Vol 79, No 6 - Abstracts

JSCS Vol 79, No 6

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J. Serb. Chem. Soc. 79 (6) 627–636 (2014)

UDC 546.763–039.7+547.313–41:542.9:547.952; JSCS–4613; doi: 10.2298/JSC130611067F; Original scientific paper

Diastereoselective addition of alkenylchromium(III) reagents to Garner’s aldehyde. The Nozaki–HiyAMa–Kishi coupling approach to sphingosines and cerAMides

ZORANA FERJANČIĆ, RADOMIR MATOVIĆ AND FILIP BIHELOVIĆ*

Faculty of Chemistry, University of Belgrade, Studentski trg 16, P. O. Box 158, 11000 Belgrade, Serbia

*ICTM – Center for Chemistry, Njegoševa 12, 11000 Belgrade, Serbia

(Received 11 June, revised 18 June, accepted 19 June 2013)

Intermolecular Nozaki–HiyAMa–Kishi coupling between alkenylchromium(III) reagents, derived from either (E)-(2-bromoethenyl)benzene or (E)-1-iodo-1-pentadecene, and the conformationally rigid Garner’s aldehyde resulted in the stereoselective formation of Felkin-type allylic alcohols in good yields, thus providing an easy access to sphingosines. In addition, when the protecting group in the Garner's aldehyde was changed (from Boc to N-octanoyl), a reversal of stereoselectivity was observed in the reaction with (E)-1-pentadecenylchromium(III), probably as the result of hydrophobic interactions between the long carbon chains of the reaction partners.

Keywords: Nozaki–HiyAMa–Kishi reaction; sphingosine; Garner’s aldehyde; organochromium reagent.

Full Article - PDF 324 KB Supplementary Material PDF 117 KB Available OnLine: 27. 06. 2013. Cited by

J. Serb. Chem. Soc. 79 (6) 637–648 (2014)

UDC 547.585+547.855.1+547.233:548.7:543.42–74:547.415; JSCS–4614; doi: 10.2298/JSC130706115P; Original scientific paper

Structural, spectral and thermal properties of
2-(2-pyridylAMino)pyridinium trihydrogen pyromellitate

DEJAN POLETI, JELENA ROGAN, LIDIJA RADOVANOVIĆ* and MARKO RODIĆ*

Department of General and Inorganic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000 Belgrade, Serbia

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

*Faculty of Sciences, University of Novi Sad, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia

(Received 7 June, revised 24 October, accepted 25 October 2013)

The title compound, (Hdipya)(H3pyr), where Hdipya is protonated 2,2′-dipyridilAMine and H3pyr is the monoanion of pyromellitic acid (H4pyr), was obtained from a reaction mixture containing Zn(II) ions, dipya, Na4pyr (in the molar ratio 2:2:1) and HNO3. The products (micro- and single-crystalline) were characterized by X-ray structure determination, FT-IR spectroscopy and TG/DSC analysis. The most striking structural feature of (Hdipya)(H3pyr) are short inter- and extremely short intrAMolecular hydrogen bonds. These bonds mutually connect cations and anions making thin layers parallel to the crystallographic (223) plane. In addition, quite unusual, linear proton-bound polymeric {H(H2pyr)-}n were identified in the structure. The results of crystal structure determination are compared with FT-IR and TG/DSC data. The low position of the nas(COO) vibration at 1660 cm-1 is in accordance with strong hydrogen bonding. This value could be used as a measure of the C=O bond order, which was calculated to be 1.81.

Keywords: pyromellitic acid; 2,2′-dipyridylAMine; crystal structure; FT-IR spectra; TG/DSC analysis.

Full Article - PDF 317 KB KB Available OnLine: 28. 10. 2013. Cited by

J. Serb. Chem. Soc. 79 (6) 649–658 (2014)

UDC 547.415.1+547.313.2+547.26’11+542.913:615.277; JSCS–4615; doi: 10.2298/JSC130512022P; Original scientific paper

Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediAMine-N,N’-di-2-propanoate dihydrochloride esters

NEBOJŠA PANTELIĆ, BOJANA B. ZMEJKOVSKI*, TATJANA P. STANOJKOVIĆ**, VERICA V. JEVTIĆ***, GORDANA P. RADIĆ***, SREĆKO R. TRIFUNOVIĆ***, GORAN N. KALUĐEROVIĆ**** and TIBOR J. SABO*****

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

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

**Institute of Oncology and Radiology, 11000 Belgrade, Serbia

***Institute of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, Serbia

****Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle (Saale), Germany

*****Faculty of Chemistry, University of Belgrade, P. O. Box 158, 11001 Belgrade, Serbia

(Received 5 December 2013, revised 13 March, accepted 17 March 2014)

A novel (S,S)-R2eddip ester, O,O′-diisopentyl-(S,S)-ethylenediAMine-N,N′-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, 1H- and 13C-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R2eddip esters, dialkyl (S,S)-ethylenediAMine-N,N′-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or n-Pe, 2 and 3, respectively), was determined against cervix adenocarcinoma (HeLa), human melanoma (Fem-x), human chronic myelogenous leukemia (K562) cells, and a non-cancerous cell line human embryonic lung fibroblast (MRC-5), using the microculture tetrazolium test MTT assay. Esters 1–3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51±0.09 µM.

Keywords: R2edda-type esters; characterization; cytotoxicity; selectivity.

Full Article - PDF 306 KB Available OnLine: 17. 03. 2014. Cited by

J. Serb. Chem. Soc. 79 (6) 659–668 (2014)

UDC 631.8+633.15:338.431.002.2; JSCS–4616; doi: 10.2298/JSC131004147T; Original scientific paper

Microencapsulated fertilizers for improvement of plant nutrition

CIPRIAN TOLESCU, IRINA FIERASCU*, CONSTANTIN NEAMTU*, IULIA ANTON** and RADU CLAUDIU FIERASCU*

Siemens S.R.L., 24 Preciziei Bvd., H3, 062204, Bucharest, Romania

*National R &AMp; D Institute for Chemistry and Petrochemistry – ICECHIM Bucharest, 202 Spl. Independentei, 060021, Romania

**National R &AMp; D Institute For Soil Science Agro-Chemistry and Environment – ICPA, 61 Marasti Bvd, 011464, Bucharest, Romania

(Received 4 October, revised 2 December, accepted 6 December 2013)

Given the need to reduce the impact of the use of chemical fertilizers on the quality of food crop production, it is necessary to develop fertilizer formulations enabling the gradual and controlled release of the active substance, which could be achieved by encapsulation, thereby allowing its almost complete metabolization by plants. The study reported herein was intended to test such fertilizer compositions with controlled release, achieved by encapsulation in polymeric structures, by monitoring the biological activity of the new products, using maize and sunflower crops as the target plants, i.e., crops having a major impact in the agricultural sector. To achieve this objective, solid microstructures were obtained, which allowed, on one hand, the incorporation of the fertilizing composition and, on the other, the controlled release of the active components over a period of time chosen so that advanced absorption in the plants could occur. Based on the presented findings, the tested fertilizers could ensure high quality fertilization in terms of a greater degree of nutrient recovery, lower doses without reducing plant productivity and reduced chemical pollution of soil.

Keywords: fertilizer; maize; sunflower; production increase; controlled release.

Full Article - PDF 125 KB Available OnLine: 10. 12. 2013. Cited by

J. Serb. Chem. Soc. 79 (6) 669–676 (2014)

UDC 546.482+547.53+547.476.2/.3:541.64:548.7:535.37; JSCS–4617; doi: 10.2298/JSC130523138K; Original scientific paper

A new cadmium(II) coordination polymer constructed from
2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline and 1,3-benzenedicarboxylate: Synthesis, crystal structure, thermal behavior and luminescent properties

ZHI-GUO KONG, SHENG-NAN GUO, YING-XUE ZHAO and DAN SONG

Key Laboratory for the Preparation and Application of Environmentally Friendly Materials, Ministry of Education, College of Chemistry, Jilin Normal University, Siping 136000, China

(Received 23 May, revised 15 September, accepted 19 November 2013)

A new Cd(II) coordination polymer, nAMely, [Cd2(Cl)(1,3-BDC)1.5(L)2]·1.25H2O (1) (L = 2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline and 1,3-benzenedicarboxylate (1,3-BDC) was synthesized under hydrothermal conditions. The crystal of 1 belongs to orthorhombic, space group P bcn with a = 31.3116(19) Å, b = 13.5485(8) Å, c = 22.9850(15) Å, α = 90°, β = 90°, γ = 90°, C50H28.5Cd2Cl3F2N8O7.25, Mr = 1226.46, V = 9750.8(10) Å3, Z = 8, Dcalc = 1.671 g cm-3, S = 1.038, μ(MoKα) = 1.106 mm-1, F(000) = 4860, R = 0.0585 and wR = 0.1485. Compound 1 exhibits a 1D-ladder structure. Furthermore, neighboring 1D-ladders are joined together by π…π interactions to result in a 2D suprAMolecular layer. The thermal behavior of 1 was characterized. Furthermore, its luminescent properties were studied in the solid state at room temperature.

Keywords: crystal structure; 1,3-benzenedicarboxylate; luminescence; 2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline.

Full Article - PDF 361 KB Available OnLine: 20. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (6) 677–688 (2014)

UDC 544.6.076.2+546.135+519.87; JSCS–4618; doi: 10.2298/JSC131023004S; Original scientific paper

Current efficiency in the chlorate cell process

MIROSLAV D. SPASOJEVIĆ, LENKA J. RIBIĆ-ZELENOVIĆ, PAVLE M. SPASOJEVIĆ* AND BRANISLAV Ž. NIKOLIĆ*

1Faculty of Agronomy, University of Kragujevac, Cara Dušana 34, Čačak, Serbia

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

(Received 23 October 2013, revised 14 January, accepted 16 January 2014)

A mathematical model has been set up for current efficiency in a chlorate cell acting as an ideal electrochemical tubular reactor with a linear increase in hypochlorite concentration from the entrance to the exit. Good agreement was found between the results on current efficiency experimentally obtained under simulated industrial chlorate production conditions and the theoretical values provided by the mathematical model.

Keywords: chlorate; active chlorine; limiting diffusion current; current efficiency.

Full Article - PDF 200 KB Available OnLine: 21. 01. 2014. Cited by

J. Serb. Chem. Soc. 79 (6) 689–706 (2014)

UDC 546.562’472+547.979.7+541.144.7:543.51+543.544.5.068.7; JSCS–4619; doi: 10.2298/JSC130918009Z; Original scientific paper

Electrospray ionization mass spectrometry combined with ultra high performance liquid chromatography in the analysis of in vitro formation of chlorophyll complexes with copper and zinc

JELENA B. ZVEZDANOVIĆ, SANJA M. PETROVIĆ, DEJAN Z. MARKOVIĆ, TATJANA D. ANDJELKOVIĆ* and DARKO H. ANDJELKOVIĆ**

University of Niš, Faculty of Technology, Bulevar Oslobodjenja 124, Leskovac, Serbia

*University of Niš, Faculty of Science, Department of Chemistry, Višegradska 33, Niš, Serbia

**JKP Naissus, Kneginje Ljubice 1/1, Niš, Serbia

(Received 18 September 2013, revised 22 January, accepted 23 January 2014)

The aim of this study was to obtain a more accurate insight into the interaction of the major photosynthesis pigment, chlorophyll (Chl), with copper(II) and zinc(II) in solution using flow injection analysis combined with electrospray ionization mass spectrometry (FIA–ESI-MS), as well as combined with ultra high performance liquid chromatography with DAD detection (UHPLC-DAD). These interactions may potentially, but not necessarily, lead to the formation of Cu–Chl and Zn–Chl complexes of two different types, which has a large number, at least, disfunctional implications in the plant world. The results based on analysis of full-scan and MS/MS spectra, with and without UHPLC chromatogrAMs, confirmed the formation of a “central type” Cu–Chl complex and a “central type” Zn–Chl complex, as well as proved the formation of a “peripheral” Zn–Chl complex, the latter one originating from a very weak coordinative interaction at the edge of the Chl structure. The employed techniques appeared to be efficient and reliable tools for studying the formation and stability of heavy metals complexes with chlorophyll, at least in vitro, with a considerable possibility for an assessment of real bioenvironmental behavior.

Keywords: chlorophyll; heavy metals; complexes; mass spectrometry; UHPLC.

Full Article - PDF 454 KB Available OnLine: 28. 01. 2014. Cited by

J. Serb. Chem. Soc. 79 (6) 707–718 (2014)

UDC 541.123.2.004.12:541.25:544.351–145.82:621.78.063:535.327; JSCS–4620; doi: 10.2298/JSC130813127V; Original scientific paper

Prediction of excess molar volumes of selected binary mixtures from refractive index data

JELENA M. VUKSANOVIĆ, DIVNA M. BAJIĆ, GORICA R. IVANIŠ, EMILA M. ŽIVKOVIĆ, IVONA R. RADOVIĆ, SLOBODAN P. ŠERBANOVIĆ and MIRJANA LJ. KIJEVČANIN

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

(Received 13 August, accepted 7 November 2013)

The excess molar volumes of twenty two binary mixtures containing various groups of organic compounds: alcohols (ethanol, 1-propanol, 1,2-propanediol, 1,3-propanediol and glycerol), ketone (acetone), ester (butyl lactate), lactAM (N-methyl-2-pyrrolidone), PEGs (PEG 200 and PEG 400) and aromatics (benzene, toluene and pyridine) were predicted from the refractive index data, using three types of equations coupled with several mixing rules for refractive index calculations: the Lorentz–Lorenz, Dale–Gladstone, Eykman, Arago–Biot, Newton and Oster. The obtained results were analysed in terms of the applied equation and mixing rule and the nature of the interactions between the components of the mixtures.

Keywords: excess molar volume; mixing rules; prediction; organic solvents.

Full Article - PDF 198 KB Supplementary Material PDF 114 KB Available OnLine: 09. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (6) 719–727 (2014)

UDC 546.32’264+547.466.22+54–145.2:532.13/.14:535.327; JSCS–4621; doi: 10.2298/JSC130818133S; Original scientific paper

Physical properties of aqueous solutions of potassium carbonate+glycine as a solvent for carbon dioxide removal

MUHAMMAD SHUAIB SHAIKH, AZMI M. SHARIFF, MOHD A. BUSTAM and GHULAM MURSHID

Research Center for CO2 Capture (RCCO2C), Department of Chemical Engineering, Universiti Teknologi PETRONAS, 31750 Tronoh, Perak, Malaysia

(Received 18 August, revised 16 October 2013)

The physical properties, such as densities, viscosities, and refractive indices, of aqueous solutions of potassium carbonate (PC) blended with glycine (Gly) as solvent blends for CO2 capture were measured. The properties were measured at ten different temperatures from (298.15 to 343.15) K. The mass fractions (w1+w2) of the (PC+Gly) blends were 0.05+0.01, 0.10+0.02, 0.15+0.03, 0.20+0.04, 0.25+0.05, 0.30+0.06, 0.35+0.07 and 0.40+0.08 %, respectively. An analysis of the experimental results showed that the densities, viscosities, and refractive indices of the aqueous (PC+Gly) blends increase with increasing concentration of potassium carbonate and glycine, and decrease with increasing the temperature. The experimental data of density, viscosity and refractive index were correlated by a least-squares method as a function of temperature. The predicted data were estimated from coefficients of correlation equations for all the measured properties, and reported with standard deviation (SD). The experimental data were consistent with the predicted data.

Keywords: density; viscosity; refractive index; potassium carbonate; glycine; CO2 capture.

Full Article - PDF 160 KB Available OnLine: 17. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (6) 729–741 (2014)

UDC 556.551+546.3:544.362+579.68(497.11); JSCS–4622; doi: 10.2298/JSC130605071S; Original scientific paper

Investigation of the microbial diversity of an extremely acidic, metal-rich water body (Lake Robule, Bor, Serbia)

SRĐAN STANKOVIĆ, IVANA MORIĆ*, ALEKSANDAR PAVIĆ*, BRANKA VASILJEVIĆ2, D. BARRIE JOHNSON** and VLADICA CVETKOVIĆ

University of Belgrade, Faculty of Mining and Geology, Serbia

*Institute of Molecular Genetics and Genetic Engineering, University of Belgrade, Serbia

**School of Biological Sciences, Bangor University, United Kingdom

(Received 5 June, revised 24 June, accepted 24 June 2013)

An investigation of the microbial diversity in the extremely acidic, metal-rich Lake Robule was performed using culture-dependant and culture-independent (T-RFLP) methods. In addition, the ability of the indigenous bacteria from the lake water to leach copper from a mineral concentrate was tested. T-RFLP analysis revealed that the dominant bacteria in the lake water sAMples were the obligate heterotroph Acidiphilium cryptum (≈50 % of the total bacteria) and the iron-oxidizing autotroph Leptospirillum ferrooxidans (≈40 %) The iron/sulfur-oxidizing autotroph Acidithiobacillus ferrooxidans was reported to be the most abundant bacteria in the Lake in an earlier study, but it was not detected in the present study using T-RFLP, although it was isolated on solid media and detected in enrichment (bioleaching) cultures. The presence of the two bacterial species detected by T-RFLP (L. ferrooxidans and A. cryptum) was also confirmed by cultivation on solid media. The presence and relative abundance of the bacteria inhabiting Lake Robule was explained by the physiological characteristics of the bacteria and the physico-chemical characteristics of the lake water.

Keywords: acidophiles; bioleaching; biomining; tailings; T-RFLP.

Full Article - PDF 279 KB Available OnLine: 27. 06. 2013. Cited by

J. Serb. Chem. Soc. 79 (6) 743–757 (2014)

UDC 637.4.002.2+661.183.1+547.459.5+544.4:628.3; JSCS–4623; doi: 10.2298/JSC130201053T; Original scientific paper

Treatment of egg processing industry effluent using chitosan as an adsorbent

K. THIRUGNANASAMBANDHAM, V. SIVAKUMAR and J. PRAKASH MARAN

Department of Food Technology, Kongu Engineering College, Perundurai, Erode-638052, TN, India

(Received 1 February, revised 14 May, accepted 15 May 2013)

The objective of the present study was to investigate the efficiency of chitosan as an adsorbent for the treatment of wastewater from the egg processing industry. ParAMeters affecting the effluent treatment process, such as pH, chitosan dosage, settling time and initial chemical oxygen demand (COD) on the reduction percentage of turbidity, COD and biochemical oxygen demand (BOD) were studied. The optimum conditions were found to be pH 4, chitosan dosage of 1.1 g L-1 and a settling time of 40 min. The maximum reduction percentage of turbidity, COD and BOD were found to be 94, 88 and 83 %, respectively. The effective adsorption process was confirmed by FT-IR spectral analysis. The experimental data were analyzed by different isotherm and kinetic models. The Langmuir isotherm type I model satisfactorily described the adsorption mechanism. The rate of COD reduction followed a pseudo-first-order kinetic model. A four factor, three levels Box–Behnken response surface design was employed to develop second order polynomial mathematical models from the experimental data.

Keywords: egg wastewater; chitosan; adsorption; isotherms; kinetics; experimental design.

Full Article - PDF 255 KB Available OnLine: 19. 05. 2013. Cited by

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