Vol 77, No 8 - Abstracts

JSCS Vol 77, No. 8

Publication of this issue is financially co-supported by LUKOIL Srbija AD

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J. Serb. Chem. Soc. 77 (8) 983–991 (2012)

UDC 547.751+547.812’77+542.913+54–732+537.5:615.28-188; JSCS–4326; doi: 10.2298/JSC110805199K; Original scientific paper

Microwave-assisted multi-component synthesis of indol-3-yl substituted pyrano[2,3-c]pyrazoles and their antimicrobial activity

HARSHAD G. KATHROTIYA, RANJAN G. PATEL and MANISH P. PATEL

Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar-388120, Gujarat, India

(Received 5 August, revised 19 October 2011)

A series of pyrano[2,3-c]pyrazole derivatives of indole was synthesized by multi-component reactions using the conventional and microwave irradiation approach. Particularly valuable features of this method include high yield, broad substrate scope, shorter reaction times and straightforward procedure. Antimicrobial screening of the synthesized derivatives against eight human pathogens, nAMely Bacillus subtilis, Clostridium tetani, Streptococcus pneumoniae, Salmonella typhi, Vibrio cholerae, Escherichia coli, Aspergillus fumigatus and Candida albicans, was realized by employing the broth microdilution minimum inhibition concentration method, as recommended by National Committee for Clinical Laboratory Standards (NCCLS).

Keywords: indole; pyranopyrazole; multi-component reaction; microwave irradiation; antimicrobial activity.

Full Article - PDF 224 KB Supplementary Material PDF 872 KB Available OnLine: 01. 02. 2012. Cited by

J. Serb. Chem. Soc. 77 (8) 993–1001 (2012)

UDC 547.022+547.79+547.53.024+547.828:54.081; JSCS–4327; doi: 10.2298/JSC120319033D Original scientific paper

The substituent effects on the ¹³C chemical shifts of the azomethine carbon atom of N-(substituted phenyl)salicylaldimines

SAŠA Ž. DRMANIĆ, ALEKSANDAR D. MARINKOVIĆ, JASMINA B. NIKOLIĆ and BRATISLAV Ž. JOVANOVIĆ

Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, Belgrade

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

(Received 19 March, revised 3 April 2012)

HAMmett correlations between the 13C-NMR chemical shifts of the azomethine carbon atom and the corresponding substituent constants were established for thirteen Schiff bases. The successful correlation of the chemical shifts with the electrophilic substituent constants s+ indicate a significant resonance interaction of the substituents on the aniline ring with the azomethine carbon atom in the exAMined series of imines. The demand for electrons in the investigated compounds was compared to that of the N-benzylideneanilines and N-(substituted phenyl)pyridinealdimines. The manner of transmission of the substituent effects is discussed and they were separated into resonance and inductive effects. The inductive effects prevail over the resonance effects.

Keywords: 13C-NMR chemical shifts; HAMmett Equation; substituent constants; N-(substituted phenyl)salicylaldimines.

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J. Serb. Chem. Soc. 77 (8) 1003–1012 (2012)

UDC 582.795+581.33+581.45:54.05:547.963.32+547.455.5; JSCS–4328; doi: 10.2298/JSC111130018O Original scientific paper

Isolation of functional total RNA from Tilia cordata leaves and pollen

JANA OGNJENOVIĆ, ZIYAD OMAR TANTOUSH, RATKO JANKOV, TANJA ĆIRKOVIĆ VELIČKOVIĆ and JELENA VUKMIRICA*

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

*Faculty of Medicine, University of Ottawa, 451 Smyth Rd., Ottawa, Ontario, Canada

(Received 30 November 2011, revised 23 February 2012)

The conditions required for the isolation of high quality total RNA from European linden (Tilia cordata) leaves and pollen were determined. Pure total RNA was isolated from linden leaves utilizing a Qiagen plant mini kit, while the total RNA isolated from linden pollen using this method was degraded. Successful isolation of total RNA from both linden pollen and leaves, however, was achieved following TRIzol™ preparation of the total RNA. The total RNA isolated using TRIzol™ was contAMinated with genomic DNA but treatment with the enzyme DNase, in solution or on-column, efficiently removed the genomic DNA. Furthermore, the conditions for the elimination of genomic DNA contAMination on-column and isolation of pure total RNA from leaves were optimized. The isolated total RNA from both leaves and pollen was used successfully in first- and second-strand cDNA synthesis reactions and in a reverse transcription polymerase chain reaction (RT-PCR), demonstrating that the total RNA isolated using this method was functional. In conclusion, pure and functional total RNA from T. cordata leaves and pollen (27.8±7.9 µg g-1 leaves; 25.7±1.1 µg g-1 pollen) could be obtained and was suitable for application in further molecular biology studies.

Keywords: Tilia cordata; leaves; pollen; total RNA; RT-PCR; cDNA.

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J. Serb. Chem. Soc. 77 (8) 1013–1029 (2012)

UDC 546.763’732’742’562+542.9+547.571+547.551+54-732+542.913+543.57:57-188; JSCS–4329; doi: 10.2298/JSC111001023J Original scientific paper

Microwave synthesis and spectral, thermal and antimicrobial activities of some novel transition metal complexes with tridentate Schiff base ligands

RAJENDRA K. JAIN and ANAND P. MISHRA

Department of Chemistry, Synthetic Inorganic and Coordination Chemistry Laboratories, Dr. H. S. Gour Central University, Sagar M.P. 470 003, India

(Received 1 October 2011, revised 1 February 2012)

Some novel Schiff base metal complexes of Cr(III), Co(II), Ni(II) and Cu(II) derived from 2-[(5-bromo-2-hydroxybenzylidene)AMino]pyridin-3-ol (BSAP) and {5-chloro-2-[((2-hydroxy-1-naphthyl)methylene)AMino]phenyl}phenylmethanone (HNAC) were synthesized by conventional as well as microwave methods. These compounds were characterized by elemental analysis, FT-IR, FAB-mass, electronic and ESR spectroscopy, molar conductance, magnetic susceptibility, thermal, cyclic voltAMmetric and electrical conductivity measurements and XRD analyses. Analytical data revealed that all the complexes exhibited 1:1 (metal:ligand) ratio with a coordination number of 4 or 6. The IR data showed that the ligand coordinates with the metal ions in a tridentate manner. FAB-mass and thermal data showed the degradation pattern of the complexes. The thermal behaviour of the metal complexes showed that the hydrated complexes lose water molecules of hydration in the first step; with decomposition of the ligand molecules in the subsequent steps. The crystal system, lattice parAMeters, unit cell volume and number of molecules in a unit cell in the lattice of the complexes were determined by XRD analysis. XRD patterns indicated a crystalline nature for the complexes. The solid state electrical conductivity of the metal complexes was also measured. Solid state electrical conductivity studies reflected a semi-conducting nature of the complexes. The Schiff base and metal complexes displayed good activity against the GrAM-positive bacteria Staphylococcus aureus, the GrAM-negative bacteria Escherichia coli and the fungi Aspergillus niger and Candida albicans. The antimicrobial results also indicated that the metal complexes displayed better antimicrobial activity as compared to the Schiff bases.

Keywords: microwave method; tridentate ligands; thermal analyses; biological activities.

Full Article - PDF 469 KB Supplementary Material PDF 164 KB Available OnLine: 14. 03. 2012. Cited by

J. Serb. Chem. Soc. 77 (8) 1031–1036 (2012)

UDC 547.521+547.77:532.74:548.58; JSCS–4330; doi: 10.2298/JSC111212029G; Original scientific paper

Vertex-degree-based molecular structure descriptors of benzenoid systems and phenylenes

IVAN GUTMAN and BORIS FURTULA

Faculty of Science, University of Kragujevac, P. O. Box 60, 34000 Kragujevac, Serbia

(Received 12 December 2011)

Several recently published papers report expressions for various vertex-degree-based molecular structure descriptors of benzenoid systems and phenylenes. Herein, the general expression for these descriptors is deduced, and it is shown that a simple and generally valid relation exists between such structure descriptors of phenylenes and their hexagonal squeezes.

Keywords: molecular structure descriptor; topological index; degree-based molecular structure descriptor; benzenoid system; phenylene; hexagonal squeeze.

Full Article - PDF 268 KB Available OnLine: 22. 03. 2012. Cited by

J. Serb. Chem. Soc. 77 (8) 1037–1045 (2012)

UDC 547.853/.854:541.14:544.18; JSCS–4331; doi: 10.2298/JSC120522061R; Original scientific paper

Quantum-chemical investigation of the photoproduct of the reaction of two 1-methylthymine molecules: the pyrimidine(6-4)pyrimidone adduct

MIROSLAV M. RISTIĆ, MILENA PETKOVIĆ and MIHAJLO ETINSKI

Faculty of Physical Chemistry, University of Belgrade, Studentski trg 12–16, P. O. Box 47, 11158 Belgrade, Serbia

(Received 22 May 2012)

One of the products of the photochemical reaction induced by UV irradiation of the two 1-methylthymine molecules is pyrimidine(6-4)pyrimidone. Due to the low yield of this product, it is difficult to exAMine its geometry and vibrational spectrum. In this study, quantum chemical methods were used to characterize the structure of pyrimidine(6-4)pyrimidone. Its three conformers were optimized and their structures compared. Their vibrational frequencies in the harmonic approximation are discussed briefly. It was shown that the most significant changes in the infrared spectra arise from the formation of hydrogen bonds. All calculations were performed both in vacuum and in D2O.

Keywords: photochemistry, quantum chemistry, density functional theory.

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J. Serb. Chem. Soc. 77 (8) 1047–1061 (2012)

UDC 669.141.24:620.193:546.33’131+546.264–31; JSCS–4332; doi: 10.2298/JSC120222058J; Original scientific paper

A mixture of dicyclohexylAMine and oleylAMine as a corrosion inhibitor for mild steel in NaCl solution saturated with CO2 under both continual immersion and top of the line corrosion

IVANA JEVREMOVIĆ, ALEKSANDRA DEBELJKOVIĆ, MARC SINGER*, MOHSEN ACHOUR**, SRĐAN NEŠIĆ* AND VESNA MIŠKOVIĆ-STANKOVIĆ

1University of Belgrade, Faculty of Technology and Metallurgy, Karnegijeva 4, 11000 Belgrade, Serbia

*Institute for Corrosion and Multiphase Technology, Ohio University, 342 West State St., Athens, OH 45701, USA

**ConocoPhillips Company, 226 Geosciences Building, Bartlesville, OK, USA

(Received 22 February, revised 21 May 2012)

This paper presents a comprehensive method to evaluate a mixture of dicyclohexylAMine and oleylAMine (DCHA+OA) as a corrosion inhibitor for mild steel in a CO2 environment in the liquid and vapor phase. The volatile properties of the corrosion inhibitor were investigated in order to determine whether DCHA+OA could be used to control the severity of a top of the line (TLC) corrosion attack. Corrosion measurements were performed using electrochemical impedance spectroscopy, linear polarization resistance, potentiodynAMic sweep measurements, as well as electrical resistance and weight loss measurements, in order to determine the inhibitive performances of dicyclohexylAMine and oleylAMine. In order to define the surface morphological characteristics, the scanning electron microscopy technique was applied. The electrochemical study and the weight loss measurements indicated that DCHA+OA significantly decreased the corrosion rate in the liquid phase when 50 ppm of DCHA+OA was added. Scanning electron microphotographs indicated a protective inhibitor film was formed on the steel surface and revealed that good protection was achieved, together with a decrease in the corrosion rate, as determined by weight loss and electrochemical techniques. It was shown using electrical resistance measurements in the vapor phase, that a concentration of 1000 ppm DCHA+OA significantly decreased the corrosion rate at the top of the line only when it was carried there within its own foAM and not due its volatility.

Keywords: carbon steel; corrosion inhibitors; electrochemical measurements; scanning electron microscopy; electrical resistance measurements.

Full Article - PDF 389 KB Available OnLine: 28. 05. 2012. Cited by

J. Serb. Chem. Soc. 77 (8) 1063–1069 (2012)

UDC 547.979.4:615.27:543.4/.5:535.379:616–006:616.12; JSCS–4333; doi: 10.2298/JSC110621032S Short Communication

SHORT COMMUNICATION

Application of UV–Vis spectrophotometric and chemiluminescent methods for the evaluation of the antioxidant action of curcumin

STANCHO STANCHEV, IVANKA PENCHEVA*, SPIRO KONSTANTINOV**, DANKA OBRESHKOVA*** and VERA HADJIMITOVA****

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, 2 Flemingovo nAMesti, CZ-16610 Prague 6, Czech Republic

*Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Medical University, 2 Dunav St. BG-1000 Sofia,Bulgaria

**Department of Pharmacology and Toxicology, Faculty Pharmacy, Medical University ,2 Dunav St., BG-1000 Sofia, Bulgaria

***Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Medical University, 2 Dunav St. BG-1000 Sofia

****Department of Physics and Biophysics, Faculty of Medicine, Medical University, 2 Zdrave St. BG-1431 Sofia, Bulgaria

(Received 11 June 2011, revised 8 January 2012)

Curcumin (1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione) is a natural biologically active substance with antioxidant activity. The ability of curcumin to inhibit free radical reactions can be used in the prevention of diseases such as cancer and coronary heart disease. UV–Vis spectrophotometric and chemiluminescent dynAMic methods for determination of the antioxidant activity of curcumin were developed. The spectrophotometric method includes investigation of the interaction between DNA, isolated from HL-60 cells, and curcumin. The decreasing absorption of curcumin in the presence of HL-60 DNA against the blank sAMple can be a measurement for some complex formation between curcumin and DNA. The chemiluminescent method involves three tests for the detection of luminol- dependent chemiluminescence based on model systems that generate superoxide, hydroxide and hypochlorite radicals. The strongest decay of chemilunimescence was registered at the highest concentration of curcumin (100 µmol L-1).

Keywords: curcumin; antioxidant; UV–Vis spectrophotometry; DNA complexation; chemiluminescence

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J. Serb. Chem. Soc. 77 (8) 1071–1082 (2012)

UDC 677.494.7–313:535.36–34:615.27; JSCS–4334; doi: 10.2298/JSC110711027L Original scientific paper

Solvent-free preparation of poly(lactic acid) fibers by melt electrospinning using an umbrella-like spray head and
alleviation of the problematic thermal degradation

YONG LIU, FENGWEN ZHAO, CHI ZHANG*, JIANMING ZHANG** AND WEIMIN YANG

College of Mechanical and Electrical Engineering, Beijing University of Chemical Technology, Beijing 100029,China

*Engineering Research Center of Biomass Materials, Ministry
of Education, Southwest University of Science and Technology, Mianyang, Sichuan 621010, China

**College of Polymer Science and Engineering, Qingdao University of Science and Technology, Qingdao 266042, China

(Received 11 July 2011, revised 20 March 2012)

Melt electrospinning is an even simpler and safer method compared to solution electrospinning in the production of ultra-fine fibers. Poly(lactic acid) (PLA) is a biodegradable and resorbable aliphatic ester that has received significant attention in recent years. PLA is easily degradable at high temperatures during the process of melt electrospinning. Highly efficient fibers were made using a self-designed umbrella-like spray head spinning facility in. Differential scanning calorimeter and X-ray diffraction analysis were used to determine how to alleviate the problematic degradation, as well as which factors could be relevant to the degradation, temperature and relative molecular mass, by comparing the results obtained before and after spinning. The results showed that fibers spun at 245 °C were facile, shorter and fractured while the relative molecular mass of PLA fibers had decreased markedly as compared with those spun at 210 °C. In attempts to hinder the degradation, several experiments were implemented with the addition of antioxidants, raising the spinning voltage, lowering the temperature and reducing the residence time. After such modifications, it was observed that the relative molecular mass of the PLA fibers was higher than that of those without the modifications. The addition of the antioxidant 1010 was found to be the most promising method for the alleviation of the problematic thermal degradation of PLA.

Keywords: PLA fibers; melt electrospinning; X-ray diffraction; antioxidants.

Full Article - PDF 568 KB Available OnLine: 22. 03. 2012. Cited by

J. Serb. Chem. Soc. 77 (8) 1083–1089 (2012)

UDC 66.021.2.063.8:532.13:547.1; JSCS–4335; doi: 10.2298/JSC120127038K; Short Communication

SHORT COMMUNICATION

Correlation of the liquid mixture viscosities

ANĐELA B. KNEŽEVIĆ-STEVANOVIĆ, GORAN M. BABIĆ*, MIRJANA LJ. KIJEVČANIN*, SLOBODAN P. ŠERBANOVIĆ* and DUŠAN K. GROZDANIĆ*

Metro Vancouver, 4330 Kingsway, Burnaby, British Columbia, V5H 4G8, Canada

*Chemical Engineering Department, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000 Belgrade, Serbia

(Received 27 January, revised 18 April 2012)

In this paper, forty-two selected correlation models for liquid mixture viscosities of organic compounds were tested on 219 binary and 41 ternary sets of experimental data taken from the literature. The binary sets contained 3675 experimental data points for 70 different compounds. The ternary sets contained 2879 experimental data points for 29 different compounds. The Heric I, Heric–Brewer II, and Krishnan–Laddha models demonstrated the best correlative characteristics for the binary mixtures (overall absolute average deviation < 2 %). The Heric I, Heric–Brewer II, Krishnan–Laddha and Heric II models demonstrated the best correlative characteristics for the ternary mixtures (overall absolute average deviation < 3 %).

Keywords: binary mixture; ternary mixture; liquid mixture viscosity; correlation model.

Full Article - PDF 192 KB Supplementary Material PDF 186 KB Available OnLine: 24. 04. 2012. Cited by

J. Serb. Chem. Soc. 77 (8) 1091–1096 (2012)

UDC 546.873–31+546.8:66.017:620.1; JSCS–4336; doi: 10.2298/JSC110914215P; Note

NOTE

Phase composition of Bi₂O₃ specimens doped with Ti, Zr and Hf

DEJAN POLETI, LJILJANA KARANOVIĆ*, MIODRAG ZDUJIĆ** and ČEDOMIR JOVALEKIĆ***

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

*Laboratory of Crystallography, Faculty of Mining and Geology, University of Belgrade, Đušina 7, 11000 Belgrade, Serbia

**Institute of Technical Sciences of the Serbian Academy of Science and Arts, Knez Mihailova 35, 11000 Belgrade, Serbia

***Institute for Multidisciplinary Research, Kneza Višeslava 1a, 11000 Belgrade, Serbia

(Received 14 September, revised 17 December 2011)

Powder mixtures of α-Bi2O3 containing 2, 5 and 10 mol % of TiO2, ZrO2 or HfO2 were homogenized, heated at 820 °C for 24 h and quenched in air. The X-ray powder diffraction technique was used to characterize the prepared sAMples. In all cases, metastable Bi2O3 polymorphs, γ-Bi2O3 or β-Bi2O3, were found as single or major phases. The addition of Ti4+ stabilizes the γ-Bi2O3 polymorph, while both Zr4+ and Hf4+ stabilize the β-Bi2O3 polymorph. In the sAMples with 2 and 5 mol % of TiO2 the presence of even two γ-Bi2O3 phases (the Bi12TiO20 compound and a very low Ti-doped γ-Bi2O3) was established. Similarly, in the sAMple with 2 mol % of HfO2, two β-Bi2O3 phases were found. The phase composition of the prepared sAMples, the values of the unit cell parAMeters and the appearance of two polymorphs with identical crystal structure but different unit cell parAMeters are discussed and compared with known data.

Keywords: bismuth(III) oxide; dopants; 4th group elements; X-ray powder diffraction; phase composition; unit cell parAMeters.

Full Article - PDF 202 KB Supplementary Material PDF 195 KB Available OnLine: 20. 12. 2011. Cited by

J. Serb. Chem. Soc. 77 (8) 1097–1107 (2012)

UDC 628.336+669.5+627.8.034.7:66.061.34:504.054; JSCS–4337; doi: 10.2298/JSC111111022P; Original scientific paper

The use of cardboard factory sludge in the remediation of zinc-contAMinated sediment

MILJANA PRICA, MILENA DALMACIJA*, BOŽO DALMACIJA*, JELENA TRIČKOVIĆ* and SNEŽANA MALETIĆ*

University of Novi Sad, Faculty of Technical Sciences, Trg Dositeja Obradovica 6, 21000 Novi Sad

*University of Novi Sad, Faculty of Sciences and Mathematics, Department for Chemistry, Biochemistry and Environmental Protection, Trg Dositeja Obradovica 3, 21000 Novi Sad, Serbia

(Received 11 November 2011, revised 6 March 2012)

Paper and cardboard factory sludges are generated by various pro-cesses during pulp, cardboard and paper production, and the increasing quantities produced make the disposal of this sludge a problem. This study investi-gates the use of cardboard factory sludge as a stabilizing agent in the solidification/stabilization (S/S) treatment of zinc polluted sediment. Semi-dynAMic and toxicity leaching tests were conducted to assess the effectiveness of the solidification/stabilization treatment and long-term zinc leaching behaviour. A diffusion-based model was used to elucidate the controlling leaching mechanisms. The applied S/S treatment was effective in immobilizing zinc, and the controlling leaching mechanism appeared to be diffusion, which indicates that a slow leaching of zinc could be expected when cardboard mill sludge is applied as a S/S agent.

Keywords: solidification/stabilization; leaching mechanism; leaching test.

Full Article - PDF 195 KB Available OnLine: 11. 03. 2012. Cited by

J. Serb. Chem. Soc. 77 (8) 1109–1127 (2012)

UDC 553.96.:550.86:547(497.11–92)54; JSCS–4338; doi: 10.2298/JSC111126017S; Original scientific paper

Drmno lignite field (Kostolac Basin, Serbia): origin and palaeoenvironmental implications from petrological and organic geochemical studies

KSENIJA STOJANOVIĆ, DRAGANA ŽIVOTIĆ*, ALEKSANDRA ŠAJNOVIĆ**, OLGA CVETKOVIĆ**, HANS PETER NYTOFT*** and GEORG SCHEEDER****

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

*University of Belgrade, Faculty of Mining and Geology, Djušina 7, 11000 Belgrade, Serbia

**University of Belgrade, Centre of Chemistry, ICTM, Studentski trg 12–16, 11000 Belgrade; Serbia

***Geological Survey of Denmark and Greenland, Øster Voldgade 10, DK-1350 Copenhagen, Denmark

****Federal Institute for Geosciences and Natural Resources, Steveledge 2, 30655 Hanover, Germany

(Received 26 November 2011, revised 17 February 2012)

The objective of the study was to determine the origin and to reconstruct the geological evolution of lignites from the Drmno field (Kostolac Basin, Serbia). For this purpose, petrological and organic geochemical analyses were used. Coal from the Drmno field is typical humic coal. Peat-forming vegetation dominated by decay of resistant gymnosperm (coniferous) plants, followed by prokaryotic organisms and angiosperms. The coal forming plants belonged to the gymnosperm fAMilies Taxodiaceae, Podocarpaceae, Cupressaceae, Araucariaceae, Phyllocladaceae and Pinaceae. Peatification was realised in a neutral to slightly acidic, fresh water environment. Considering that the organic matter of the Drmno lignites was deposited at the sAMe time, in a relatively constant climate, it could be supposed that climate probably had only a small impact on peatification. Therefore, variations in compositions of macerals and biomarkers indicate changes in the water level, due to seasonal drying of the mire, which caused vegetation differences in the palaeoplant communities and changes in the redox conditions (from anoxic to slightly oxic) during peatification. Diagenetic transformations of the organic matter were mainly governed by microbial activity, rather than thermal alteration.

Keywords: lignites; Kostolac Basin; organic matter; macerals; biomarkers; palaeoenvironment.

Full Article - PDF 397 KB Available OnLine: 20. 02. 2012. Cited by

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