Novel peroxidase mimics: μ-Aqua manganese–Schiff base dimers

Bermejo, Manuel R.; Fernández, M. Isabel; Noya, Ana María González; Maneiro, Marcelino; Pedrido, Rosa; Rodríguez, Miguel; Garcı́a-Monteagudo, Juán C.; Donnadieu, Bruno

doi:10.1016/j.jinorgbio.2006.04.012

Cited by 37 publications

(40 citation statements)

References 38 publications

(51 reference statements)

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“…Our previous findings in this field indicate a better catalytic behaviour when the substrate molecule is easily coordinated by the manganese complex, and this is favoured if the peroxidase mimic has either a vacancy in the coordination sphere or a labile ligand [14,15]. For the complexes used in this study, the high efficiency as peroxidase mimics found for complexes 1 and 2 can be explained in this sense.…”

Section: Complexsupporting

confidence: 63%

“…In this way, a correlation between the factor of tetragonal elongation and peroxidase activity has been already reported [14,15]. This tetragonal elongation may be calculated as the ratio between the manganese-axial oxygen distances and the manganese-equatorial oxygen distances of the complexes with known structures solved by X-ray crystallography (complex 1 and complexes 4-22).…”

Section: Complexmentioning

confidence: 81%

“…During our search for new metal catalysts containing salen-type ligands, we have observed a better catalytic behaviour when the substrate molecule can be easily coordinated by the complex and this is favoured when the catalyst has either a vacancy in the coordination sphere or a labile ligand [14][15][16][17]. To achieve this, a careful design of the environment around the metal ion is necessary.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies

Bermejo

Carballido

Fernández-García

et al. 2017

Journal of Chemistry

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The condensation of 3-methoxy-2-hydroxybenzaldehyde and the diamines 1,2-diphenylendiamine, 1,2-diamine-2-methylpropane and 1,3-propanediamine yielded the dianionic tetradentate Schiff base ligands N,N -bis(2-hydroxy-4-methoxybenzylidene3 ) respectively. The organic compounds H 2 L 1 and H 2 L 2 have been characterized by elemental analysis, IR, 1 H and 13 C NMR spectroscopies and mass spectrometry electrospray (ES). The crystal structure of H 2 L 2 in solid state, solved by X-ray crystallography, is highly conditioned in the solid state by two N-H•••N intramolecular interactions. The synthesis of three new manganese(III) complexes 1-3, incorporating these ligands, H 2 L 1 -H 2 L 3 , and dicyanamide (DCA), is reported. The complexes 1-3 have been physicochemically characterized by elemental analysis, IR and paramagnetic 1 H NMR spectroscopy, ESI mass spectrometry, magnetic moment at room temperature and conductivity measurements. Complex 1 has been crystallographically characterized. The X-ray structure shows the self-assembly of the Mn(III)-Schiff base-DCA complex through -aquo bridges between neighbouring axial water molecules and also by -stacking interactions, establishing a dimeric structure. The manganese complexes were also tested as peroxidase mimics for the H 2 O 2 -mediated reaction with the water-soluble trap ABTS, showing complexes 1-2 relevant peroxidase activity in contrast with 3. The rhombicity around the metal ion can explain this catalytic behaviour.

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Section: Complexsupporting

confidence: 63%

Section: Complexmentioning

confidence: 81%

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies

Bermejo

Carballido

Fernández-García

et al. 2017

Journal of Chemistry

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“…Schiff base ligands with nitrogen and oxygen donor atoms may provide a chemical environment which can mimic the coordination spheres of manganese in biological systems better than any other ligand type. A whole host of manganese Schiff base complexes have been reported in this context during the last few decades [19][20][21][22][23][24][25][26][27]. Among these, there is a sizeable number of complexes of the salpn…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Crystal Structure of [MnIII(5-Br-salpn)(D

S¹,

Basheer²,

Shyla³

2013

International Journal of Inorganic Chemistry

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e title compound was synthesized by the reaction between a manganese(II) carboxylate and the tetradentate Schiff base ligand, 5-Br-salpnH 2 [N,N ′ -bis(5-Br-salicylidene)-1,3-diaminopropane] produced in situ. e complex crystallizes in the P2 1 /c space group with unit cell dimensions 12 (10), 12 (10), 2 (3), , 1 2 1 (10), and . e manganese(III) ion is in a distorted octahedral environment with longer axial bonds.

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“…7,8 They suggested that highly symmetric environments of the metal center could dimerize by itself or via exogenous axial ligand during the catalytic process, fulfilling the requirements of the peroxidase activity. [7][8][9] Guilherme et al recently reported a mononuclear manganese(II) complex, fully-coordinated by two N,N-bis (2-pyridylmethyl)amine (bmpa) ligands, to exhibit catalase-like function. 10 The authors proposed that one of the two pyridyl groups in one of two bmpa ligands was labile to form a high valent Mn(IV)=O intermediate or to form a dimer bridged by a hydrogen peroxide for the catalytic process.…”

Section: Introductionmentioning

confidence: 99%

Structure and Heme-Independent Peroxidase Activity of a Fully-Coordinated Mononuclear Mn(II) Complex with a Schiff-Base Tripodal Ligand Containing Three Imidazole Groups

Sarkar¹,

Moon²,

Lah³

et al. 2010

Bulletin of the Korean Chemical Society

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New complex [Mn(II)H1.5L]2[Mn(II)H3L]2(ClO4)5·3H2O (1), where H3L is tris{2-(4-imidazolyl)methyliminoethyl} amine (imtren), has been prepared by reacting manganese(II) perchlorate hexahydrate with the imtren ligand in methanol. X-ray crystallographic study revealed that the imtren ligand hexadentately binds to Mn(II) ion through the three Schiff-base imine N atoms and three imidazole N atoms with a distorted octahedral geometry, and the apical tertiary amine N atom of the ligand pseudo-coordinates to Mn(II), forming overall a pseudo-seven coordination environment. The hydrogen-bonds between imidazole and imidazolate of [Mn(II)H1.5L] 0.5+ complex ions are extended to build a 2D puckered network with trigonal voids. [Mn(II)H3L] 2+ complex ions constitutes another extended 2D puckered layer without hydrogen bonds. Two layers are wedged each other to constitute overall stack of the crystal. Peroxidase activity of complex 1 was examined by observing the oxidation of 2,2'-azinobis(3-ethylbenzothiazoline)-6-sulfonic acid (ABTS) with hydrogen peroxide in the presence of complex 1. Generation of ABTS +• was observed by UV-vis and EPR spectroscopies, indicating that the complex 1, a fully-coordinated mononuclear Mn(II) complex with nitrogen-only ligand, has a heme-independent peroxidase activity.

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Novel peroxidase mimics: μ-Aqua manganese–Schiff base dimers

Cited by 37 publications

References 38 publications

Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies

Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies

Synthesis and Crystal Structure of [MnIII(5-Br-salpn)(D

Structure and Heme-Independent Peroxidase Activity of a Fully-Coordinated Mononuclear Mn(II) Complex with a Schiff-Base Tripodal Ligand Containing Three Imidazole Groups

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