Vol 80, No 9 - Abstracts

JSCS Vol 80, No 9

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Whole issue - PDF 2,325 kB

J. Serb. Chem. Soc. J. Serb. Chem. Soc. 80 (9) 1101–1111 (2015)

UDC 547.822.3’288.4+547.58+542.913:615.281; JSCS–4783; doi: 10.2298/JSC141113037K; Original scientific paper

Synthesis, structural characterization and antimicrobial evaluation of some novel piperidin-4-one oxime esters

K. GOKULA KRISHNAN, R. SIVAKUMAR and V. THANIKACHALAM

Department of Chemistry, Annamalai University, Annamalainagar 608 002, Tamil Nadu, India

(Received 13 November 2014, revised 25 January, accepted 16 April 2015)

Fifteen novel biologically active piperidin-4-one oxime esters 8–22 were synthesized in good yields. These compounds were prepared in reactions of carboxylic acids, in situ activated using POCl3 and pyridine, with piperidin-4-one oximes. The structures of the title compounds were elucidated based on FTIR, NMR (1D and 2D) and mass spectral analyses. Single crystal XRD studies of compounds 12 and 20 provided further unambiguous evidence for the proposed structure. All the synthesized compounds were tested for their in vitro antibacterial and antifungal activities. Many of these derivatives exhibited good activity against Bacillus subtilis, Pseudomonas aeruginosa, Escherichia coli, Trichoderma viride and Aspergillus flavus.

Keywords: piperidin-4-one oxime; aromatic acid; mixed anhydride; gauche interaction; conformation; single crystal XRD.

Full Article - PDF 297 kB Supplementary Material PDF 161 kB Available OnLine: 11. 05. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1113–1125 (2015)

UDC 661.183.8+577.115:541.183; JSCS–4784; doi: 10.2298/JSC150222035I; Original scientific paper

Adsorption of Candida rugosa lipase onto alumina: effect of surface charge

LIDIJA T. IZRAEL ŽIVKOVIĆ, LJILJANA S. ŽIVKOVIĆ*, BOJAN M. JOKIĆ**, ANDRIJA B. SAVIĆ* and IVANKA M. KARADŽIĆ

University of Belgrade, School of Medicine, Institute of Chemistry in Medicine, Visegradska 26, 11000 Belgrade, Serbia

*University of Belgrade, The Vinča Institute of Nuclear Sciences, 11000 Belgrade, Serbia

**University of Belgrade, Faculty of Technology and Metallurgy, Karnegijeva 4, 11001 Belgrade, Serbia

(Received 22 February, revised 16 April, accepted 30 April 2015)

The impact of the surface charge of alumina supports on the adsorption of Candida rugosa lipase was investigated in terms of the zeta potentials of the adsorption partners. The lipase adhered onto alumina with similar efficiency under both repulsive and attractive electrostatic conditions, shifting the zeta potential of the support towards that of the enzyme. The behavior was explained by a heterogeneous distribution of the surface charge of the lipase molecule. Special emphasis in this study was placed on the effect of immobilization on the enzyme kinetics and principal reasons for enzyme immobilization: improvement in stability and potential for reuse. The enzyme affinity was not altered by its adsorption onto alumina, while the Vmax value of the lipase decreased. The thermostability of the adsorbed lipase was improved. A significant potential for reuse was found.

Keywords: alumina; lipase; adsorption; immobilization; Candida rugosa.

Full Article - PDF 327 kB Available OnLine: 11. 05. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1127–1137 (2015)

UDC 504.53.054:577.15–188:577.153+66.094.258:544.032.4; JSCS–4785; doi: 10.2298/JSC141218030F; Original scientific paper

Temperature dependent effect of difenoconazole on enzymatic activity from soil

MARIOARA NICOLETA FILIMON, SORIN OCTAVIAN VOIA*, DIANA LARISA VLADOIU, ADRIANA ISVORAN and VASILE OSTAFE

West University of Timişoara, Faculty of Chemistry–Biology–Geography, Department of Biology–Chemistry, Pestalozzi, 16, Timisoara, 300115, Romania and West University of Timisoara, Laboratory of Advanced Research in Environmental Protection, Oituz 4, Timisoara 300086, Romania

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

(Received 18 December 2014, revised 24 March, accepted 25 March 2015)

The purpose of this study was to quantify the effect of difenoconazole (DFC) on the activity of a few enzymes commonly found in soil: dehydrogenase, urease, phosphatase and protease. Three experimental variants were established: under field conditions with variable temperature (10–21 °C, variants A1–A3), under laboratory conditions with constant temperature (30 °C, variants B1–B3) and untreated soil (C variant). The commercial product “Score 250EC” with 250 g DFC L-1 was used at the following concentrations: 0.037 mg DFC g-1 soil (variants A1 and B1), 0.075 mg DFC g-1 soil (variants A2 and B2) and 0.150 mg DFC g-1 soil (variants A3 and B3). The dehydrogenase, phosphatase and urease activities decreased significantly (p < 0.05) under both field (variants A1–A3) and laboratory (variants B1–B3) conditions compared to untreated soil (variant C). The protease activity was reduced in variants A1–A3 compared to variant C and increased at the dose of 0.150 mg DFC g-1 soil in the variant B3.

Keywords: fungicide; soil; dehydrogenase; phosphatase; urease; protease.

Full Article - PDF 365 kB Available OnLine: 26. 03. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1139–1148 (2015)

UDC 546.14’11+547.81+519.677+541.124:66.095.252.091.7:543.637; JSCS–4786; doi: 10.2298/JSC141205014H; Original scientific paper

Theoretical study on the Diels–Alder reaction of bromo-substituted 2H-pyran-2-ones and some substituent vinyls

MINA HAGHDADI, HAMED AMANI and NASIM NAB

Department of Chemistry, Islamic Azad University, P. O. Box 755, Babol branch, Babol, Iran

(Received 5 December 2014, revised 8 February, accepted 8 February 2015)

A DFT study of the reactivity, regio- and stereoselectivity of Diels–Alder reactions between 3-bromo, 5-bromo, and 3,5-dibromo-2H-pyran-2-ones and some weakly activated and unactivated alkenes was performed using the density functional theory (DFT). Four possible reaction channels, which are related to the formation of meta- and para- and endo- and exo-cycloadducts, were explored and characterized. The energy and natural bond orbital analysis showed that the meta-regioselectivity on the exo pathway was preferred and followed an asynchronous concerted mechanism with a polar nature in all Diels–Alder cycloadditions. Moreover, the activation free energies of the Diels–Alder cycloadditions of 3,5-dibromo-2H-pyran-2-one were lower than those for 3-bromo-2H-pyran-2-one and 5-bromo-2H-pyran-2-one, which is in line with experimental observations. DFT-based reactivity indices clearly predicted the regiochemistry of the isolated cycloadducts.

Keywords: bromo-2H-pyran-2-ones; DFT study; reaction mechanism; reactivity indices; regio- and stereoselectivity.

Full Article - PDF 647 kB Available OnLine: 08. 02. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1149–1160 (2015)

UDC 546.92+66.081+546.56+546.47:544.35–131:544.726; JSCS–4787; doi: 10.2298/JSC141217018K; Original scientific paper

Sorption recovery of platinum(II,IV) in presence of copper(II) and zinc(II) from chloride solutions

OLGA N. KONONOVA, NATALIYA S. KARPLYAKOVA and EVGENIYA V. DUBA

Institute of Non-Ferrous Metals and Material Science, Siberian Federal University, 660041 Krasnoyarsk, Svobodny Pr., 79 Russian Federation

(Received 17 December 2014, revised 22 January, accepted 19 February 2015)

The sorption pre-concentration of platinum(II,IV) ions was investigated in presence of accompanying copper(II) and zinc(II) ions from chloride solutions on new previously unexplored ion exchangers (Cybber, Russia). The initial concentrations of platinum and the accompanying ions were 0.25 and 2.0 mmol L-1, respectively, and the acidity of medium was 0.001–4.0 mol L-1 HCl. It was shown that the investigated resins – strong and weak basic anion exchangers as well as chelate ion exchangers – possessed good sorption and kinetic properties. The simultaneous sorption of the investigated ions results in the complete recovery of platinum, while the non-ferrous metal ions were sorbed at less than 20 %. Followed by the selective elution of platinum by a thiourea (80 g L-1) solution in 0.3 M H2SO4, the quantitative isolation of platinum was achieved (more than 90 %). Therefore, the studied ion exchangers could be recommended for the recovery and separation of Pt(II,IV), Cu(II) and Zn(II) ions.

Keywords: ion exchange; platinum; copper; zinc; chloride solutions.

Full Article - PDF 258 kB Supplementary Material PDF 136 kB Available OnLine: 05. 01. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1161–1175 (2015)

UDC 547.475.2+543.55+544.6.076.32–033.5–039.6; JSCS–4788, doi: 10.2298/JSC141104006O; Original scientific paper

Electrochemical determination of ascorbic acid at p-phenylenediamine film–holes modified glassy carbon electrodes

BIKILA NAGASA OLANA, SHIMELES ADDISU KITTE and TESFAYE REFERA SORETA

Department of Chemistry, College of Natural Sciences, Jimma University, P. O. Box 378, Jimma, Ethiopia

(Received 4 November, revised 30 December 2014, accepted 19 January 2015)

In this work, the determination of ascorbic acid (AA) at a glassy carbon electrode (GCE) modified with a perforated film produced by reduction of diazonium generated in situ from p-phenylenediamine (PD) is reported. Holes were intentionally created in the modifier film by stripping pre-deposited gold nanoparticles. The modified electrodes were electrochemically characterized using common redox probes: hydroquinone, ferrocyanide and hexamineruthenium(III). The cyclic voltammetric and amperometric responses of AA using the modified electrodes were compared with those of a bare GCE. The bare GCE showed a linear response to AA in the concentration range of 5 mM to 45 mM with detection limit of 1.656 mM and the modified GCE showed a linear response to AA in the concentration range from 5 to 45 µM with detection limit of 0.123 μM. The effects of potential interferents on amperometric signal of AA at the modified GCE were examined and found to be minimal. The inter-electrode reproducibility, stability, and accuracy were determined. The modified electrode showed excellent inter-electrode reproducibility, accuracy and stability. The modified electrode reported is a promising candidate for use in the electro-analysis of AA.

Keywords: diazonium; p-phenyldiamine; gold nanoparticles; ascorbic acid; glassy carbon electrode.

Full Article - PDF 426 kB Available OnLine: 19. 01. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1177–1192 (2015)

UDC 547.462.3+678.744:66.081.2:661.742.2; JSCS–4789 doi:10.2298/JSC150123034S; Original scientific paper

Poly(methyl methacrylate) denture base materials modified with ditetrahydrofurfuryl itaconate: Significant applicative properties

PAVLE SPASOJEVIĆ, VESNA PANIĆ, SANJA ŠEŠLIJA*, VLADIMIR NIKOLIĆ**, IVANKA G. POPOVIĆ*** and SAVA VELIČKOVIĆ***

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

*Institute of Chemistry, Technology and Metallurgy, University of Belgrade, Njegoševa 12, 11000 Belgrade, Serbia

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

***Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 1000 Belgrade, Serbia

(Received 23 January, revised 9 April, accepted 22 April 2015)

The aim of this work was to examine the possibility of modification of commercial denture base materials with itaconic acid esters, in order to obtain materials with lower toxicity and higher biocompatibility. Despite their relatively higher price compared to methacrylates, itaconic acid and itaconates are materials of choice for environmentally friendly applications, because they are not produced from petrochemical sources, but from plant products. A commercial system based on poly(methyl methacrylate) was modified using ditetrahydrofurfuryl itaconate (DTHFI), whereby the ratio of DTHFI was varied from 2.5 to 10 % by weight. Copolymerization was confirmed using FTIR spectroscopy, while SEM analysis showed the absence of micro defects and pores in the structure. The effects of the itaconate content on the absorption of fluids, the residual monomer content, thermal, dynamic-mechanical and mechanical properties (hardness, toughness, stress and elongation at break) were investigated. It was found that the addition of DTHFI significantly reduced the amount of residual methyl methacrylate, which made these materials less toxic. It was shown that increasing the DTHFI content resulted in materials with decreased glass transition temperatures, as well as with decreased storage modulus, ultimate tensile strength and impact fracture resistance; however the mechanical properties were in the rang prescribed by ADA standards, and the materials could be used in practice. The deterioration in mechanical properties was therefore worthwhile in order to gain lower toxicity of the leached monomer.

Keywords: dental; itaconic; methyl methacrylate; absorption, tensile.

Full Article - PDF 343 kB Supplementary Material PDF 213 kB Available OnLine: 22. 04. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1193–1202 (2015)

UDC 549.623.83.004.12+547.292+546.28–36:543.44–77; JSCS–4790; doi: 10.2298/JSC150219038L; Original scientific paper

Sepiolite functionalized with N-[3-(trimethoxysilyl)propyl]ethylenediamine triacetic acid trisodium salt.
Part I: Preparation and characterization

SLAVICA S. LAZAREVIĆ, IVONA M. JANKOVIĆ-ČASTVAN, BOJAN M. JOKIĆ, DJORDJE T. JANAĆKOVIĆ and RADA D. PETROVIĆ

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

(Received 19 February, revised 11 May, accepted 14 May 2015)

Natural sepiolite from Andrici (Serbia) was functionalized by covalent grafting of N-[3-(trimethoxysilyl)propyl]ethylenediamine triacetic acid trisodium salt onto the Si–OH sepiolite groups. The functionalized material, MSEAS, was characterized by determination of the phase composition by X-ray diffraction (XRD) analysis, analysis of the morphological characteristics by scanning electron microscopy (SEM), using Fourier transform infrared (FTIR) spectroscopy, differential thermal analyses (DTA), determination of the specific surface areas and pore size distribution using the BET method and point of zero charge (pHpzc) determination. The crystal structure of sepiolite did not change significantly upon surface modification. The FT-IR and DTA analyses confirmed that the modified sample maintained the basic structure of sepiolite and the presence of organic groups in the functionalized sepiolite sample. The point of zero charge of MSEAS in KNO3 solutions of different concentrations, determined by the batch technique, was at pH 7.0±0.1.

Keywords: sepiolite; functionalization; N-[3-(trimethoxysilyl)propyl]ethylenediamine triacetic acid, trisodium salt.

Full Article - PDF 396 kB Available OnLine: 24. 05. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1203–1214 (2015)

UDC 546.171.1:541.183+549.67:537.872:504.53–035.22; JSCS–4791; doi: 10.2298/JSC150317042M; Original scientific paper

The use in grass production of clinoptilolite as an ammonia adsorbent and a nitrogen carrier

JELENA MILOVANOVIĆ, SUSANNE EICH-GREATOREX*, TORE KROGSTAD*, VESNA RAKIĆ** and NEVENKA RAJIĆ***

Innovation Centre of the Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, Serbia

*Faculty of Environmental Science and Technology, Norwegian University of Life Sciences, 1432 Aas, Norway

**Faculty of Agriculture, University of Belgrade, Nemanjina 6, 11080 Zemun, Serbia

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

(Received 17 March, revised 14 May, accepted 18 May 2015)

Clinoptilolite-rich tuff (NZ) from the Zlatokop deposit (Vranjska Banja, Serbia) was studied as a nitrogen carrier for grass production. The mechanism of binding ammonium cations present in aqueous solutions by NZ was examined, as well as the possibility of adsorption of ammonia released in fresh cattle manure during its fermentation. The NH4+ binding from solutions proceeded via an ion-exchange process that followed pseudo-second-order kinetics. Adsorption isotherms studied at 298–318 K followed the Freundlich isotherm equation. The NZ readily adsorbs ammonia liberated from manure and the addition of 10 wt. % of NZ to manure can preserve up to 90 % of ammonia. The potential benefit of this effect was examined in greenhouse pot experiments with Italian ryegrass (Lolium multiflorum, var. Macho) using three different types of soil (silty, clayey and sandy). The zeta potential measurements showed that the stability of their colloidal dispersions differed mutually and that the addition of NZ affected the stability and nitrogen cycling differently. All results indicated that NZ could be applied in grass production.

Keywords: zeolites; manure; Freundlich isotherm; soil; Italian ryegrass.

Full Article - PDF 301 kB Available OnLine: 18. 05. 2015. Cited by

J. Serb. Chem. Soc. 80 (9) 1215 (2015)

Errata (printed version only)

1. Issues No. 3 and 4 (2010), Vol. 75:

– First seven characters of the doi numbers of all articles instead of 10.2998 should read: 10.2298

2. Issue No. 8 (2015), Vol. 80, page 1097, article No. JSCS-4782:

– The following paragraph is to be added before the paragraph “Acknowledgements.”:

SUPPLEMENTARY MATERIAL

Description of area and sampling location, as well as contents of heavy metals and several major components in sediment samples from ZLT-2 borehole, reference standard values and weathering indices are available electronically from http://www.shd.org.rs/JSCS/, or from the corresponding author on request.

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