Vol 79, No 9 - Abstracts

JSCS Vol 79, No 9

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J. Serb. Chem. Soc. 79 (10) 1199–1204 (2014)

UDC 547.261+547.313.2+547.415.1:542.913:535.33.004.12; JSCS–4657; doi: 10.2298/JSC140212042M; Original scientific paper

Novel methylene bridged ethylenediAMine-type ligands: synthesis and spectral characterization

LJILJANA E. MIHAJLOVIĆ-LALIĆ, ALEKSANDAR SAVIĆ, GABRIJELA BRAĐAN, TIBOR J. SABO and SANJA GRGURIĆ-ŠIPKA#

Faculty of Chemistry, University of Belgrade, Studentski trg 12–16, 11000 Belgrade, Serbia

(Received 12 February, revised 11 April, accepted 11 April 2014)

Abstract: The synthesis of two new organic compounds, diisobutyl- and diisopentyl (S,S)-a1,a3-bis(cyclohexylmethyl-1,3-imidazolidinediacetate is reported herein. The one-pot procedure was realized by the addition of the reducing agent and carbonyl compound into a methanolic solution of the parent compounds (isobutyl and isopentyl esters of (S,S)-a,a¢-(1,2-ethanediyldiimino)bis[cyclohexanepropanoic acid] in appropriate stoichiometric ratios. The compounds were fully characterized by infrared, ESI-MS, 1D (1H and 13C) and 2D (COSY, HSQC and HMBC) NMR spectroscopy and elemental analysis. The spectral data confirmed the presence of the –CH2– group introduced between the nitrogen atoms of the ethylenediAMine moiety, revealing a neutral form of the potential bidentate ligand.

Keywords: cyclohexyl derivatives; ethylenediAMine; AMine ligands; potential drugs.

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J. Serb. Chem. Soc. 79 (9) 1059–1073 (2014)

UDC 547.853+547.78:615.27/.28+615.277; JSCS–4647; doi: 10.2298/JSC130528016M; Original scientific paper

Synthesis of various fused pyrimidine rings and their pharmacological and antimicrobial evaluation

MOUNIR A. SALEM, MAGDA I. MARZOUK and NAGLAA F. MAHMOUD

Heterocyclic Synthetic Laboratory, Chemistry Department, Faculty of Science, Ain ShAMs University Cairo, Egypt

(Received 28 May 2013, revised 13 February, accepted 4 March 2014)

Various fused pyrimidines, such as furo[2,3-d]pyrimidine, triazolo[1,5-a]pyrimidine and tetrazolo[1,5-a]pyrimidine, were synthesized in the reactions of thioxopyrimidine-6(1H)-ones with ethyl chloroacetate (under different reaction conditions), thiourea and sodium nitrite. Pyrimidine thiones reacted with POCl3/PCl5 to give the chloro derivatives which reacted with sodium azide and thiourea to give tetrazolo[1,5-c]pyrimidines, and pyrimido pyrimidines. Thioxopyrimidine-6(1H)-ones reacted with benzylAMine to give pyrrolo[2,3-d]pyrimidinethiones. Theoretical calculation using MIDO/3, Fukui indices and the heat of formation of some compounds were carried out. The pharmacological and antimicrobial activities of some of the synthesized products were also evaluated.

Keywords: fused pyrimidine; thiazoles; pyrimidopyrimidines; antitumor; antioxidants; antimicrobial.

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J. Serb. Chem. Soc. 79 (9) 1075–1084 (2014)

UDC 632.954+547.544+631.4:577.15–188; JSCS–4648; doi: 10.2298/JSC140115031F; Original scientific paper

The effect of chlorsulfuron and MCPB-Na on the enzymatic activity of microorganisms

MARIOARA NICOLETA FILIMON, SORIN OCTAVIAN VOIA*, ROXANA POPESCU**, DESPINA-MARIA BORDEAN***, DIANA LARISA VLADOIU, MIHAI MITULETU and VASILE OSTAFE

West University of Timişoara, Faculty of Chemistry-Biology-Geography, Department of Biology-Chemistry, Pestalozzi, 16, and, Laboratory of Advanced Research in Environmental Protection, Oituz 4, Timisoara 300086, Romania

*Banat University of Agricultural Sciences and Veterinary Medicine, Faculty of Animal Science and Biotechnology, Calea Aradului, 119, Timisoara, 300645, Romania

**University of Medicine and Pharmacy “Victor Babes”, Department of Cellular and Molecular Biology, E. Murgu, 2, Timisoara, 300041, Romania

***Banat University of Agricultural Sciences and Veterinary Medicine from Timisoara, Faculty of Food Processing and Technology, Calea Aradului, 119, Timisoara, 300645, Romania

(Received 15 January, revised 25 March, accepted 27 March 2014)

Sulphonylureic herbicides have a broad spectrum effect on weeds in relatively low doses and with a much reduced toxicity to livestock. In this study, two herbicides: dacsulfuron with the active substance chlorsulfuron (0.005–0.035 µg g-1 soil) and butoxone with the active substance MCPB-Na (0.005–0.035 mg L-1 g-1 soil) were investigated. The sAMples were collected from a depth of 0–20 cm from chernozem soil. The effects of the herbicides were estimated by measuring the activities of catalase, actual and potential dehydrogenase, urease and cellulase. All sAMples were incubated for 10 days at 27 °C using Stapp medium for the isolation and study of cellulosolytic bacteria. The inhibitory effect of the tested herbicides was the most intense on the enzymatic activities of urease and dehydrogenase. The most resistant cellulosolytic bacteria to the effects of dacsulfuron were Cellfalcicula fusca, C. viridis, Cellvibrio fulvus and Cellfalcicula sp., and for butoxone C. mucosa, C. viridis and C. fulvus.

Keywords: herbicides; soil; cellulosolytic bacteria.

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J. Serb. Chem. Soc. 79 (9) 1085–1097 (2014)

UDC 616.1+616.12–008.331.1:633.852.73: 615.015.3:579–188; JSCS–4649; doi: 10.2298/JSC140218030D; Original scientific paper

Effects of high dose olive leaf extract on the hemodynAMic and oxidative stress parAMeters in normotensive and spontaneously hypertensive rats

DRAGANA DEKANSKI, NEVENA MIHAILOVIĆ-STANOJEVIĆ*, JELICA GRUJIĆ MILANOVIĆ*, ĐURĐICA JOVOVIĆ* and ZORAN MILORADOVIĆ*

Biomedical Research, R &AMp; D Institute, Galenika a.d., Pasterova 2, Belgrade, Serbia

*Department of Cardiovascular Physiology, Institute for Medical Research, University of Belgrade, Dr Subotića 4, P. O. Box 102, Belgrade, Serbia

(Received 18 February, revised 26 March, accepted 27 March 2014)

The antihypertensive activity of olive leaf extract (OLE), a natural antioxidant is recognized, but its influence on the cardiovascular system when administered in a high dose has not yet been investigated. The aim of the present study was to determine the acute effects of excessive intake of standardized OLE on blood pressure, heart rate and oxidative status in both spontaneously hypertensive rats and normotensive Wistar rats. The systolic arterial pressure and heart rate were measured using a tail-cuff and pneumatic pulse detector before and 60 and 120 min after intragastric OLE administration. The activities of catalase, glutathione peroxidase, superoxide dismutase (SOD) and glutathione reductase in erythrocytes, as well as lipid peroxidation in plasma (pTBARS) were measured spectrophotometrically at the sAMe time points. A high-dose of OLE did not influence blood pressure, heart rate or pTBARS in normotensive rats, while the SOD, catalase and glutathione reductase activities were significantly increased. The sAMe dose significantly decreased blood pressure in hypertensive rats, but increased the pTBARS and SOD activity. Excessive oral intake of OLE induced moderate hypotensive effects only in spontaneously hypertensive rats, suggesting the absence of harmful hemodynAMic effects after an oral overdose in both rat strains. However, its pro-oxidative role when given in a high dose in hypertensive organisms should not be neglected.

Keywords: Olea europaea L.; hypertension; acute oral toxicity; spontaneously hypertensive rat; oxidative stress.

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J. Serb. Chem. Soc. 79 (9) 1099–1110 (2014)

UDC 549.514.62+665.75+66.094.522.8+544.478; JSCS–4650; doi: 10.2298/JSC131026015A; Original scientific paper

Anatase titania–vanadium polyphosphomolybdate as an efficient and reusable nano catalyst for the desulphurization of gas oil

MOHAMMAD ALI REZVANI, ABDOLLAH FALLAH SHOJAEI* and FAROKHZAD MOHAMADI ZONOZ**

Department of Chemistry, Faculty of Science, University of Zanjan, 45371-38791 Zanjan, Iran

*Department of Chemistry, Faculty of Science, University of Guilan, 419961-3769 Rasht, Iran

**Department of Chemistry, Hakim Sabzevari University, Sabzevar, 397, Iran

(Received 25 October 2013, revised 20 February, accepted 24 February 2014)

(Bu4N)4H[PMo10V2O40]–TiO2 nanocomposite has been synthesized by a reaction of (Bu4N)4H[PMo10V2O40] with titanium tetraisopropoxide at 100 °C via the sol–gel method. The crushed nano layer of the anatase phase was 20 nm in nature and the fixing of (Bu4N)4H[PMo10V2O40] decreased its size. This nano polyphosphomolybdate was shown to be able to oxidatively desulphurize simulated gas oil with a high S conversion (more than 98 %). In the present work, the efficient oxidative desulphurization of gas oil and simulated gas oil using the formic acid/hydrogen peroxide system is reported. This system provides an efficient, convenient and practical method for scavenging sulfur compound.

Keywords: polyoxometals; desulfurization; anatase; gas oil; nanocomposite.

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J. Serb. Chem. Soc. 79 (9) 1111–1125 (2014)

UDC 547.546:615.9+532.74:512.763+519.233.5; JSCS–4651, doi: 10.2298/JSC130910025W; Original scientific paper

QSAR studies for assessing the acute toxicity of nitrobenzenes to Tetrahymena pyriformis

DAN-DAN WANG, LIN-LIN FENG, GUANG-YU HE* and HAI-QUN CHEN

School of Environmental and Safety Engineering, Changzhou University, Jiangsu Province, Changzhou, 213164, China

*Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Jiangsu Province, Changzhou, 213164, China

(Received 10 September, 2013, revised 11 November, accepted 6 December 2013)

Quantitative structure–activity relationship (QSAR) models play a key role in finding the relationship between molecular structures and the toxicity of nitrobenzenes to Tetrahymena pyriformis. In this work, a genetic algorithm along with partial least square (GA–PLS) was employed to select the optimal subset of descriptors that significantly contribute to the toxicity of nitrobenzenes to T. pyriformis. A set of five descriptors, nAMely G2, HOMT, G(Cl···Cl), Mor03v and MAXDP, was employed for the prediction of the toxicity of 45 nitrobenzene derivatives and then they were used to build the model by the multiple linear regression (MLR) method. It transpired that the built model, the stability of which was confirmed using the leave-one-out validation and external validation test, showed high statistical significance (R2 = 0.963, = 0.944). Moreover, the y-scrAMbling test indicated there were no chance correlations in the model.

Keywords: quantitative structure–activity relationship; multiple linear regressions.

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J. Serb. Chem. Soc. 79 (9) 1127–1140 (2014)

UDC 544.526.5+542.92+546.824–31:551.463/.464; JSCS–4652; doi:10.2298/JSC131114020A; Original scientific paper

Photocatalytic efficiency of titania photocatalysts in saline waters

ASMA JUMA ALBRBAR, ANDJELIKA BJELAJAC*, VELJKO DJOKIĆ, JELENA MILADINOVIĆ, DJORDJE JANAĆKOVIĆ and RADA PETROVIĆ#

Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000 Belgrade, Serbia

*Innovation Center of the Faculty of Technology and Metallurgy, Karnegijeva 4, University of Belgrade, 11000 Belgrade, Serbia

(Received 11 November 2013, revised 20 February, accepted 11 March 2014)

The photocatalytic efficiency of a recently synthesized TiO2 powder, denoted P160, for the degradation of the Dye C.I. Reactive Orange 16 in natural and artificial seawater was investigated in comparison to its efficiency in deionized water and the efficiency of a standard TiO2 powder, Degusa P25. It was shown that the photocatalytic efficiency of P160 was slightly higher than that of P25, probably due to slightly higher specific surface area, higher pore volume and larger pores of the powder P160. The efficiency of both photocatalysts in natural and artificial seawater was significantly lower than in deionized water. The overall rate of dye degradation for both types of photocatalysts was slightly higher in artificial seawater than in natural seawater, which shows the influence of organic compounds naturally present in seawater on the photocatalysts activity. A saturation Langmuir-type relationship between the initial degradation rate and the initial dye concentration indicated that adsorption plays a role in the photocatalytic reaction. The photodegradation rate constant, k, which represents the maximum reaction rate, had similar values for P25 and P160 in all types of water due to the similar properties of the photocatalysts.

Keywords: photocatalysis; titanium dioxide; dye degradation; seawater; Langmuir–Hinshelwood model.

Full Article - PDF 560 KB Available OnLine: 12. 03. 2014. Cited by

J. Serb. Chem. Soc. 79 (9) 1141–1154 (2014)

UDC 546.21+546.264–31+544.723:542.8+546.4’42’73’72:543.57; JSCS–4653; doi: 10.2298/JSC131024018Z; Original scientific paper

The changes of Ba_0.5Sr_0.5Co_0.8Fe_0.2O_3–δ perovskite oxide on heating in oxygen and carbon dioxide atmospheres

SAŠA ZELJKOVIĆ, TONI IVAS*, SEBASTIEN VAUCHER**, DIJANA JELIĆ*** and LUDWIG J. GAUCKLER*

University of Banja Luka, Faculty of Natural Sciences and Mathematics, Mladena Stojanovica 2, 78 000 Banja Luka, Bosnia and Herzegovina

*ETH Zürich, Department of Materials, Wolfgang-Pauli-Str. 10, CH-8093 Zürich, Switzerland

**Swiss Federal Institute for Materials Research and Testing, EMPA, Feuerwerkerstraße 39, CH-3602 Thun, Switzerland

***University of Banja Luka, Faculty of Medicine, Save Mrkalja 14, 78000 Banja Luka, Bosnia and Herzegovina

(Received 24 October 2013, revised 5 March, accepted 7 March 2014)

In the first part of this study, the oxygen deficiency, δ, in Ba0.5Sr0.5Co0.8Fe0.2O3–δ (BSCF) was measured by means of thermogravimetry as a function of the oxygen partial pressure, p(O2), in the range of 1.1×10-6–41.67 % at elevated temperatures in the range 873–1073 K. It was shown that δ becomes more pronounced with increasing T and with decreasing p(O2). The isotherms δ vs. p(O2) were determined. The second part of this study relates to the reaction of CO2 with Ba0.5Sr0.5Co0.8Fe0.8O3-δ perovskite oxide in the absence and presence of O2 at temperatures ranging from 673 to 973 K, also by thermogravimetry. The reactivity of CO2 with BSCF increased with increasing temperature and increasing exposure to CO2. The reaction of CO2 with BSCF was described by equilibrium reaction isotherms. The results of X-ray diffractometry evidenced that exposure to CO2 leads to the formation of carbonates.

Keywords: BSCF; perovskite; oxygen; carbon dioxide.

Full Article - PDF 422 KB Available OnLine: 10. 03. 2014. Cited by

J. Serb. Chem. Soc. 79 (9) 1155–1167 (2014)

UDC 546.723–31+546.26–162+541.182.41:543.424.2:539.12; JSCS–4654; doi: 10.2298/JSC131121019J; Original scientific paper

Ex situ integration of iron oxide nanoparticles onto exfoliated expanded graphite flakes in aqueous suspension

NATAŠA JOVIĆ, MARIA P. CALATAYUD*, BEATRIZ SANZ*, AMELIA MONTONE** and GERARDO F. GOYA*

Vinča Institute of Nuclear Sciences (020), University of Belgrade, P. O. Box 522, 11000 Belgrade, Serbia

*Aragón Institute of Nanoscience and Department of the Physics of Condensed Matter, University of Zaragoza, Zaragoza, Spain

**ENEA, Technical Unit Materials Technology, Research Centre of Casaccia, Via Anguillarese 301, 00123 Rome, Italy

(Received 21 November 2013, revised 3 March, accepted 10 March 2014)

Hybrid structures composed of exfoliated expanded graphite (EG) and iron oxide nanocrystals were produced by an ex situ process. The iron oxide nanoparticles coated with meso-2,3-dimercaptosuccinic acid (DMSA), or poly(acrylic acid) (PAA) were integrated onto the exfoliated EG flakes by mixing their aqueous suspensions at room temperature under the support of 1-ethyl-3-(3-dimethylAMinopropyl)carbodiimide (EDC) and N-hydroxysuccinnimide (NHS). EG flakes both naked and functionalized with branched polyethylenimine (PEI) were employed. Complete integration of the two constituents was achieved and stability was maintained for more than 12 months. No preferential spatial distribution of anchoring sites for attachment of iron oxide nanoparticles was observed, regardless of whether the EG flakes were used naked or functionalized with PEI molecules. The structural and physicochemical characteristics of the exfoliated expanded graphite and its hybrid nanostructures were investigated by SEM, TEM, FTIR and RAMan techniques.

Keywords: expanded graphite; iron oxide nanoparticles; nanocomposites; TEM; RAMan spectroscopy.

Full Article - PDF 660 KB Available OnLine: 11. 03. 2014. Cited by

J. Serb. Chem. Soc. 79 (9) 1169–1184 (2014)

UDC 556.53+504.4.054:628.515(282.243.74)(282.243.743); JSCS–4655; doi: 10.2298/JSC131105014A; Original scientific paper

Actual contAMination of the Danube and Sava Rivers at Belgrade (2013)

MILAN D. ANTONIJEVIĆ, MARIJA ARSOVIĆ*, JOSEF ČÁSLAVSKÝ**, VESNA CVETKOVIĆ***, PREDRAG DABIĆ***, MLADEN FRANKO****, GORDANA ILIĆ*****, MILENA IVANOVIĆ******, NEVENA IVANOVIĆ********, MILICA KOSOVAC*******, DRAGANA MEDIĆ******, SLOBODAN NAJDANOVIĆ******, MILICA NIKOLIĆ******, JOVANA NOVAKOVIĆ***, TATJANA RADOVANOVIĆ****, ĐURĐINA RANIĆ***, BOJAN ŠAJATOVIĆ*****, GORICA ŠPIJUNOVIĆ*, IVANA STANKOV*****, JELENA TOŠOVIĆ********, POLONCA TREBŠE****, OLIVERA VASILJEVIĆ* AND JAN SCHWARZBAUER********

School of Science, University of Greenwich, England, UK

*High Business-Technical School, Užice, Serbia
**Faculty of Chemistry, Brno University of Technology, Czech Republic

***Faculty of Technology and Metallurgy, Faculty of Chemistry, Faculty of Mining and Geology, Technical Faculty in Bor, University of Belgrade, Serbia

****Laboratory for Environmental Research, University of Nova Gorica, Slovenia

*****Faculty of Science, University of Novi Sad, Serbia

******Faculty of Science and Mathematics, University of Niš, Serbia

*******Faculty of Science and Mathematics, University of Kragujevac, Serbia

********Institute of Geology and Geochemistry of Petroleum and Coal, RWTH Aachen University, Germany

(Received 5 November 2013, revised 14 February, accepted 23 February 2013)

This study was focussed on a comprehensive investigation on the state of pollution of the Danube and Sava Rivers in the region of Belgrade. Different complementary analytical approaches were employed covering both i) organic contAMinants in the river water by target analyses of hormones and neonicotinoids as well as non-target screening analyses and ii) heavy metals in the sediments. Finally, some common water quality parAMeters were analysed. The overall state of pollution is on a moderate level. Bulk parAMeters did not reveal any unusual observations. Moreover, quantification of preselected organic contAMinants did not indicate to elevated pollution. More significant contAMinations were registered for chromium, nickel, zinc and partially copper in sediments with values above the target values according to Serbian regulations. Lastly, non-target screening analysis revealed a wider spectrum of organic contAMinants comprising pharmaceuticals, technical additives, personal care products and pesticides. The study presented a comprehensive view on the state of pollution of the Sava and Danube Rivers and is the base for setting up further monitoring progrAMs. As a superior outcome, it was illustrated how different chemical analyses can result in different assessments of the river quality. A comparison of target and non-target analyses pointed to potential misinterpretation of the real state of pollution.

Keywords: river systems; state of pollution; organic pollutants; heavy metals; screening analyses; non-target screening.

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J. Serb. Chem. Soc. 79 (9) 1185–1198 (2014)

UDC 549.623.7+573.03+631.4+54(497.11); JSCS–4656; doi: 10.2298/JSC130917028V; Original scientific paper

DynAMics of soil chemistry in different serpentine habitats of Serbia

DRAŽEN D. VICIĆ, MILOVAN M. STOILJKOVIĆ*, JORDANA M. NINKOV**, NENAD Č. BOJAT***, MARKO S. SABOVLJEVIĆ**** and BRANKA M. STEVANOVIĆ****

Faculty of Ecology and Environmental Protection, Union – “Nikola Tesla” University, Cara Dušana 62–64, 11000 Belgrade, Serbia

*University of Belgrade, “Vinča” Institute of Nuclear Sciences, Department of Physical Chemistry, P. O. Box 522, 11001 Belgrade, Serbia

**Institute of Field and Vegetable Crops, Maksima Gorkog 30, 21000 Novi Sad, Serbia

***Faculty of Economics and Engineering Management, Cvećarska 2, 21000 Novi Sad, Serbia

****Institute of Botany and Botanical Gardens, Faculty of Biology, University of Belgrade, Takovska 43, 11000 Belgrade, Serbia

(Received 17 September 2013, revised 24 March, accepted 28 March 2014)

To enhance understanding of edaphic conditions in serpentine habitats, a thorough investigation of the chemical and mechanical properties of three soils from disjunct ultrAMafic outcrops in the central Balkans was undertaken. Soil from a nearby chemically contrasting limestone habitat was also analyzed. Three plant species differently associated with serpentine habitats (Halacsya sendtneri, Cheilanthes marantae and Seseli rigidum) were references for site and soil selection. Twenty elements were determined, and fourteen were measured in seven sequentially extracted soil fractions. The quantified soil properties included pH, levels of free CaCO3, organic matter, P2O5, K2O, N, C, S, cation exchange capacity, total organic carbon, field capacity and soil mechanical composition. The usual harsh components for plant growth in serpentine soil, such as elevated Mg:Ca ratios, high levels of Ni, Cr or Co, were significantly lower in the available fractions. There was a significant positive correlation of organic matter and field capacity, with most available Ca (70–80 %) found in the mobile, rather than the organically bound fraction.

Keywords: ultrAMafic; serpentine soil; sequential extraction; metal availability; Mg:Ca ratio.

Full Article - PDF 475 KB Supplementary Material PDF 112 KB Available OnLine: 27. 03. 2014. Cited by

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