Correlation between the SOD-like activity of hexacoordinate iron(II) complexes and their Fe3+/Fe2+ redox potentials

Kripli, Balázs; Baráth, Gábor; Balogh-Hergovich, Éva; Giorgi, Michel; Simaan, A. Jalila; Pa̋rkányi, László; Pap, József S.; Kaizer, József; Speier, Gábor

doi:10.1016/j.inoche.2010.10.023

Cited by 22 publications

(33 citation statements)

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“…We observed an overall yield of 76 % which is comparable to the 71 % yield found by Speier and co-workers starting directly from phthalonitrile. [25] Compound 1 was dissolved in DMF for crystal growth via vapor diffusion with diethyl ether. Very long needle-like crystals formed that were suitable for structure elucidation by X-ray diffraction methods (see Figure 1 and Table 1).…”

Section: Resultsmentioning

confidence: 99%

“…These data provide important structural insight for DII based ligand systems and build on the synthetic work from Linstead, Speier, and others. [1,[25][26][27][28][29][30][31][32][33][34][35] These compounds may have useful applications in formation of new phthalocyanine-like chelates and resultant metal complexes and all of the compounds presented show significant hydrogen bonding in the solid-state. Our group will continue to explore the chemistry of DII in an effort to produce interesting ligand systems and new metal complexes.…”

Section: Discussionmentioning

confidence: 99%

“…[25][26][27][28][29][30] Their synthetic approach differs from the approach presented herein, as they produce 1 directly from phthalonitrile, whereas we isolate the intermediate product of DII prior to reaction with 2-aminobenzimidazole. While Speier and co-workers reported a series of metal complexes of 1, primarily for the purposes of electrochemical and catalytic studies, most of these compounds were not structurally elucidated via X-ray diffraction methods.…”

Section: Introductionmentioning

confidence: 99%

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Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolylimino)isoindoline

James¹,

Martić²,

Christopher³

2013

MHC

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Section: Resultsmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolylimino)isoindoline

James¹,

Martić²,

Christopher³

2013

MHC

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“…We have recently published new manganese(II) [6][7][8]28], iron(II) and (III) [15,19,27], and nickel(II) [28] complexes with the isoindoline-based ligands shown in Scheme 1. In those complexes, it was possible to control the redox potential of the metal center by varying the aryl substituent on the bis-iminoisoindoline moiety.…”

Section: Introductionmentioning

confidence: 99%

Redox properties of cobalt(II) complexes with isoindoline-based ligands

Pap

Kripli

Giorgi

et al. 2011

Transition Met Chem

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Cobalt bis-(N-arylimino)isoindolinates undergo electrostatic interactions with DNA or react with alkyl hydroperoxides to form ketones and alcohols. Redox behavior of the metal center should affect such reactivities; therefore, six neutral Co II (L) 2 complexes with L = bis-(Narylimino)isoindolinates have been synthesized to elucidate the effect of the aryl substituents on the redox potential of the metal center. Redox properties of various M II (L) 2 complexes (M = Mn, Fe, Co, Ni) are compared. Moreover, data are presented on the dismutation rates of superoxide radical anion (a knowingly sensitive reagent on the redox properties of the metal center) in the presence of the various Co II (L) 2 complexes among identical conditions.

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“…Isoindoline-1,3-diimine (1) is an NH-acid with three acidic H-atoms, which are involved in a tautomer equilibrium in solution [16] (Scheme 2).…”

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confidence: 99%

Multicomponent Transformation of Isoindoline‐1,3‐diimine (=1H‐Isoindole‐1,3(2H)‐diimine), Acetylenic Esters, and Triphenylphosphine to Novel Dihydropyrimido[2,1‐a]isoindole Derivatives

Baharfar

Mohajer

2012

Helvetica Chimica Acta

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The three-component reaction of the zwitterions generated from dialkyl acetylenedicarboxylates (¼ dialkyl but-2-ynedioates and triphenylphosphine (Ph 3 P) with isoindoline-1,3-diimine (¼ 1H-isoindole-1,3(2H)-diimine) is described (Scheme 1). This reaction affords the corresponding special type of substituted dihydropyrimido[2,1-a]isoindole derivatives in good yields without using any catalyst and activation (Table).Introduction. -In recent years, the construction of the hydropyrimidine frameworks has been the subject of numerous investigations [1], since six-membered pyrimidine and fused pyrimidine heterocycles are ubiquitous structural components of several natural products with a wide range of biological activities [2 -5]. Among them, pyrimidoindoles and pyrimidoisoindoles are well known for their potential biological and pharmacological activities, especially antitumor [6], cytotoxic [7], and anti-HIV [8] activities. Due to the biological activity of fused pyrimidines and the little attention paid to the synthesis of pyrimidoisoindole derivatives [9] [10], we wish herein to report, in continuation of our recent investigations [11 -15], a simple and efficient method for the preparation of novel dihydropyrimido[2,1-a]isoindole derivatives.

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Correlation between the SOD-like activity of hexacoordinate iron(II) complexes and their Fe3+/Fe2+ redox potentials

Cited by 22 publications

References 32 publications

Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolylimino)isoindoline

Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolylimino)isoindoline

Redox properties of cobalt(II) complexes with isoindoline-based ligands

Multicomponent Transformation of Isoindoline‐1,3‐diimine (=1H‐Isoindole‐1,3(2H)‐diimine), Acetylenic Esters, and Triphenylphosphine to Novel Dihydropyrimido[2,1‐a]isoindole Derivatives

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Correlation between the SOD-like activity of hexacoordinate iron(II) complexes and their Fe3+/Fe2+ redox potentials

Cited by 22 publications

References 32 publications

Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolyl­imino)isoindoline

Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolyl­imino)isoindoline

Redox properties of cobalt(II) complexes with isoindoline-based ligands

Multicomponent Transformation of Isoindoline‐1,3‐diimine (=1H‐Isoindole‐1,3(2H)‐diimine), Acetylenic Esters, and Triphenylphosphine to Novel Dihydropyrimido[2,1‐a]isoindole Derivatives

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Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolylimino)isoindoline

Investigations into the Coordination Chemistry of 1,3-Bis(2’-benzimidazolylimino)isoindoline