Vol 76, No 6 - Abstracts

JSCS Vol 76, No. 6

Whole issue - PDF 3,466 KB

J. Serb. Chem. Soc. 76 (6) 805–822 (2011)

UDC 537.3+532.14+544.6.076.2:519.87; JSCS–4161; doi: 10.2298/JSC100312079P; Authors’ review

AUTHORS’ REVIEW

A mathematical model of the current density distribution in electrochemical cells

KONSTANTIN I. POPOV*^,**, PREDRAG M. ŽIVKOVIĆ* and NEBOJŠA D. NIKOLIĆ**

*Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, Serbia

**ICTM – Institute of Electrochemistry, University of Belgrade, Njegoševa 12, Belgrade, Serbia

(Received 12 March 2010, revised 4 March 2011)

An approach based on the equations of electrochemical kinetics for the estimation of the current density distribution in electrochemical cells is presented. This approach was employed for a theoretical explanation of the phenomena of the edge and corner effects. The effects of the geometry of the system, the kinetic parAMeters of the cathode reactions and the resistivity of the solution are also discussed. A procedure for a complete analysis of the current distribution in electrochemical cells is presented.

Keywords: current distribution; edge effect; corner effect.

Full Article - PDF 455 KB Available OnLine: 23. 05. 2011. Cited by

J. Serb. Chem. Soc. 76 (6) 823–830 (2011)

UDC 547.831+547.592+547.447:542.913; JSCS–4162; doi: 10.2298/JSC100702071D; Original scientific paper

An efficient, microwave-assisted, one-pot synthesis of novel 5,6,7,8-tetrahydroquinoline-3-carbonitriles

DIPTI K. DODIYA, HARESH K. RAM, AMIT R. TRIVEDI and VIRESH H. SHAH

Department of Chemistry, Saurashtra University, Rajkot-360 005, Gujarat, India

(Received 2 July 2010, revised 9 January 2011)

An efficient, microwave-assisted synthesis of novel 2-alkoxy-5,6,7,8--tetrahydroquinoline-3-carbonitriles, which have not hitherto been reported, via reactions of cyclohexanone and arylidene malononitriles in the corresponding alcohols in presence of sodium is described. All the newly synthesized compounds were characterized by the IR, ¹H-NMR, ¹³C-NMR and mass spectrescopic techniques and by elemental analyses. The newly synthesized compounds were evaluated for their antibacterial and antifungal activities.

Keywords: 2-alkoxytetrahydroquinoline-3-carbonitriles; quinoline-3-carbonitriles; one-pot synthesis; microwave-assisted synthesis; cyclohexanone; arylidene malononitriles.

Full Article - PDF 195 KB Supplementary Material PDF 122 K Available OnLine: 16. 05. 2011. Cited by

J. Serb. Chem. Soc. 76 (6) 831–840 (2011)

UDC 547.867.6+547.16+543.42+548.7:547.233+547.264; JSCS–4163; doi: 10.2298/JSC100722070E; Original scientific paper

Synthesis and spectroscopic properties of geminal-bis(tert-bu-tylAMino)cyclotriphosphazenes obtained by the reaction of spiro and ansa phenoxycyclotriphosphazenes with the tert-butylAMine and the crystal structure of 4,4’-bis(tert-butylAMino)-2,6’,6’,10-tetrachloro-4’,4’,6’,6’-tetrahydrospyro[12H-dibenzo[d,g]-[1,3,2]dioxaphosphocin-6,2’l⁵-[1,3,5,2,4,6]-triazaphosphorine]

DİĞDEM ERDENER, MUSTAFA YILDIZ, HÜSEYİN ÜNVER*, NAZAN OCAK İSKELELİ** and TAHSİN NURİ DURLU*

Department of Chemistry, Faculty of Science and Arts, Çanakkale Onsekiz Mart University, TR-17100 Çanakkale, Turkey

*Department of Physics, Faculty of Science, Ankara University, TR-06100 Tandoğan, Ankara, Turkey

**Department of Physics, Faculty of Science and Arts, Ondokuz Mayıs University, TR-55139 Kurupelit, SAMsun, Turkey

(Received 22 July 2010, revised 7 January 2011)

The condensation reactions of partly substituted spiro and ansa phenoxycyclotriphosphazenes 1 and 2 with tert-butylAMine produce disubstituted geminal-bis(tert-butylAMino)phenoxycyclotriphosphazene derivatives (3 and 4). The structures of these compounds were characterized by elemental analysis, and IR, ¹H-, ¹³C-, ³¹P-NMR and mass spectroscopic techniques. Compound 3 was also exAMined by X-ray crystallography and found to be crystallized in the monoclinic space group P2₁/n with the unit cell parAMeters: a = 10.842(4), b = 9.375(5), c = 29.104(11) Å, b = 99.25(3)°, V = 2920(2) Å³, Dx = 1.404 g cm^-3.

Keywords: phenoxyphosphazenes; spectroscopy; spiro; ansa; crystal structure.

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J. Serb. Chem. Soc. 76 (6) 841–845 (2011)

UDC 582.998.1+543.422.25:547.562:547.458.3; JSCS–4164; doi: 10.2298/JSC101210072P; Short communication

SHORT COMMUNICATION

A new trisaccharide derivative from Prenanthes purpurea

MICHAELA POSCH, KARIN JÖHRER*, SERHAT SEZAI CICEK, RICHARD GREIL*^,**, ERNST P. ELLMERER*** and CHRISTIAN ZIDORN

Institut für Pharmazie der Universität Innsbruck, Abteilung Pharmakognosie, Josef-Moeller-Haus, Innrain 52, A-6020 Innsbruck, Austria

*Tyrolean Cancer Research Institute, Innrain 66, A-6020 Innsbruck, Austria

**Laboratory for Immunological and Molecular Cancer Research, Third Medical Department, Medical University Salzburg, Müllner Hauptstrasse 48, 5020 Salzburg, Austria

***Institut für Organische Chemie der Universität Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria

(Received 10 December 2010, revised 26 January 2011)

A methanolic extract of Prenanthes purpurea L. leaves yielded 1,6”-di-O-cinnAMoyl-β-D-glucopyranosyl-(1®3)-O-α-L-rhAMnopyranosyl-(1®6)-O-β-D-glucopyranoside. The NMR and physical data of this new natural compound are reported.

Keywords: Asteraceae; Cichorieae; Hypochaeridinae; phenolic acids; Prenanthes purpurea L.; trisaccharides.

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J. Serb. Chem. Soc. 76 (6) 847–855 (2011)

UDC 547.867.6+547.16+543.42+548.7:547.233+547.264; JSCS–4165; doi: 10.2298/JSC101201077T; Original scientific paper

Digestibility of β-lactoglobulin following cross-linking by TrAMetes versicolor laccase and apple polyphenols

ZIYAD TANTOUSH, LUKA MIHAJLOVIĆ, BOJANA KRAVIĆ, JANA OGNJENOVIĆ, RATKO M. JANKOV, TANJA ĆIRKOVIĆ VELIČKOVIĆ and DRAGANA STANIĆ-VUČINIĆ

Faculty of Chemistry, University of Belgrade, Studentski trg 16, P. O. Box 158, 11001 Belgrade, Serbia

(Received 1 December 2010, revised 17 January 2011)

β-Lactoglobulin (BLG) is an important nutrient of dairy products and an important allergen in cow’s milk allergy. The aim of this study was to investigate the potential of laccase to cross-link BLG in the presence of an apple phenolic extract (APE) and to characterize the obtained products for their digestibility by pepsin and pancreatin. The composition of the apple phenolics used for cross-linking was determined by liquid chromatography–electrospray ionization-mass spectrometry (LC–ESI-MS). The apple phenolic extract contained significant AMounts of quercetin glycosides, catechins and chlorogenic acid. The laccase cross-linked BLG in the presence of apple phenolics. The polymerization rendered the protein insoluble in the reaction mixture. Sodium dodecyl sulfate–polyacrylAMide gel electrophoresis (SDS-PAGE) analysis of the cross-linking reaction mixture revealed a heterogeneous mixture of high molecular masses (cross-linked BLG), with a fraction of the BLG remaining monomeric. Enzymatic processing of BLG by laccase and apple polyphenols as mediators can decrease the biphasal pepsin–pancreatin digestibility of the monomeric and cross-linked protein, thus decreasing its nutritional value. In addition, reduced BLG digestibility can decrease its allergenic potential. Apple polyphenols can find usage in the creation of new, more functional food products, designed to prevent obesity and hypersensitivity-related disorders.

Keywords: apple polyphenols; b-lactoglobulin; laccase; allergen; digestibility.

Full Article - PDF 246 KB Available OnLine: 17. 05. 2011. Cited by

J. Serb. Chem. Soc. 76 (6) 857–863 (2011)

UDC^Dorema AMmoniacum:665.52/.54:615.28–188(55); JSCS–4166; doi: 10.2298/JSC100830074Y; Original scientific paper

Composition and in vitro antimicrobial activity of the essential oil of Dorema AMmoniacum D. Don. fruit from Iran

MORTEZA YOUSEFZADI, MOHAMMAD HOSSEIN MIRJALILI*, NABA ALNAJAR**, AMINEH ZEINALI and MITRA PARSA

Department of Ecology and Systematic, Research Institute of Applied Science, ACECR, Shahid Beheshti University. Tehran, Iran

*Department of Agriculture, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Tehran, Iran

**Department of Biology, Faculty of Science, Shahid Beheshti University, Tehran, Iran

(Received 30 August, revised 1 November 2010)

The genus Dorema (Apiaceae) is represented in the flora of Iran with seven species of which two, D. AMmoniacum D. Don. and D. aucheri Boiss. are endemic. Ripe fruits of D. AMmoniacum collected just in the deciduous time were subjected to hydrodistillation to yield the essential oil, which was subsequently analyzed by GC and GC–MS. Twenty-nine compounds were identified and quantified, representing 95.1 % of the total oil. (Z)-Ocimenone (22.3 %) and (E)-ocimenone (18.1 %) were the main components of the oil. In vitro antimicrobial activity of the oil was evaluated against seven GrAM-positive and GrAM-negative bacteria (Bacillus subtilis, Enterococcus faecalis, Staphylococcus epidermidis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Klebsiella pneumoniae) and three fungi (Candida albicans, Saccharomyces cerevisiae and Aspergillus niger). The results of the antimicrobial assay of the oil by the disc diffusion method and the MIC values indicated that the oil exhibited moderate to high antimicrobial activity, especially against B. subtilis and S. epidermidis with MIC value of 3.75 mg ml^-1.

Keywords: Dorema AMmoniacum; Apiaceae; essential oil composition; antimicrobial activity; ocimenone; (Z)-ocimenone; (E)-ocimenone.

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J. Serb. Chem. Soc. 76 (6) 865–877 (2011)

UDC 546.881–31+547.576:548.7:543.422.25; JSCS–4167; doi: 10.2298/JSC101217078V; Original scientific paper

Transition metal complexes with thiosemicarbazide-based ligands. Part 58. Synthesis, spectral and structural characterization of dioxovanadium(V) complexes with salicylaldehyde thiosemicarbazone

LJILJANA S. VOJINOVIĆ-JEŠIĆ, VUKADIN M. LEOVAC, MIRJANA M. LALOVIĆ, VALERIJA I. ČEŠLJEVIĆ, LJILJANA S. JOVANOVIĆ, MARKO V. RODIĆ and VLADIMIR DIVJAKOVIĆ

Faculty of Sciences, University of Novi Sad, Trg D. Obradovića 3, 21000 Novi Sad, Serbia

(Received 17 December 2010, revised 24 January 2011)

The first two complexes of dioxovanadium(V) with salicylaldehyde thiosemicarbazone (SALTSC), of the coordination formulas [VO₂(SALTSC––H)]∙H₂O (1) and NH₄[VO₂(SALTSC–2H] (2), were synthesized and characterized by elemental analysis, conductometric measurements, IR and UV–Vis spectroscopy and X-ray analysis. The complexes were obtained in the reaction of an aqueous AMmoniacal solution of NH₄VO₃ and SALTSC. The results of the characterization showed that SALTSC was coordinated in the usual ONS tridentate mode as monoanion in complex 1 and dianion in complex 2. In both complexes, the vanadium atom is in a deformed square-pyrAMidal environment and is slightly shifted towards the apical oxo-ligand (» 0.52 Å).

Keywords: dioxovanadium(V) complexes; salicylaldehyde thiosemicarbazone; crystal structure; spectra.

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J. Serb. Chem. Soc. 76 (6) 879–890 (2011)

UDC 665.344.2+547.521:539.125.4:519.677; JSCS–4168; doi: 10.2298/JSC100930080V; Original scientific paper

Theoretical study of the intrAMolecular proton transfer and calculation of the nucleus independent chemical shift in juglone and some of its derivatives

ESMAIL VESSALLY, EHSAN FEREYDUNI*, MAHDI KAMAEE** and SHAHRAM MORADi***

PayAMe Noor University (PNU), Zanjan, Iran

*Department of Chemistry, Tabriz Branch, IslAMic Azad University, Tabriz, Iran

**Department of Chemistry, Shahid ChAMran University, Ahvaz, Iran

***Faculty of Chemistry, IslAMic Azad University, North Tehran Branch, Tehran, Iran

(Received 30 September 2010)

In the present study, first, the intrAMolecular proton transfer (IPT) process of juglone and its derivatives were theoretically investigated in the gas phase and the effect of electron-withdrawing and electron-releasing substituents in different positions of the phenyl and benzoquinone rings of juglone on the IPT process was studied in which the geometries, energies and thermodynAMic functions of the compounds were obtained using density functional theory (DFT) calculations at the B3LYP/6-31+G(2d,p) level. Next, the influence of IPT on changing the aromaticity of the phenyl and benzoquinone rings was investigated. To determine the aromaticity of the rings, nuclear independent chemical shift (NICS) values were calculated for the ground state and transition state structures (GS1, TS and GS2) using the continues set of gauge transformations (CSGT) procedure at the B3LYP/6-311+G(2d,p) level.

Keywords: juglone; NICS; aromaticity; intrAMolecular proton transfer; DFT.

Full Article - PDF 272 KB Available OnLine: 23. 05. 2011. Cited by

J. Serb. Chem. Soc. 76 (6) 891–902 (2011)

UDC 665.52/.54:544.022:544.723.232; JSCS–4169; doi: 10.2298/JSC100219076A; Original scientific paper

A quantitative structure–retention relationship for the prediction of retention indices of the essential oils of Ammoides atlantica

PARVIZ ABEROMAND AZAR, MEHDI NEKOEI, SIAVASH RIAHI*^,**, MOHAMMAD R. GANJALI** and KARIM ZARE

Department of Chemistry, Faculty of Basic Sciences, Science and Research Branch, IslAMic Azad University, Tehran, Iran

*Institute of Petroleum Engineering, College of Engineering, University of Tehran, P. O. Box 11365–4563, Tehran, Iran

**Center of Excellence in Electrochemistry, Faculty of Chemistry, University of Tehran, P. O. Box 14155–6455, Tehran, Iran

(Received 19 October, revised 23 December 2010)

A simple, descriptive and interpretable model, based on a quantitative structure–retention relationship (QSRR), was developed using the genetic algorithm-multiple linear regression (GA-MLR) approach for the prediction of the retention indices (RI) of essential oil components. By molecular modeling, three significant descriptors related to the RI values of the essential oils were identified. A data set was selected consisting of the retention indices for 32 essential oil molecules with a range of more than 931 compounds. Then, a suitable set of the molecular descriptors was calculated and the important descriptors were selected with the aid of the genetic algorithm and multiple regression method. A model with a low prediction error and a good correlation coefficient was obtained. This model was used for the prediction of the RI values of some essential oil components which were not used in the modeling procedure.

Keywords: chemometrics; QSRR; genetic algorithms; multiple linear regression; retention indices; essential oils.

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J. Serb. Chem. Soc. 76 (6) 903–922 (2011)

UDC 665.944+544.142.3+546.482+546.817:66.081.2:544.4; JSCS–4170; doi: 10.2298/JSC100601081S; Original scientific paper

Characterization of hydroxybenzoic acid chelating resins: equilibrium, kinetics, and isotherm profiles for Cd(II) and Pb(II) uptake

BHAVNA A. SHAH, AJAY V. SHAH* and RITESH V. TAILOR

Department of Chemistry, Veer Narmad South Gujarat University, Surat-7, Gujarat, India

*Science and Humanity Department, Polytechnic, Vidyabharti Trust, Umrakh, Bardoli-1, Gujarat, India

(Received 1 June, revised 8 November 2010)

Chelating ion-exchange resins were synthesized by polycondensation of ortho/para hydroxybenzoic acid with resorcinol/catechol employing formaldehyde as cross-linking agent at 80±5 °C in DMF. The resins were characterized by FTIR and XRD. The uptake behaviour of synthesized resins for Cd(II) and Pb(II) ions have been studied depending on contact time, pH, metal ion concentration and temperature. The sorption data obtained at optimized conditions were analyzed by the Langmuir and Freundlich isotherms. Experimental data of all metal–resin system were best represented by the Freundlich isotherm. The maximum obtained sorption capacity for cadmium was 69.53 mg g^-1 and 169.32 mg g^-1 for Lead. The adsorption process follows first order kinetics and the specific rate constant Kr was obtained by the application of the Lagergan equation. ThermodynAMic parAMeters ∆G^ads, ∆S^ads and ∆H^ads were calculated for the metal–resin systems. The external diffusion rate constant (K_S) and the intra-particle diffusion rate constant (K_id) were calculated by the Spahn–Schlunder and Weber–Morris models, respectively. The sorption process was found to follow an intra-particle diffusion phenomenon.

Keywords: chelating resin; SEM; kinetics; isotherm; distribution coefficient.

Full Article - PDF 521 KB Available OnLine: 25. 05. 2011. Cited by

J. Serb. Chem. Soc. 76 (6) 923–932 (2011)

UDC 544.354–125.4+547.549+547.567.3+66.094.25:544.478+546.98; JSCS–4171; doi: 10.2298/JSC100227073J; Original scientific paper

Altervalent cation-doped MCM-41 supported palladium catalysts and their catalytic properties

HAIHUI JIANG, LIGANG GAI and YAN TIAN

Shandong Provincial Key Laboratory of Fine Chemicals, School of Chemical Engineering, Shandong Institute of Light Industry, Jinan 250353, Peoples’ Republic of China

(Received 27 February, revised 13 December 2010)

Metal cation-doped MCM-41 (M-MCM-41, M = Al, Ce, Co, V or Zr) supported Pd catalysts (Pd/M-MCM-41) were prepared by a solution-based reduction method. The catalysts were characterized by X-ray diffraction (XRD) analysis, infrared spectroscopy (IR), scanning electron microscopy (SEM) and transmission electron microscopy (TEM), and further evaluated by selective hydrogenation of para-chloronitrobenzene (p-CNB) in anhydrous ethanol. The metal cation-containing Pd catalysts can efficiently enhance the selectivity for para-chloroaniline (p-CAN). The highest selectivity of 96.5 % in the molar distribution for p-CNB to p-CAN was acquired over Pd (1.8 wt. %)/V-MCM-41 (Si/V = 30, molar ratio) catalyst, and the corresponding turnover frequency (TOF) was 1.24×10^-2 mol p-CNB mol^-1 Pd s^-1. Water molecules adsorbed by the support have important effects on both the catalytic activity of the sAMple and the selectivity for p-CAN. A water molecule-mediated catalytic hydrogenation is discussed.

Keywords: metal cation-doped MCM-41; para-chloronitrobenzene; hydrogenation; para-chloroaniline.

Full Article - PDF 322 KB Available OnLine: 17. 05. 2011. Cited by

J. Serb. Chem. Soc. 76 (6) 933–946 (2011)

UDC 551.463+504.4.054:543.000.57+639.42(497.16); JSCS–4172; doi: 10.2298/JSC101007075J; Original scientific paper

Mussels as a bio-indicator of the environmental quality of the coastal water of the Boka Kotorska Bay (Montenegro)

MIHAJLO JOVIĆ, ANA STANKOVIĆ, LATINKA SLAVKOVIĆ-BESKOSKI*, ILIJA TOMIĆ**, SANDRO DEGETTo*** and SLAVKA STANKOVIĆ

Faculty of Technology and Metallurgy, University of Belgrade, Belgrade, Serbia

*Institute of Nuclear Science Vinča, University of Belgrade, Belgrade, Serbia

**Institute of Chemistry, Technology and Metallurgy, University of Belgrade, Belgrade, Serbia

***ICIS-CNR, Environmental Laboratory, Padua, Italy

(Received 7, revised 27 October 2010)

The Mediterranean blue mussel Mytilus galloprovincialis was used as a pollution level indicator in the Boka Kotorska Bay of the southeastern Adriatic on the Montenegrin coast. The ever-increasing urbanization and industrialization, combined with a poor sewage system, an increase in both marine and inland traffic, as well as insufficient water circulation in the Bay itself have resulted in some level of pollution. Since heavy metals are extremely toxic and do not easily undergo biodecomposition, the results of this study supply valuable information concerning the metal pollution of the marine environment in Boka Kotorska Bay. The concentrations of the investigated metals and non-metals accumulated in the mussels were determined during the fall of 2007 using Atomic Absorption Spectroscopy (AAS) for Cr, Mn, Co, Ni, Cu, Cd, Hg, Pb, Sn and V, and Energy Dispersive X-ray Fluorescence (ED–XRF) to determine the concentrations of Fe, Zn, Si, P, S, Cl, K and Ca. ED–XRF was also used to determine the levels of non-metals and elements present in high concentrations. Comparing the data from this study in relation to data from other regions for Mytilus galloprovincialis, the mussel sAMpled from the Boka Kotorska Bay showed a moderate level of pollution.

Keywords: pollution; metals; non-metals; Mytilus galloprovincialis; bio-indicator.

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