Vol 77, No 6 - Abstracts

JSCS Vol 77, No. 6

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J. Serb. Chem. Soc. 77 (6) 717–723 (2012)

UDC 547.583.1+547.21+5-42.913:615.28–188; JSCS–4302; doi: 10.2298/JSC110408005M; Original scientific paper

Synthesis and antimicrobial activity of novel tetrabromo-bis(substituted benzyl)cycloalkanones

A. F. M. MOTIUR RAHMAN*, MOHAMMAD SAYED ALAM**^,*** AND ADNAN A. KADI*

*Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia

**Division of Bioscience, Dongguk University, Geyonju 780–714, Republic of Korea

***Department of Chemistry, Jagannath Univeristy, Dhaka 1100, Bangladesh

(Received 8 April 2011, revised 6 January 2012)

A series of novel tetrabromo-bis(substituted benzyl)cycloalkanones have been synthesized through a rapid, simple, and efficient methodology in an excellent isolated yield and characterized via IR, NMR (1H-, 13C-NMR, DEPT 135, DEPT 90) and mass spectrometry. All compounds were assayed for their in vitro antimicrobial activities against eight bacteria and five fungi. They showed stronger antibacterial than antifungal activities. Compounds 4c, 4d and 4i, containing a methoxy or chloro substituent on the para or meta position of the phenyl ring, showed comparable minimum inhibitory concentration (MIC) values to those of the standard antibiotics streptomycin and tetracycline. Among all the tested compounds, 4i exhibited good to moderate antifungal activity against all the tested fungal strains used.

Keywords: antibacterial; antifungal; tetrabromo-bis-(substituted benzyl)cycloalkanones.

Full Article - PDF 185 KB Supplementary Material PDF 153 KB Available OnLine: 17. 01. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 725–731 (2012)

UDC 547.53–304.9+547.78:615277–188; JSCS–4303; doi: 10.2298/JSC110715219А; Original scientific paper

Synthesis and in vitro anti-breast cancer activity of some novel 1,5-benzothiazepine derivatives

K. L. AMETA, NITU S. RATHORE and BIRESH KUMAR

Department of Chemistry, FASC, Mody Institute of Technology and Science, Deemed University, Lakshmangarh, Rajasthan-332311, India

(Received 15 July, revised 19 December 2011)

The title compounds 3a–j, substituted 1,5-benzothiazepines, were synthesized by the condensation of variously substituted chalcones 1 and 2-AMinothiophenol 2 via conventional as well as non-conventional inorganic solid support microwave irradiation methods. The non-conventional protocol offers several advantages, such as simple procedure, fast reaction rate, mild reaction conditions and improved yields, compared to conventional methods. The structures of the products 3a–j were established by elemental analysis, FTIR, 1H-NMR, 13C-NMR and mass spectroscopic studies. The synthesized compounds were also evaluated for their cytotoxicity against the human breast cancer cell line MDA-MB-435, with some exhibiting in vitro anti-breast cancer activity.

Keywords: 1,5-benzothiazepines; 2-AMinothiophenol; chalcones; anti-breast cancer activity.

Full Article - PDF 390 KB Supplementary Material PDF 321 KB Available OnLine: 26. 12. 2011. Cited by

J. Serb. Chem. Soc. 77 (6) 733–739 (2012)

UDC 547.78+66.095.252+544.354.3+547.233:57–188; JSCS–4304; doi: 10.2298/JSC110831001S; Short Communication

SHORT COMMUNICATION

Synthesis of some 3,5-diaryl-2-isoxazoline derivatives in ionic liquids media

JAVAD SAFAEI-GHOMI and MOHAMMAD ALI GHASEMZADEH

Department of Chemistry, Qom Branch, IslAMic Azad University, Qom, I. R. Iran

(Received 31 August, revised 19 December 2011)

Biologically active isoxazoline derivatives were efficiently synthesized in excellent yields and in smaller reaction times using mild, effective and environmentally friendly butylmethylimidazolium bromide as the solvent and catalyst. By use of this catalyst, isoxazoline derivatives were produced via cyclization reaction of a chalcone and hydroxylAMine hydrochloride in the ionic liquid media. The separation of the product was facile and the catalyst could be separated and recycled. The method is very rapid, safe and avoids the use of hazardous and expensive reagents and solvents.

Keywords: isoxazoline; cyclization reaction; ionic liquids; butylmethylimidazolium bromide; multi-component reactions; biological activities.

Full Article - PDF 356 KB Supplementary Material PDF 129 KB Available OnLine: 09. 01. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 741–750 (2012)

UDC 547.39+546.14+547-316+542.913:615.28–188; JSCS–4305; doi: 10.2298/JSC111104016V; Original scientific paper

Improved synthesis and in vitro study of antimicrobial activity of a,b-unsaturated and a-bromo carboxylic acids

VESNA D. VITNIK, MARINA T. MILENKOVIĆ*, SANDA P. DILBER**, ŽELJKO J. VITNIK*** and IVAN O. JURANIĆ

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

*Department of Microbiology and Immunology, Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11221 Belgrade, Serbia

**Department of Organic Chemistry, Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11221 Belgrade, Serbia

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

(Received 4 November 2011, revised 16 January 2012)

A series of α,β-unsaturated and α-bromo carboxylic acids were identified as potent antimicrobial agents. The antimicrobial activity was evaluated using the broth microdilution method. All acids 1–12 exhibited a significant activity against nine laboratory control strains of bacteria and two strains of yeast Candida albicans. The tested acids were efficiently prepared by optimized phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent with triethylbenzyl AMmonium chloride (TEBA) as catalyst.

Keywords: antimicrobial activity; one-pot synthesis; ketones; bromoform.

Full Article - PDF 253 KB Available OnLine: 20. 02. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 751–759 (2012)

UDC 66–945.3+547.53+677.07:66.0123.3; JSCS–4306; doi: 10.2298/JSC120131012M; Original scientific paper

Cyclic conjugation in benzo- and benzocyclobutadieno-annelated terrylenes and higher rylenes

MARIJA MARKOVIĆ, JELENA ĐURĐEVIĆ and IVAN GUTMAN

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

(Received 31 January 2012)

The effect of benzo- and benzocyclobutadieno-annelation on cyclic conjugation in terrylene and the higher members of the rylene homologous series are exAMined. Some peculiar regularities are established, which could not be observed in the case of perylene (the first member of the rylene series).

Keywords: cyclic conjugation; energy effect (of cyclic conjugation); terrylene; quaterrylene; rylenes.

Full Article - PDF 268 KB Available OnLine: 05. 02. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 761–774 (2012)

UDC 661.183.2+633.873+541.183+544.4:547.632.6; JSCS–4307; doi: 10.2298/JSC110517162M; Original scientific paper

Removal of a cationic dye from water by activated pinecones

MILAN Z. MOMČILOVIĆ, ANTONIJE E. ONJIA, MILOVAN M. PURENOVIĆ*, ALEKSANDRA R. ZARUBICA* and MARJAN S. RANĐELOVIĆ*

The Vinča Institute of Nuclear Sciences, P. O. Box 522, University of Belgrade, 11001 Belgrade, Serbia

*Department of Chemistry, Faculty of Sciences and Mathematics, University of Niš, Višegradska 33, 18 000 Niš, Serbia

(Received 17 May, revised 8 November 2011)

Adsorption of a cationic phenothyazine dye, Methylene Blue onto activated carbon prepared from pinecones was investigated. The parAMeters contact time, dye concentration and pH were varied. The kinetic data were found to follow closely the pseudo-second-order kinetic model. The equilibrium data were best represented by the Langmuir isotherm with a maximum adsorption capacity of 233.1 mg g-1. The adsorption was favored by using a higher solution pH. Textural analysis by nitrogen adsorption was used to determine the specific surface area and pore structure of the obtained carbon. Boehm titrations revealed that carboxylic groups were present in a high degree on the carbon surface. The results indicate that the presented method for activation of pinecones could yield activated carbon with significant porosity, a developed surface reactivity and a considerable adsorption affinity toward the cationic dye Methylene Blue.

Keywords: activated carbon; adsorption; kinetics; Methylene Blue.

Full Article - PDF 718 KB Available OnLine: 16. 11. 2011. Cited by

J. Serb. Chem. Soc. 77 (6) 775–788 (2012)

UDC 628.161.2:546.19+547:543.62; JSCS–4308; doi: 10.2298/JSC110510010B Original scientific paper

Separation and determination of dimethylarsenate in natural waters

NUREDDIN BEN ISSA, ALEKSANDAR D. MARINKOVIĆ and LJUBINKA V. RAJAKOVIĆ

Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, P. O. Box 3503, Serbia

(Received 11 May 2011, revised 1 February 2012)

A simple and efficient method for the separation and determination of dimethylarsenate DMAs(V) was developed in this work. Two resins, a strong base anion exchange (SBAE) resin and iron-oxide coated hybrid (HY) resin were tested. By simple adjustment of the pH value of water to 7.00, DMAs(V) passed through the HY column without any changes, while all other arsenic species (inorganic arsenic and monomethylarsonate, MMAs(V)) were quantitatively bonded on the HY resin. The resin capacity was calculated according to the breakthrough point in a fixed bed flow system. At pH 7.00, the HY resin bonded more than 4150 µg g-1 of As(III), 3500 µg g-1 of As(V) and 1500 µg g-1 of MMAs(V). Arsenic adsorption behavior in the presence of impurities showed tolerance with the respect to potential interference of anions commonly found in natural water. DMAs(V) was determined in the effluent by inductively coupled plasma mass spectrometry (ICP–MS). The detection limit was 0.03 μg L-1 and the relative standard deviation (RSD) was between 1.1–7.5 %. The proposed method was established by application of standard procedures, i.e., using an external standard, certified reference material and by the standard addition method.

Keywords: arsenic species; dimethylarsenate; hybrid resin; exchange; adsorption; inductively coupled plasma mass spectrometry (ICP–MS).

Full Article - PDF 349 KB Available OnLine: 03. 02. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 789–797 (2012)

UDC 542.913+546.56’682’223.2’233.2+547.583.1:543.4+535–34; JSCS–4309; doi: 10.2298/JSC110420220A Original scientific paper

Colloidal chemistry-based synthesis of quantized CuInS₂/Se₂ nanoparticles

NADICA D. ABAZOVIĆ, DRAGANA J. JOVANOVIĆ, MILOVAN M. STOILJKOVIĆ, MIODRAG N. MITRIĆ, SCOTT P. AHRENKIEL*, JOVAN M. NEDELJKOVIĆ AND MIRJANA I. ČOMOR

Vinča Institute of Nuclear Sciences, University of Belgrade, P.O. Box 522,11001 Belgrade, Serbia

*South Dakota School of Mines and Technology, Rapid City, South Dakota 57701, USA

(Received 20 April, revised 13 December 2011)

Ternary chalcogenide nanoparticles, CuInS2 and CuInSe2, were synthesized in a high-temperature boiling non-polar organic solvent. X-Ray diffraction analysis revealed that both materials had a tetragonal (chalcopyrite) crystal structure. The morphology of the obtained materials was revealed by transmission electron microscopy. Agglomerated spherical CuInS2 nanoparticles with broad size distribution in the range from 2 to 20 nm were obtained. In the case of CuInSe2, isolated particles with a spherical or prismatic shape in the size range from 10 to 25 nm were obtained, as well as agglomerates consisting of much smaller particles with a diAMeter of about 2–5 nm. The particles with the smallest diAMeters of both materials exhibited quantum size effects.

Keywords: I–III–VI2 semiconductors; quantization; X-ray diffraction; optical properties.

Full Article - PDF 384 KB Available OnLine: 26. 12. 2011. Cited by

J. Serb. Chem. Soc. 77 (6) 799–813 (2012)

UDC 635.71+66.061+547.262:66.011; JSCS–4310; doi: 10.2298/JSC110616009P Original scientific paper

Comparative analyses of the diffusion coefficients from thyme for different extraction processes

SLOBODAN S. PETROVIĆ, JASNA IVANOVIĆ*, STOJA MILOVANOVIĆ* AND IRENA ŽIŽOVIĆ*

BIOSS – PS i ostali, Bulevar oslobođenja 401i, 11000 Belgrade, Serbia

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

(Received 11 June, revised 31 October 2011)

This work was aimed at analyzing the kinetics and mass transfer phenomena for different extraction processes from thyme (Thymus vulgaris L.) leaves. Different extraction processes with ethanol were studied, i.e., Soxhlet extraction and ultrasound-assisted batch extraction on the laboratory scale, as well as pilot plant batch extraction with mixing. The extraction processes with ethanol were compared to the process of supercritical carbon dioxide extraction performed at 10 MPa and 40 °C. The experimental data were analyzed by a mathematical model derived from the Fick’s second law to determine and compare the diffusion coefficients in the periods of constant and decreasing extraction rates. In the fast extraction period, the values of the diffusion coefficients were one to three orders of magnitude higher compared to those determined for the period of slow extraction. The highest diffusion coefficient was recorded for the fast extraction period of supercritical fluid extraction. In the cases of the extraction processes with ethanol, ultrasound, stirring and increasing extraction temperature enhanced the mass transfer rate in the washing phase. On the other hand, ultrasound contributed the most to the increase of mass transfer rate in the period of slow extraction.

Key words: Thymus vulgaris; ethanol extraction; supercritical extraction; extraction kinetics; modelling; diffusion coefficients.

Full Article - PDF 444 KB Available OnLine: 01. 02. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 815–832 (2012)

UDC 665.334.9+66.095∙13/.14+546.41-31+544.478:665.75.000.57; JSCS–4311; doi: 10.2298/JSC110824206P; Original scientific paper

Transesterification of linoleic and oleic sunflower oils to biodiesel using CaO as a solid base catalyst

ZLATICA PREDOJEVIĆ, BILJANA ŠKRBIĆ AND NATAŠA ĐURIŠIĆ-MLADENOVIĆ

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

(Received 24 August, revised 24 November 2011)

The purpose of this work was to characterize biodiesel (i.e., methyl esters, MEs) produced from linoleic and oleic sunflower oils (LSO and OSO, respectively) by alkali transesterification with methanol using CaO as a heterogeneous catalyst under different reaction conditions. The parAMeters investigated were the methanol/oil mole ratio (4.5:1, 6:1, 7.5:1, 9:1 and 12:1) and the mass ratio of CaO to oil (2 and 3 %). The physical and chemical properties of the feedstocks and the MEs, such as density at 15 °C, kinematic viscosity at 40 °C, acid value, iodine value, saponification value, cetane index and fatty acid (methyl ester) composition, were determined in order to investigate the effects of the properties of the LSO and OSO and reaction parAMeters on the product characteristics, yields and purity. The properties of the feedstocks had a decisive effect on the physical and chemical properties of the MEs. The studied reaction conditions did not significantly affect the properties of the MEs. The produced MEs generally met the criteria required for commercial biodiesel; in fact, the only exception was the iodine value of the ME produced from LSO. The product yields only slightly changed with the applied conditions; the highest yield (99.22 %) was obtained for the ME-LSO produced at 6 mol % methanol to oil ratio, while the lowest one (93.20 %) was for ME-OSO produced under the lowest methanol/oil mole ratio (4.5:1). The applied AMounts of catalyst had a similar influence on the oil conversion to biodiesel. The yields of the ME-LSOs were, in general, somewhat higher than those obtained for the ME-OSOs under the sAMe conditions, which was attributed to the influence of the respective acid value and viscosity of the feedstock.

Keywords: biodiesel; calcium oxide; heterogeneous catalysis; transesterification; linoleic and oleic sunflower oils.

Full Article - PDF 327 KB Available OnLine: 12. 01. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 833–843 (2012)

UDC 631.415.2+546.62:631.445.1; JSCS–4312; doi: 10.2298/JSC110629201D; Original scientific paper

Soil acidity and mobile aluminum status in pseudogley soils in the Čačak–Kraljevo Basin

IVICA G. ĐALOVIĆ, ĐORĐE S. JOCKOVIĆ, GORAN J. DUGALIĆ*, GORAN F. BEKAVAC, BOŽANA PURAR, SRĐAN I. ŠEREMEŠIĆ** and MILAN Đ. JOCKOVIĆ

Institute of Field and Vegetable Crops, Maksima Gorkog 30, 21000 Novi Sad, Serbia

*University of Kragujevac, Faculty of Agronomy, Cara Dušana 34, 32000 Čačak, Serbia

**University of Novi Sad, Faculty of Agriculture, Dositeja Obradovića 8, 21000 Novi Sad, Serbia

(Received 29 June, revised 2 November 2011)

Soil acidity and aluminum toxicity are considered the most dAMaging soil conditions affecting the growth of most crops. This paper reviews the results of tests of pH, exchangeable acidity and the mobile aluminum (Al) concentration in profiles of pseudogley soils from the Čačak–Kraljevo Basin. For these purposes, 102 soil pits were dug in 2009 in several sites around the Čačak–Kraljevo Basin. The tests encompassed 54 field, 28 meadow, and 20 forest soil sAMples. SAMples of soil in a disturbed state were taken from the Ah and Eg horizons (102 sAMples), from the B1tg horizon in 39 field, 24 meadow and 15 forest pits (a total of 78 sAMples) and from the B2tg horizon in 14 field, 11 meadow, and 4 forest pits (a total of 29 sAMples). The mean pH values (1 M KCl) of the tested soil profiles were 4.28, 3.90 and 3.80 for the Ah, Eg and B1tg horizons, respectively. The soil pH of the forest sAMples was lower than those in the meadow and arable land sAMples (mean values of 4.06, 3.97 and 3.85 for arable land, meadow and forest sAMples, respectively). The soil acidification was especially intensive in the deep horizons; thus, 27 (Ah), 77 (Eg) and 87 % (B1tg) of the soil sAMples had a pH value below 4.0. The mean values of the total exchangeable acidity (TEA) were 1.55, 2.33 and 3.40 meq (100 g)-1 for the Ah, Eg and B1tg horizons, respectively. The TEA values in the forest soils were considerably higher (3.39 meq (100 g)-1) than those in the arable and meadow soils (1.96 and 1.93 meq (100 g)-1, respectively). The mean mobile Al contents of the tested soil sAMples were 11.02, 19.58 and 28.33 mg Al (100 g)-1 for the Ah, Eg and B1tg horizons, respectively. According to the pH and TEA values, mobile Al was considerably higher in the forest soils (a mean value of 26.08 mg Al (100 g)-1) than in the arable and meadow soils (mean values of 16.85 and 16.00 mg Al (100 g)-1, respectively). The Eg and B1tg horizons of the forest soil had especially high mobile Al contents (mean values of 28.50 and 32.95 mg Al (100 g)-1, respectively). High levels of mobile Al were especially frequent in the forest soils, with 35 (Ah), 85.0 (Eg) and 93.3 % (B1tg) of the tested sAMples ranging above 10 mg Al (100 g)-1.

Keywords: soil; acidity; aluminum; pseudogley.

Full Article - PDF 550 KB Available OnLine: 01. 12. 2011. Cited by

J. Serb. Chem. Soc. 77 (6) 845–855 (2012)

UDC 631.421+631.445+632.954:577.1–188; JSCS–4313; doi: 10.2298/JSC110825004R; Original scientific paper

Short-time effects of the herbicide nicosulfuron on the biochemical activity of Chernozem soil

LJILJANA RADIVOJEVIĆ, SLAVICA GAŠIĆ, LJILJANA ŠANTRIĆ, JELENA GAJIĆ UMILJENDIĆ and DRAGANA MARISAVLJEVIĆ*

1Institute of Pesticides and Environmental Protection, Banatska 31b, P. O. Box 163, 11080 Belgrade, Serbia

*Institute for Plant Protection and Environment, Teodora Drajzera 9, P. O. Box 33–79, 11000 Belgrade, Serbia

(Received 8 August, revised 27 December 2011)

Short-time effects of the herbicide nicosulfuron on the biochemical activity of soil were investigated. Nicosulfuron rates of 0.3, 1.5 and 3.0 mg kg-1 of soil were laboratory-tested on Chernozem soil. The change in the dehydrogenase activity, in microbial biomass carbon, soil respiration and the metabolic coefficient were exAMined. SAMples were collected for the analysis 1, 7, 14, 21, 30 and 60 days after nicosulfuron application. The obtained results indicated that the effect of nicosulfuron on the soil biochemical activity depended on its application rate and duration of activity, and the effect was either stimulating or inhibiting. However, the changes detected were found to be transient and, therefore, there is no real risk of the compound disrupting the balance of biochemical processes in Chernozem soil.

Keywords: nicosulfuron; Chernozem soil; dehydrogenase; biomass carbon; respiration.

Full Article - PDF 566 KB Available OnLine: 13. 01. 2012. Cited by

J. Serb. Chem. Soc. 77 (6) 857 (2012))

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