particularly attractive because they are stable, can be either water soluble or not, deliver NO at different rates upon activation by reduction at biologically accessible potentials and/or by light irradiation, in either solution or matrices. [14][15][16][17][18]34,[40][41][42][43][44][45][46][47][48][49] These properties can be tuned by the adequate choice of ligands. 14,18 It should be pointed out that interesting biological activities for several of these complexes have already been reported.…”

Section: Introductionmentioning

confidence: 99%

“…; mac = tetraazamacrocycle). 14,18,41,45 The tetraazamacrocyclic Ru II and Ru III complexes exhibit some unusual features compared to alicyclic analogues. 18 One of their fundamental properties is the size of the macrocyclic ring.…”

Section: Introductionmentioning

confidence: 99%

Chemical and photochemical properties of a ruthenium nitrosyl complex with the N-monosubstituted cyclam 1-(3-Propylammonium)-1,4,8,11-tetraazacyclotetradecane

Ferreira¹,

Tfouni²

2010

J. Braz. Chem. Soc.

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O complexo aminofuncionalizado trans-[Ru(NO)Cl(1-pramcyH)](PF 6 ) 3 (1-pramcyH = 1-(3-propilamônio)-1,4,8,11-tetraazaciclotetradecano) foi sintetizado através da reação do trans-[RuCl(tfms)(1-pramcyH)](tfms) 2 (tfms = trifluorometanossulfonato) com óxido nítrico (NO) em solução aquosa ácida. O complexo foi caracterizado por análise elementar, espectroscópica (UVvis, IV, RMN de 1 H e 13 C) e eletroquímica. Dois valores de pK a (7,0 e 8,2) foram determinados para trans- [Ru(NO) ](PF 6 ) 3 e foram atribuídos a um dos prótons do grupo amina do cyclam e ao propilamônio. A redução do trans- [Ru(NO) ] 3+ leva à saída rápida de cloreto seguida de saída lenta de NO, enquanto a irradiação do complexo em solução aquosa desaerada resulta na labilização fotoquímica do NO. O rendimento quântico para a fotoaquação do NO diminui com o aumento do comprimento de onda de irradiação e com a diminuição do pH, e é observável apenas a l irr < 370 nm. O comportamento do trans- [Ru(NO) ] 3+ é semelhante ao do complexo análogo trans- [Ru(NO) Cl(cyclam)] 2+ , porém difere daquele do complexo com carboxipropil como substituinte.The amine-functionalized trans- [Ru(NO) ](PF 6 ) 3 complex (1-pramcyH = 1-(3-propylammonium)-1,4,8,11-tetraazacyclotetradecane) was synthesized from trans- [RuCl(tfms) (1-pramcyH)](tfms) 2 (tfms = trifluoromethanesulfonate) in acidic aqueous solution in the presence of nitric oxide (NO). The complex was characterized by elemental, spectroscopic (UV-Vis, IR, 1 H and 13 C NMR) and electrochemical analyses. Two pK a values (7.0 and 8.2) were estimated for trans- [Ru(NO) ](PF 6 ) 3 and were assigned to one of the cyclam nitrogen protons and to the protonated aminopropyl group. Reduction of trans- [Ru(NO) ] 3+ results in rapid loss of chloride followed by slower loss of NO, while irradiation of the complex in aqueous deaerated conditions suggests photochemical labilization of NO. The quantum yields for NO photoaquation decrease as the irradiation wavelength increases, being noticeable only at l irr < 370 nm, and increase as pH increases. The behavior of trans- [Ru(NO) ] 3+ , which contains an aminopropyl substituted cyclam, parallels that reported for the analogous complex with the unsubstituted ligand, but differs from that described for the complex in which carboxypropyl is the substituent. Keywords: nitrosyl, ruthenium, nitric oxide donor, substituted cylam, mono-N-functionalized cyclam IntroductionThe discovery of the participation of nitric oxide (NO) in a wide range of physiological processes and pathologies 1 has launched investigations on NO donors, including metal nitrosyl complexes in solution or immobilized in matrices, aiming at the understanding of both fundamental aspects and biological activity for potential applications. Among the NO donors, ruthenium nitrosyl complexes are particularly attractive because they are stable, can be either water soluble or not, deliver NO at different rates upon activation by reduction at biologically accessible Chemical and Photochemical Properties of a Ruthenium Nitrosyl...

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“…Together with other types of matrices (Tfouni et al, 2010;Seabra, Durán, 2010;Saraiva et al, 2011;Riccio, Schoenfisch, 2012), dendrimers have been used as NOreleasing carriers platforms (Taite, West, 2006;Stasko, Schoenfisch, 2006;Stasko, Fischer, Schoenfisch, 2008;Benini, McGarvey, Franco, 2008;Lu et al, 2011). One of the advantages of the NO-donors dendrimers over others NO carriers systems is their ability of storage high concentrations of nitric oxide per unit of drug carrier.…”

Section: Dendrimers As a Platform For No Transportmentioning

confidence: 99%

“…A reasonable volume of the current research have been focused on attaching NO releasing compounds to different platforms (Eroy-Reveles, Mascharak, 2010;Tfouni et al, 2010;Seabra, Durán, 2010;Riccio, Schoenfisch, 2012;Jen et al, 2012), as nanoparticles (Friedman et al, 2008;Seabra, Durán, 2010), silica gel (Zanichelli, Sernaglia, Franco, 2006;Doro, Rodrigues-Filho, Tfouni, 2007), xerogels and dendrimers (Stasko, Schoenfisch, 2006;Stasko, Fischer, Schoenfisch, 2008;Benini, McGarvey, Franco, 2008;Lu et al, 2011). These strategies aimed to improve NO-donors stability (Lu et al, 2011), promote a high payload of nitric oxide on a single platform (Stasko, Schoenfisch, 2006;Stasko, Fischer, Schoenfisch, 2008) and achieve specific targets (Taite, West, 2006).…”

Section: Introductionmentioning

confidence: 99%

Nitric oxide releasing-dendrimers: an overview

Roveda

Franco

2013

Braz. J. Pharm. Sci.

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Platforms able to storage, release or scavenge NO in a controlled and specific manner is interesting for biological applications. Among the possible matrices for these purposes, dendrimers are excellent candidates for that. These molecules have been used as drug delivery systems and exhibit interesting properties, like the possibility to perform chemical modifications on dendrimers surface, the capacity of storage high concentrations of compounds of interest in the same molecule and the ability to improve the solubility and the biocompatibility of the compounds bonded to it. This review emphasizes the recent progress in the development and in the biological applications of different NO-releasing dendrimers and the nitric oxide release pathways in these compounds.

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Immobilized ruthenium complexes and aspects of their reactivity

Cited by 72 publications

References 139 publications

Ruthenium polypyridyl phototriggers: from beginnings to perspectives

Ruthenium polypyridyl phototriggers: from beginnings to perspectives

Chemical and photochemical properties of a ruthenium nitrosyl complex with the N-monosubstituted cyclam 1-(3-Propylammonium)-1,4,8,11-tetraazacyclotetradecane

Nitric oxide releasing-dendrimers: an overview

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