Contents JournalofInorganicBiochemistry

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Volume 117, December 2012

Lanthanum chloride inhibits both the cytosolic and mitochondrial thioredoxin reductase, while glutathione reductase is completely insensitive. Comparison of the electrostatic surface potential suggests that the presence of a trivalent cation such as La³⁺(right) increases the positively charged area (blue) in a region closed to the NADPH binding site of the enzyme surface.

Regular papers

Contents lists available at SciVerse ScienceDirect

Journal of Inorganic Biochemistry

j o u r n a l h o m e p a g e : w w w. e l s ev i e r. c o m / l o c a t e / j i n o r g b i o

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Maria Lalia-Kantouri, Maria Gdaniec, Theodora Choli-Papadopoulou,

Andreas Badounas, Christos D. Papadopoulos, Agnieszka Czapik, George D. Geromichalos, Despina Sahpazidou, Fani Tsitouroudi Journal of Inorganic Biochemistry 117 (2012) 25–34

Effect of cobalt(II) complexes with dipyridy- lamine and salicylaldehydes on cultured tumor and non-tumor cells: Synthesis, crystal structure investigations and biological activity

Eight mixed-ligand complexes [Co(X-salo) (dpamH)2]⁺andtheprecursors[Co(dpamH)3] Br₂ and [Co(dpamH)₂Cl(H₂O)]Cl were characterized by spectroscopy and X-ray crystallography. Thein vitroevaluation for their efﬁcacy as anticancer agents, against different cancer human cell lines, was undertaken using the SRB method.

PetraŽivec, Franc Perdih, Iztok Turel, Gerald Giester, George Psomas

Different types of copper complexes with the quinolone antimicrobial drugs oﬂoxacin and norﬂoxacin: Structure, DNA- and albumin- binding

Subramaniyam Rajalakshmi,

Thomas Weyhermüller, Murugan Dinesh, Balachandran Unni Nair

Copper(II) complexes of terpyridine derivatives:

A footstep towards development of antiprolife- rative agent for breast cancer

• Two Cu(II) complexes of terpyridyl derivatives have been synthesized and both showed cytotoxic effect towards cancer cell line and less toxic effect on VERO cells.

• Complex 2 whose IC50 is half of complex1was further examined and found that2undergoes apoptosis via the mitochondrial mediated pathway.

József S. Pap, Balázs Kripli, István Bors, Dániel Bogáth, Michel Giorgi, József Kaizer, Gábor Speier

Transition metal complexes bearingﬂexible N3or N3O donor ligands: Reactivity toward superoxide radical anion and hydrogen peroxide

Facial (Fe) and meridional (Cu) geometry extremes are either possible withﬂexible N3and N3O ligands in complexes that show various activity in SOD-like, catalase- like reactions and bleaching reaction of morin. Considerable catalase-like activity is paired with efﬁcient oxidation of morin.

Common intermediates may be responsible for each reactivity.

Three novel copper(II) complexes with the quinolone antibacterial agents norﬂoxacin and oﬂoxacin have been characterized and their ability to bind to biomolecules has been evaluated. Copper complexes can bind to CT DNA and exhibit good binding propensity to human or bovine serum albumin protein having relatively high binding constant values.

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Zhigang Zhang, Aiyun Chai

Core-shell magnetite-silica composite nanoparticles enhancing DNA damage induced by a photoactive platinum-diimine complex in red light

Core-shell magnetite-silica composite nanoparticleswerepreparedandusedascarriers of a photoactive platinum diimine complex.

The interactions of the photosensitizer- loaded nanoparticles with DNA suggest that high doses of nanoparticles might damage DNA, therefore enhancing the extent of DNA damage caused by the metal complex in red light.

Kengo Onishi, Mizuho Douke, Taisuke Nakamura, Youta Ochiai, Naoki Kakusawa, Shuji Yasuike, Jyoji Kurita, Chika Yamamoto, Masatoshi Kawahata, Kentaro Yamaguchi, Tatsuo Yagura Journal of Inorganic Biochemistry 117 (2012) 77–84

A novel organobismuth compound, 1-[(2-di- p-tolylbismuthanophenyl)diazenyl]pyrrolidine, induces apoptosis in the human acute promyelocytic leukemia cell line NB4 via reactive oxygen species

A novel 1-[(2-di-p-tolylbismuthanophenyl) diazenyl]pyrrolidine(4), which has 1-(phe- nyldiazenyl)pyrrolidine substituent in a benzene ring of tri(p-tolyl)bismuthane, was synthesized and tested for biological activity toward human tumor cell lines.4 exhibited strong anti-leukemia activityin vitrovia reactive oxygen species. Unexpect- edly, 1-[(2-di-p-tolylstibanophenyl)diazenyl]pyrrolidine, the compound containing antimony in place of bismuth, showed no cytotoxic activity.

Sin Hang Lee

Detection of human papillomavirus (HPV) L1 gene DNA possibly bound to particulate aluminum adjuvant in the HPV vaccine Gardasil®

Human papillomavirus (HPV) L1 gene DNA fragments were detected by degenerate primer PCR in all 16 Gardasil® vaccine samples tested. The HPV DNA was possibly attached to the insoluble amorphous aluminum hydroxyphosphate sulfate (AAHS) adjuvantﬁrmly via a chemical bond. DNA sequencingconﬁrmedthattheDNAfragments detected were those of an HPV-11 L1 gene or an HPV-18 L1 gene, or a mixture of both.

Agnieszka Wojciechowska, Anna Gągor, RafałWysokiński, Agnieszka Trusz-Zdybek Journal of Inorganic Biochemistry 117 (2012) 93–102

Synthesis, structure and properties of [Zn(L-Tyr)2

(bpy)]₂⋅3H₂O·CH₃OH complex: Theoretical, spectroscopic and microbiological studies

The crystal structure of [Zn(L-Tyr)2

(bpy)]2·3H2O·CH3OH (1) was determined and the spectroscopic properties as well as thetheoretical dataofthemolecularstructure were studied. The biological activities of complex1against fungi (F. solani,P. verrucosum, A.ﬂavus)andbacterialstrains(E.coli,P.ﬂuorescens, S. marcescens,B. subtilis) were also investigated.

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Hiroaki Isago, Harumi Fujita, Tamotsu Sugimori

The synthesis and spectral investigation of a novel highly water-soluble, aggregation-free antimony(V)-phthalocyanine absorbing light in optical therapeutical window

A highly water-soluble antimony– phthalocyanine, unlike its copper and metal- free analogues, has been found aggregation- free in water without surfactant or alcohol, on the basis of optical absorption and emission spectroscopy.

Alessio Terenzi, Laura Tomasello, Angelo Spinello, Giuseppe Bruno, Carla Giordano, Giampaolo Barone Journal of Inorganic Biochemistry 117 (2012) 103–110

(Dipyrido[3,2-a:2′,3′-c]phenazine)(glycinato) copper(II) perchlorate: A novel DNA-intercalator with anti-proliferative activity against thyroid cancer cell lines

DNA binding and cytotoxic activity toward human thyroid cancer cells of a novel copper(II) complex of dppz and glycinato.

F. Ruipérez, J.I. Mujika, J.M. Ugalde, C. Exley, X. Lopez

Pro-oxidant activity of aluminum: Promoting the Fenton reaction by reducing Fe(III) to Fe(II)

A theoretical study of the favorable redox reaction between Al-superoxide complex and Fe(III) is presented. The results may help in the explanation of the experimen- tally observed pro-oxidant activity of aluminum and the enhanced redox activity of iron in the presence of aluminum.

Lirong He, Sumei Cai, Bo Wu, Changdao Mu, Guangzhao Zhang, Wei Lin

Trivalent chromium and aluminum affect the thermostability and conformation of collagen very differently

US-DSC thermograms showed significantly different effects of Cr³⁺and Al³⁺on acid soluble collagen (ΔH,Tm,Cp). These differ- ences can be explained by specific ion effect following the concept of matching water affinities. Neither Cr³⁺nor Al³⁺destroyed the collagen triple helix but induced different molecular aggregation morphologies.

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Eszter Márta Nagy, Sergio Sitran, Monica Montopoli, Monica Favaro, Luciano Marchiò, Laura Caparrotta, Dolores Fregona

Zinc(II) complexes with dithiocarbamato derivatives: Structural characterisation and biological assays on cancerous cell lines

Tomoki Kimura, Kengo Yoshida, Chika Yamamoto, Minako Suzuki, Tomoko Uno, Masakazu Isobe, Hiroshi Naka, Shuji Yasuike, Masahiko Satoh, Toshiyuki Kaji, Masanobu Uchiyama

Bis(L-cysteinato)zincate(lI) as a coordination compound that induces metallothionein gene transcription without inducing cell-stress-related gene transcription

Xianmei Shang, Elisabete C.B.A. Alegria, M. Fátima C. Guedes da Silva,

Maxim L. Kuznetsov, Qingshan Li, Armando J.L. Pombeiro

Redox-active cytotoxic diorganotin(IV) cycloalkylhydroxamate complexes with different ring sizes: Reduction behaviour and theoretical interpretation

Vesna B. Medaković, Goran A. Bogdanović, MilošK. Milčić, Goran V. Janjić,

Snežana D. Zarić

CH/πinteractions in metal–porphyrin complexes with pyrrole and chelate rings as hydrogen acceptors

Analysis of CH/π interactions in metal porphyrinato complexes show stronger interactions with six-membered chelate rings than withﬁve-membered pyrrole rings.

Hereby, we report the results on the synthesis, characterisation andin vitrocytotoxic activity assays of newbis(dithiocarbamato)zinc(II) complexes derived from methyl-, ethyl and tert-buthylsarcosine ester. Some of the metal complexes have cytotoxicity levels comparable orevengreaterthanthereferencedrug(cisplatin) on numerous human tumour cell lines.

Zinc coordination compounds may serve as speciﬁc zinc protein functional modulators.

We found that, from a library of 30 zinc coordination compounds, bis(L-cysteinato) zincate(lI), designated Z01, functioned as a metallothionein (MT) inducer. Z01 induced MT expression mediated by the transcription factor MTF-1, without inducing cell-stress- related heme oxygenase-1 gene expression.

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Dmitri Y. Lando, Elena N. Galyuk, Chun-Ling Chang, Chin-Kun Hu

Temporal behavior of DNA thermal stability in the presence of platinum compounds.

Role of monofunctional and bifunctional adducts

Cristina Aliende, Mercedes Pérez-Manrique, Félix A. Jalón, Blanca R. Manzano,

Ana M. Rodríguez, José Vicente Cuevas, Gustavo Espino, Mª. Ángeles Martínez, Anna Massaguer, Marta González-Bártulos, Rafael de Llorens, Virtudes Moreno Journal of Inorganic Biochemistry 117 (2012) 171–188

Preparation of new half sandwich ruthenium arene complexes with aminophosphines as potential chemotherapeutics

Éva A. Enyedy, Orsolya Dömötör, Erika Varga, Tamás Kiss, Robert Trondl, Christian G. Hartinger, Bernhard K. Keppler

Comparative solution equilibrium studies of anticancer gallium(III) complexes of 8- hydroxyquinoline and hydroxy(thio)pyrone ligands

Stability constants of Ga(III) complexes of 8- hydroxyquinoline (KP46), maltol, thiomaltol, allomaltol and thioallomaltol were determined in aqueous solution by various methods. Stability data could be also achieved for KP46 based on its intrinsicﬂuorescence which allowed the monitoring of cellular uptake in addition.

Stability trend: hydroxythiopyronesb hydroxypyronesbbhydroxyquinolines.

Gabriella Fanali, Yu Cao, Paolo Ascenzi, Mauro Fasano

Mn(II) binding to human serum albumin: A

1H-NMR relaxometric study

The primary binding site of Zn(II) to HSA corresponds to the secondary binding site of Mn(II), i.e. the multimetal binding site A.

Excess Zn(II) completely displaces Mn(II) from its primary site suggesting that the primary Mn(II) site corresponds to the secondary Zn(II) site that is functionally-linked to FA1.

An increase in pH to 10.5 for melting experiments strengthens the decrease in DNA thermal stability caused by platinum compounds and makes all products of platination stable against heating. It allowed us to register melting temperature kinetics under platination and to determine the thermal impact of monofunctional and bifunctional adducts.

N e w a r e n e c o m p l e x e s o f R u ( I I ) wi t h aminophosphines andβ-diketonates show in vitro citotoxicity in cancer cell lines and interact with DNA.

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Mercè Capdevila, José M. Dominguez-Vera, Sílvia Atrian, Òscar Palacios

Journal of Inorganic Biochemistry 117 (2012) 204

Preface. Special Issue featuring articles from the Eleventh International Symposium on Applied Bioinorganic Chemistry

Natividad Gálvez, Ewelina J. Kedracka, Fernando Carmona, F. Javier Céspedes-Guirao, Enrique Font-Sanchis,

Fernando Fernández-Lázaro, Ángela Sastre-Santos, José M. Domínguez-Vera

W a t e r s o l u b l eﬂu o r e s c e n t - m a g n e t i c perylenediimide-containing maghemite- nanoparticles for bimodal MRI/OI imaging

Sarina J. Dorazio, Pavel B. Tsitovich, Stephanie A. Gardina, Janet R. Morrow Journal of Inorganic Biochemistry 117 (2012) 212–219

The reactivity of macrocyclic Fe(II) paraCEST MRI contrast agents towards biologically relevant anions, cations, oxygen or peroxide

Fe(II) paraCEST MRI contrast agents and related complexes are inert towards biologically relevant cations and anions at 37 °C, neutral pH and do not undergo appreciable redox cycling or produce reactive oxygen species in the presence of ascorbate and peroxide or air, corresponding to their stabilized and protected Fe(II) center.

Ezequiel Wexselblatt, Dan Gibson Journal of Inorganic Biochemistry 117 (2012) 220–229

What do we know about the reduction of Pt(IV) pro-drugs?

Although Pt(IV) pro-drugs have been studied for many years there are still many unanswered questions regarding their chemistry and mechanism of reduction in cancer cells.

Apoferritin-encapsulated maghemite nanoparticles were functionalized with red- emitting perylenediimideﬂuorophores. One of these nanoparticles was internalized in biﬁdobacteria without affecting cell viability.

These results revealed that the water soluble bifunctional maghemite@perylenediimide nanoparticles have the potential to be used as optical/MR dual imaging agents.

Special Issue Section: Special Issue from the Eleventh International Symposium on Applied Bioinorganic Chemistry

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Morelle Negom Kouodom, Giulia Boscutti, Marta Celegato, Marco Crisma, Sergio Sitran, Donatella Aldinucci, Fernando Formaggio, Luca Ronconi, Dolores Fregona

Rational design of gold(III)-dithiocarbamato peptidomimetics for the targeted anticancer chemotherapy

Ana Isabel Tomaz, Tamás Jakusch, Tânia S. Morais, Fernanda Marques, Rodrigo F.M. de Almeida, Filipa Mendes, Éva A. Enyedy, Isabel Santos,

João Costa Pessoa, Tamás Kiss, M. Helena Garcia

[Ru^II(η⁵-C5H5)(bipy)(PPh3)]+, a promising large spectrum antitumor agent: Cytotoxic activity and interaction with human serum albumin Elisabeth Ortega-Carrasco, Fernando P. Cossío, Agustí Lledós, Jean-Didier Maréchal

Computational insights on the possibility of tri-coordinated cisplatinated adducts with protein models

Michele Iaﬁsco, Nicola Margiotta

Silica xerogels and hydroxyapatite nanocrystals for the local delivery of platinum–bisphosphonate complexes in the treatment of bone tumors: A mini-review

The interaction of cisplatin with proteins is a key event in its side effect proﬁle. Recent crystallographic structures have showed apparent T-shaped geometries in the binding of cisplatin to different receptors. This study investigates by computational means the structural features and energetic accessibility of tri-coordinated geometries for cisplatin–protein adducts.

Platinum–bisphosphonate complexes are easily loaded onto calcium-containing inorganic matrices, such as calcium-doped sol–gel derived silica xerogels and hydroxyapatite nanocrystals, for local administration at the site of bone malignancies.

Gold(III)-dithiocarbamato peptidomimetics can be recognized and transported by peptide transporters (PEPTs) overexpressed in cancer cells and, once delivered inside the target tumor site, can exert their anticancer activity without affecting healthy tissues, thus acting as“Trojan horses”.

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M.F.A. Santos, J.D. Seixas, A.C. Coelho, A. Mukhopadhyay, P.M. Reis, M.J. Romão, C.C. Romão, T. Santos-Silva

New insights into the chemistry of fac- [Ru(CO)3]²⁺fragments in biologically relevant conditions: The CO releasing activity of [Ru(CO)3Cl2(1,3-thiazole)], and the X-ray crystal structure of its adduct with lysozyme

Pietro Vidossich, Mercedes Alfonso-Prieto, Carme Rovira

Catalases versus peroxidases: DFT investigation of H2O2oxidation in models systems and implications for heme protein engineering

N N H M S Cl

Cl

R₂

NH₂ R₁

R₁=R₂=H R₁=R₂= -OCH₃

Diego Santos, Beatriz Parajón-Costa, Miriam Rossi, Francesco Caruso,

Diego Benítez, Javier Varela, Hugo Cerecetto, Mercedes González, Natalia Gómez, María E. Caputto, Albertina G. Moglioni, Graciela Y. Moltrasio, Liliana M. Finkielsztein, Dinorah Gambino

Activity onTrypanosoma cruzi, erythrocytes lysis and biologically relevant physicochemical properties of Pd(II) and Pt(II) complexes of thiosemicarbazones derived from 1-indanones

Francesco Rua, Sheila J. Sadeghi, Silvia Castrignanò, Giovanna Di Nardo, Gianfranco Gilardi

EngineeringMacaca fasciculariscytochrome P450 2C20 to reduce animal testing for new drugs

Anti-Trypanosoma cruziactivity, cytotoxicity on mammalian cells and relevant physicochemical properties of Pd and Pt complexes of 1-indanone thiosemicarbazones were evaluated.

Macaca fascicularis P450 2C20 taken as a model to develop an alternativein vitromethod for preclinical testing of new drugs. The puriﬁed enzyme is immobilized on electrode surface and electrocatalysis in the presence of an anti-cancer drug results in the enhancement of the observed current due to product formation.

fac-[Ru(CO)3Cl2(1,3-thiazole)] releases residual amounts of CO gas from its aqueous solutions, and forms marginal amounts of COHb when incubated with whole blood. In the presence of HEWL crystals at pH 4.5, [Ru(CO)(H2O)4]²⁺

fragments are found to coordinate His15, Asp18 and Asp119. This CO silent release proﬁle emulates that of CORM-3.

Density Functional Theory calculations on H2O2

oxidation in catalase and peroxidase models show that the nature of the axial ligand (Lax) has little effect on the energy barriers of the hydrogen transfer steps, whereas the Cpd I-hydrogen peroxide (OFe–Operoxide) distance affects signiﬁcantly the reaction energy barriers.

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Suganya Sumithran, Masanori Sono, Gregory M. Raner, John H. Dawson Journal of Inorganic Biochemistry 117 (2012) 316–321

Single turnover st udies of oxidative halophenol dehalogenation by horseradish peroxidase reveal a mechanism involving two consecutive one electron steps: Toward a functional halophenol bioremediation catalyst

Sabrina Noël, Fabien Perez, Jeppe T. Pedersen, Bruno Alies, Sonia Ladeira, Stéphanie Sayen, Emmanuel Guillon, Emmanuel Gras, Christelle Hureau

A new water-soluble Cu(II) chelator that retrieves Cu from Cu(amyloid-β) species, stops associated ROS production and prevents Cu(II)‐induced Aβaggregation

GmMT4 GmMT2 GmMT3 GmMT3 GmMT3 GmMT3

G MT1 G MT1 GmMT1 GmMT1

Cd

Anna F.A. Peacock, Gemma A. Bullen, Lee A. Gethings, Jonathan P. Williams, Frederik H. Kriel, Judy Coates

Gold-phosphine binding tode novodesigned coiled coil peptides

Single turnover experiments reveal that horseradish peroxidase (HRP) catalyzes the oxidative dehalogenation of halophenols by a mechanism involving two consecutive one-electron oxidations of the substrate via a phenoxy radical intermediate. Further development of HRP as a halophenol bioremediation catalyst will beneﬁt from the more detailed understanding of this mechanism described in this paper.

The new (N,N′-Bis[(5-sulfonato-2-hydroxy) benzyl]-N,N′-dimethyl-ethane-1,2-diamine) ligand can remove Cu(II) bound to the Alzheimer disease peptide and prevent associated deleterious events (ROS and aggregation).

The coordination of gold triethylphosphine through the cysteine side chain of a de novo designed coiled coil peptide has been investigated under mild aqueous conditions. The secondary structure is retained in the gold–peptide adduct and could ultimately be exploited to develop novel gold–peptide therapeutics capable of biomolecular recognition.

M.A. Pagani, M. Tomas, J. Carrillo, R. Boﬁll, M. Capdevila, S. Atrian, C.S. Andreo

The response of the different soybean metallothionein isoforms to cadmium intoxication

Analysis of the Glycine max (soybean) response to cadmium overload is essential for toxicological/

nutritional purposes. The soybean metallothionein system (GmMTs) was analyzed, and one representative of each plant MT type was characterized both at gene expression level and at polypeptide Cd(II)-binding capacity, to ascertain their differential contribution to Cd(II) accumulation.

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Christiane M. Nday, Gensila Malollari, Savvas Petanidis, Athanasios Salifoglou Journal of Inorganic Biochemistry 117 (2012) 342–350

In vitroneurotoxic Fe(III) and Fe(III)-chelator activities in rat hippocampal cultures. From neurotoxicity to neuroprotection prospects

Giuseppe Grasso, Fabrizio Salomone, Grazia R. Tundo, Giuseppe Pappalardo, Chiara Ciaccio, Giuseppe Spoto, Adriana Pietropaolo, Massimo Coletta, Enrico Rizzarelli

Metal ions affect insulin-degrading enzyme activity

Altea Rocchi, Daniela Valensin, Carlo Aldinucci, Gabriele Giani, Rolando Barbucci, Elena Gaggelli, Henryk Kozlowski, Gianni Valensin Journal of Inorganic Biochemistry 117 (2012) 326–333

NMR metabolomic investigation of astrocytes interacted with Aβ42or its complexes with either copper(II) or zinc(II)

Ariel A. Valiente-Gabioud, Valentina Torres-Monserrat, Laura Molina-Rubino, Andres Binolﬁ Christian Griesinger, Claudio O. Fernández Journal of Inorganic Biochemistry 117 (2012) 334–341

Structural basis behind the interaction of Zn^{2 +}with the protein α-synuclein and the Aβ peptide: A comparative analysis

Aβﬁbrils and aggregates induced by Cu²⁺and Zn²⁺metal ions yield changes on astrocytes metabolic proﬁles mainly affecting brain energetic and neuronal activity.

NMR structural characterization of the α- synuclein-Zn^{2 +}complexes.

Well-defined forms of soluble Fe(III) exhibit variable yet discrete neurotoxic activities in rat hippocampal cell cultures. Quinic acid in the free and bound form to Fe(III) exemplifies essential structural–chemical attributes mitigat- ing Fe(III) toxicity and signifies the potential linkage of neurotoxic labile Fe(III) chemical reactivity in Alzheimer's disease with natural substrate neuroprotection.

IDE activity in the presence of different metal ions toward insulin and a portion of the insulin B chain (B20–30) was investigated. The results obtained show that IDE is irreversibly inhib- ited by copper(I) but is still able to process its substrates when it is bound to copper(II).

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V. Sáenz de Viteri, M.G. Barandika, U. Ruiz de Gopegui, R. Bayón,

C. Zubizarreta, X. Fernández, A. Igartua, F. Agullo-Rueda

Characterization of Ti-C-N coatings deposited on Ti6Al4V for biomedical applications

Ti-C-N coatings were deposited on Ti6Al4V substrate by Physical Vapor Deposition (PVD) technique for biomedical applications. The objective of this work is improving the wear resistance, reducing the friction coefﬁcient and the wear in the sliding surface.

Ghasem R. Bardajee, Zari Hooshyar, Habib Rezanezhad

A novel and green biomaterial based silver nanocomposite hydrogel: Synthesis, characterization and antibacterial effect

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