Vol 79, No 11 - Abstracts

JSCS Vol 79, No 11

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J. Serb. Chem. Soc. 79 (11) 1337–1346 (2014)

UDC 547.537.3+547.37+547.563.13’023+544.275–128; JSCS–4668; doi: 10.2298/JSC130717072A; Original scientific paper

An efficient and highly selective ortho-tert-butylation of p-cresol with tert-butyl methyl ether catalyzed by sulfonated ionic liquids

REZA FAREGHI ALAMDARI, FAEZEH GHORBANI ZAMANI and NEGAR ZEKRI

Department of Chemistry and Chemical Engineering, Malek Ashtar University of Technology, Tehran, Iran

(Received 17 July 2013, revised 4 July 2014, accepted 9 July 2014)

A novel series of sulfonic acid-functionalized ionic liquids (SFILs) was found to act as efficient catalysts for ortho-tert-butylation of p-cresol with tert-butyl methyl ether (MTBE) as the tert-butylating agent without an added solvent. The mono o-tert-butylated product was obtained in up to 85.8 % iso lated yield and 95.2 % selectivity under such green conditions. No O-tert-but ylated byproducts were formed.

Keywords: tert-butylation; 2-tert-butyl-p-cresol; p-cresol; sulfonated ionic liquid.

Full Article - PDF 206 KB Available OnLine: 09. 07. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1347–1354 (2014)

UDC 547.756+542.9+547.574+547.551:57–188:615.28–188; JSCS–4669; doi: 10.2298/JSC140709084S; Original scientific paper

Synthesis, antimicrobial and antioxidative activity of some new isatin derivatives

GAVRILO M. ŠEKULARAC, JASMINA B. NIKOLIĆ*, PREDRAG PETROVIĆ**, BRANKO BUGARSKI**, BOBAN ĐUROVIĆ*** and SAŠA Ž. DRMANIĆ*

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

*Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000 Belgrade, Serbia,

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

***Faculty of Technical Science, Kneza Miloša 7, 38220 Kosovska Mitrovica, Serbia

(Received 9 July, revised 17 August 2014, accepted 18 August 2014)

The isatin derivatives, Schiff bases, were synthesized by the reaction of isatin and various substituted primary AMines and characterized by several spectroscopic methods. Investigation of the antimicrobial activity of the syn thesized compounds was performed by the agar dilution method, against dif ferent strains of bacteria and one fungus. The antioxidative activity of the syn thesized compounds was also determined. Some of the compounds showed sig nificant activity against the selected strains of microorganisms and antioxi da tive activity.

Keywords: isatin derivatives; Schiff bases; antimicrobial activity; antioxidative activity.

Full Article - PDF 142 KB Supplementary Material PDF 92 KB Available OnLine: 26. 08. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1355–1362 (2014)

UDC *Centaurea:547.972:543.422.25; JSCS–4670; doi: 10.2298/JSC140318048T; Original scientific paper

Secondary metabolites of three endemic Centaurea L. species

VELE TEŠEVIĆ*, IVANA ALJANČIĆ*,**, SLOBODAN MILOSAVLJEVIĆ*, VLATKA VAJS*^,**, IRIS ĐORĐEVIĆ***, MILKA JADRANIN**, NEBOJŠA MENKOVIĆ**** and VLADO MATEVSKI*****

*Faculty of Chemistry, University of Belgrade, Studentski trg 12–16, 11158 Belgrade, Serbia

**Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, 11001 Belgrade, Serbia

***Faculty for Veterinary Medicine, University of Belgrade, Bulevar oslobodenja 18, 11000 Belgrade, Serbia

****Institute for Medicinal Plant Research, “Dr. Josif Pančić”, Tadeuša Košćuška 1, 11000 Belgrade, Serbia

*****Faculty of Natural Sciences and Mathematics, Ss. Cyril and Methodius University in Skopje, Blvd. Goce Delcev 9, 1000 Skopje, FYROM

(Received 18 March, revised 25 April 2014, accepted 6 May 2014)

Abstract: The aerial parts of three endemic Centaurea L. species, nAMely C. tomorosii Micevski, C. soskae Hayek and C. galicicae Micevski, afforded the sesquiterpene lactone cnicin (1) and seven flavonoids: apigenin (2), isokaem pferide (3), hispidulin (4), eupatorin (5), cirsimaritin (6), santoflavone (7) and salvigenin (8). The structures of the isolated compounds were determined by UV, 1H-NMR and 13C-NMR spectroscopy and HR-ESI-MS spectrometry. 1H-NMR spectroscopy was used as a method for the quantitative analysis of cni cin.

Keywords: Centaurea; cnicin; flavonoids.

Full Article - PDF 188 KB Available OnLine: 12. 05. 2013. Cited by

J. Serb. Chem. Soc. 79 (11) 1363–1378 (2014)

UDC *Robinia pseudoacacia:+543.544.5.068.7:615.27/.28–188:577.18; JSCS–4671; doi: 10.2298/JSC140304049M; Original scientific paper

Antimicrobial and antioxidant activity of the vegetative and reproductive organs of Robinia pseudoacacia

IOANA C. MARINAS, ELIZA OPREA*, ELISABETA-IRINA GEANA**, CARMEN CHIFIRIUC and VERONICA LAZAR

University of Bucharest, Faculty of Biology, Microbiology Department, 1–3 Portocalilor Way, Bucharest, Romania

*University of Bucharest, Faculty of Chemistry, 4–12 Regina Elisabeta, 030018 Bucharest, Romania

**National R &AMp; D Institute for Cryogenics and Isotopic Technologies – ICIT Rm. Valcea, 4 Uzinei Street, PO Raureni,
240050 Rm. Valcea, Romania

(Received 4 March, revised 30 April, accepted 7 May 2014)

This study was aimed at investigating the antimicrobial and anti oxi dant activity of ethanol extracts obtained from the leaves, seeds and sheaths of Robinia pseudoacacia. Total phenolic content (TPC, Folin–Ciocalteu method), antioxidant activity (trolox equivalent antioxidant capacity (TEAC) assay) and antimicrobial activity (agar disk diffusion method and broth dilution method) of the vegetative and reproductive organs of R. pseudoacacia were determined. The highest content of polyphenols (expressed as gallic acid equivalents, GAE) was found in the extract of R. pseudoacacia leaves (266.7 μg GAE mL-1 ext ract) followed by the extract of the seeds (232.2 μg GAE mL-1 extract). HPLC analysis showed the presence of catechin (0.925 μg mL-1), rutin (0.831 μg mL-1), resveratrol (0.664 μg mL-1) and quercetin (0.456 μg mL-1) in the leaf extract, and catechin (0.127 μg mL-1), epicatechin (0.239 μg mL-1) and rutin (0.231 μg mL-1) in the seed extract. The results showed that the studied extracts exhibited a selective antimicrobial effect directed against GrAM-positive (Staphylococcus aureus and Bacillus subtilis) and GrAM-negative (Pseudomonas aeruginosa, Klebsiella pneumoniae and Escherichia coli) bacterial strains. The combination leaf extract/antibiotic had the highest synergistic effect when compared to com binations with seed and sheath extracts. The sAMe extract with penicillin G, kana mycin and rifAMpin had highest synergetic effect against methicillin-resistant S. aureus strain (MRSA), a strain that has gained great interest of microbiol ogists within the past decades. The chemical characterization of ethanol ext racts from the vegetative and reproductive organs of R. pseudo acacia, the synergistic effects of certain antibiotics and acacia extracts and the potential to increase the antimicrobial activity of some commercial antibiotics against MRSA were investigated for the first time.

Keywords: antimicrobial activity; antioxidant activity; Robinia pseudoacacia; antibiotics.

Full Article - PDF 206 KB Available OnLine: 12. 05. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1379–1393 (2014)

UDC 546.48–38+541.8:544.478–44+543.552:541.134.5; JSCS–4672; doi: 10.2298/JSC140118057Z; Original scientific paper

Syntheses, characterization and electrocatalytical comparison of two cadmium-containing mono-lacunary Wells–Dawson polyoxometalates, α₁- and α₂-[P₂W₁₇Cd(H₂O)O₆₁]^8–

FARROKHZAD MOHAMMADI ZONOZ, ALI JAMSHIDI*, FATEME HAJIZADEH and KHADIJEH YOUSEFI**

Department of Chemistry, Hakim Sabzevari University, Sabzevar, 96179-76487, Iran

*School of Chemistry, DAMghan University, DAMghan, Iran

**PayAMnoor University of Sari, Sari, Iran

(Received 18 January, revised 18 May, accepted 28 May 2014)

Two new cadmium-containing Wells–Dawson polyoxometalates K8[α1-P2W17Cd(H2O)O61]·14H2O (α1-P2W17Cd) and K8[α2-P2W17Cd(H2O) O61]·16H2O (α2-P2W17Cd) were synthesized as water-soluble potassium salts. The cadmium-substituted complexes were characterized by IR, 31P-NMR, 113Cd-NMR spectroscopy and cyclic voltAMmetry (CV). Redox activities for the tungsten and cadmium centers were observed by cyclic voltAMmetry. It was found that the presence of cadmium decreased the electrocatalytic activity of the [α1-LiP2W17O61]9- and α2-[P2W17O61]10- heteropolyanions.

Keywords: polyoxometalates; Wells–Dawson; electrocatalytic; cadmium; cyc lic voltAMmetry.

Full Article - PDF 341 KB Available OnLine: 04. 06. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1395–1404 (2014)

UDC 546.3:577.1+541.132+54.05:504.53:628; JSCS–4673, doi: 10.2298/JSC140207058N; Original scientific paper

The migration of some biometal ions in the systems mineral tissue of teeth–soil and teeth–water media

RUŽICA S. NIKOLIĆ, NATAŠA V. RADOSAVLJEVIĆ-STEVANOVIĆ*, TATJANA D. ANĐELKOVIĆ, MAJA N. STANKOVIĆ AND NENAD S. KRSTIĆ

1Department of Chemistry, Faculty of Sciences and Mathematics, University of Niš, Višegradska 33, 18000 Niš, Serbia and 2The National Crime-Technical Centre, Ministry of Interior of the Republic of Serbia, Kneza Miloša 103, 11000 Belgrade, Serbia

(Received 7 February, revised 30 May, accepted 30 May 2014)

This paper outlines the changes in the mineral tissue of teeth that had been exposed to the influence of the agents of natural media. Such mineral tissue could be used as a potentially important forensic material that is gra dually altered under the influence of external media. The biometal content was determined using the ICP-OES technique. According to the quantitative changes of the biometals in teeth tissue after its exposure to different media, the migration of Ca2+, Mg2+, Fe2+, Cu2+ and Zn2+ in teeth–soil and teeth–water media was observed. The content of Ca2+ and Mg2+ in the mineral tissue inc reased, but the Cu2+ content decreased. The migration of Fe2+ and Zn2+ depended on the content and type of the soil media and differed for clay soil, limestone enriched soil and urban area soil. The changes that occurred in the mineral matrix of teeth were detected by the SEM–EDS technique. The inten sity of the biometal content and the mineral matrix changes are a potentially significant subject matter for forensic exAMination, because they indicate the kind of medium to which the material was exposed.

Keywords: biometal ions; migration; teeth; soil; water media.

Full Article - PDF 331 KB Available OnLine: 04. 06. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1405–1411 (2014)

UDC 547.587.51+532.14:544.176:544.18; JSCS–4674; doi:10.2298/JSC140221023S; Original scientific paper

Density functional theory: ¹H- and ¹³C-NMR spectra of some coumarin derivatives

SELMA ŠPIRTOVIĆ-HALILOVIĆ, MIRSADA SALIHOVIĆ*, SNEŽANA TRIFUNOVIĆ**, SUNČICA ROCA***, ELMA VELJOVIĆ, AMAR OSMANOVIĆ, MARIJANA VINKOVIĆ*** and DAVORKA ZAVRŠNIK

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina

*Department of Organic Chemistry, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and Herzegovina

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

***NMR Centre, Ruđer Bošković Institute, Bijenička cesta 54, 10000 Zagreb, Croatia

(Received 24 February, revised 13 March, accepted 13 March 2014)

For some synthesized coumarin derivatives, 1H- and 13C-NMR iso tropic chemical shifts and some other molecular properties were calculated using the density functional theory. The calculations yielded reliable results that were in good correlation with experimental data. This is a good basis for collaboration between experimentalists and quantum chemists.

Keywords: NMR spectra; Spartan 10 software; quantum chemistry; chemical shifts.

Full Article - PDF 202 KB Supplementary Material PDF 101 KB Available OnLine: 13. 03. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1413–1420 (2014)

UDC 546.45’11+546.11’33’34–128.4:543.422.4:539.196:537.872’12; JSCS–4675; doi: 10.2298/JSC140213054O; Original scientific paper

The formation of hydride bonds in cationic complexes of nBeH₂…mX with n = 1 or 2, m = 1 or 2 and X = Li⁺ or Na⁺

BOAZ G. OLIVEIRA

Institute of Environmental Sciences and Sustainable Development (ICADS), Federal University of Bahia, 47801-100, Barreiras – BA, Brazil

(Received 24 March, accepted 17 May 2014)

The optimized geometries and topological parAMeters of the BeH2…Na+, BeH2…Li+, 2BeH2…Na+, BeH2…2Na+, 2BeH2…Li+ and BeH2…2Li+ cationic complexes were obtained through BHandHLYP/6-31G(d,p) calculations. Besides the characterization of one or two hydride bonds formed simultaneously on the sAMe hydride center, the analysis of the infrared spectra revealed the existence of red-shifts and blue-shifts on the BeH bonds, the effects of which are not in line with the intermolecular interaction strength determined by means of the supermolecule approach. Quantum theory of atoms in molecules (QTAIM) calculations were developed to measure the charge density concentration on the H…Na+ and H…Li+ hydride bonds. Moreover, the covalent character of these interactions, interpreted based on the ratio between the kinetic and potential electronic energies, was also exAMined.

Keywords: hydride bonds; infrared; QTAIM.

Full Article - PDF 225 KB Supplementary Material PDF 75 KB Available OnLine: 18. 05. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1421–1432 (2014)

UDC 547.536.21–36+547.458.81+546.33’226:543.555:541.64; JSCS–4676; doi: 10.2298/JSC140321059P; Original scientific paper

A conductometric investigation of hydroxypropylmethyl cellulose/sodium dodecyl sulfate/nonionic surfactant systems

LIDIJA B. PETROVIĆ, VERICA J. SOVILJ, JADRANKA L. MILANOVIĆ and JAROSLAV M. KATONA

Faculty of Technology, University of Novi Sad, Bul. cara Lazara 1, 21000 Novi Sad, Serbia

(Received 21 March, revised 30 May, accepted 2 June 2014)

Surfactant mixtures are very often used in various cosmetic and pharmaceutical products because they commonly act in synergism and provide more favorable properties than a single surfactant. Simultaneously, the pre sence of polymers in mixtures of surfactants may lead to molecular interactions and thereby affecting product stability and activity. For these reasons, it is very important to determine the influence of surfactant interactions on micellization and mixed micellization, as well as polymer–surfactant mixed micelles inter actions. In this study, the self-aggregation of nonionic surfactants, polysorbate 20 (Tween 20), polyoxyethylene octylphenyl ether (Triton X100) and polyoxy ethylene–polyoxypropylene block copolymer (Pluronic F68), with an ionic surfactant, sodium dodecyl sulfate, was exAMined in aqueous solution at 40 °C using a conductometric titration method. It was found that the concentration region for mixed micelle formation depends on the characteristics of the non ionic surfactant and its concentration. The formation of mixed micelles of surf actants in the presence of a nonionic polymer, hydroxypropylmethyl cellulose, and their binding to the hydrophobic sites of the polymer were also inves tigated. An analysis of obtained results indicated to different kinds of inter actions in the investigated systems, which are crucial for their application.

Keywords: nonionic surfactants; sodium dodecyl sulfate; mixed micelles; surf actant/polymer interactions.

Full Article - PDF 481 KB Available OnLine: 30. 05. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1433–1443 (2014)

UDC 546.47–31+542.913:544.526.5+542.92:667.281; JSCS–4677; doi: 10.2298/JSC140520077S; Original scientific paper

Hydro- and solvothermally-prepared ZnO and its catalytic effect on the photodegradation of Reactive Orange 16 dye

BOJANA SIMOVIĆ, ALEKSANDAR GOLUBOVIĆ*, IVANA VELJKOVIĆ**, DEJAN POLETI***, JELENA ZDRAVKOVIĆ****, DUŠAN MIJIN*** and ANĐELIKA BJELAJAC****

Institute for Multidisciplinary Research, University of Belgrade, Kneza Višeslava 1, 11030 Belgrade, Serbia

*Institute of Physics, University of Belgrade, Pregrevica 118, 11080 Belgrade-Zemun, Serbia

**The Netherlands Organization for Applied Scientific Research – TNO, De Rondom 1, Eindhoven, The Netherlands

***Department of General and Inorganic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, Serbia

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

(Received 20 May, revised 14 July, accepted 17 July 2014)

In this work, zinc oxide powders were obtained by two different tech niques: hydro- and solvothermal synthesis starting from Zn(NO3)2 and Zn(CH3COO)2, respectively. The influence of synthetic procedure on the struc tural, microstructural, thermal and photocatalytic properties of the prepared ZnO powders was investigated. Both ZnO sAMples were further annealed under moderate conditions (300 °C) to avoid grain growth and to remove traces of impurities. In all four cases, single-phase hexagonal ZnO was confirmed by X-ray powder diffraction. The morphologies of prepared ZnO powders were different and they varied from rounded nanograins to microrods. All prepared sAMples showed higher photocatalytic efficiency in the degradation of the tex tile azo dye Reactive Orange 16 (RO16) than commercial ZnO. In addition, the non-annealed sAMples had better photocatalytic properties than the commercial Degussa P25 TiO2 powder.

Keywords: synthesis; ZnO powders; Reactive Orange 16; photocatalysis.

Full Article - PDF 799 KB Available OnLine: 15. 04. 2014. Cited by

J. Serb. Chem. Soc. 79 (11) 1445–1460 (2014)

UDC *Ceratophyllum demersum:546.47/.49’56’815:536.551:627.222.5.000.57(497.16); JSCS–4678; doi: 10.2298/JSC140409074K; Original scientific paper

Bioaccumulation and translocation of heavy metals by Ceratophyllum demersum from the Skadar Lake, Montenegro

VLATKO KASTRATOVIĆ, SLAĐANA KRIVOKAPIĆ, MILJAN BIGOVIĆ, DIJANA ĐUROVIĆ* and NADA BLAGOJEVIĆ**

Faculty of Natural Sciences and Mathematics, University of Montenegro, G. Washington Street, P. O. Box 5455, 81000 Podgorica, Montenegro

*Institute of Public Health of Montenegro, Ljubljana bb, 81000 Podgorica, Montenegro

**Faculty of Technology and Metallurgy, University of Montenegro, G. Washington Street, P. O. Box 5455, 81000 Podgorica, Montenegro

(Received 9 April, revised 11 July, accepted 14 July 2014)

Lacustrine systems are very complex water systems in terms of the transport of and interaction with heavy metals. Primarily due to its high vari ability and current chemical parAMeters, the tissue of macrophytes is a more plausible bio-indicator of the load level of metals within lake ecosystems than are water or sediment analyses. The macrophyte, Ceratophyllum demersum, sAMpled from the Skadar Lake in Montenegro was used as a bio-indicator. Sediments, water and plants were exAMined for their contents of ten metals in four different periods of 2011. The concentrations of the metals followed the trend: sediment > leaf C. demersum > stem C. demersum > water. There were differences in the sequences of the metal content in the plant compared to the sequences of their bioaccumulation ability. These differences suggest a diffe r ent capacity of macrophytes for different metals. The accumulation of Mn was several times higher than the accumulation of the other analyzed metals. The highest ratio of leaf/stem concentrations was recorded for Mn (2.19) and the lowest was for Pb (1.04). The highest contents of Cd, Co, Cr, Pb, V and Sr were found in the tissues of C. demersum at the beginning of the growing season, whereas Ni, Zn, Cu and Mn were found at the end of the vegetative phase.

Keywords: Ceratophyllum demersum; Lake Skadar; heavy metals; bioaccumul ation; translocation.

Full Article - PDF 306 KB Supplementary Material PDF 237 KB Available OnLine: 14. 07. 2014. Cited by

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