Vol 80, No 12 - Abstracts

JSCS Vol 80, No 12

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Whole issue - PDF 10,509 kB

J. Serb. Chem. Soc. 80 (12) 1461–1470 (2015)

UDC 547.298.4’264–304.3+547.78’367+542.913:615.28–188; JSCS–4811; doi: 10.2298/JSC150227039S; Original scientific paper

Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles, and an evaluation of their antimicrobial activities

LAURA I. SOCEA, GABRIEL SARAMET*, CONSTANTIN DRAGHICI**, BOGDAN SOCEA***, VLAD D. CONSTANTIN*** and MANUELA A. RADU-POPESCU****

Organic Chemistry Department, Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, 020956, Bucharest, Romania
*Pharmaceutical Technology Department, Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia, 020956 Bucharest, Romania
**“C. D. Nenitzescu” Institute of Organic Chemistry, Romanian Academy, 202B Splaiul Independentei, 060023 Bucharest, Romania
***Faculty of General Medicine, “Carol Davila” University of Medicine and Pharmacy, St. Pantelimon Emergency Hospital, 340–342, Soseaua Pantelimon Street, 021623, Bucharest, Romania
****General and Pharmaceutical Microbiology Department, Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, 020956, Bucharest, Romania

(Received 27 February, revised 15 May, accepted 18 May 2015)

A new series of hydrazinecarbothioamides 6–9 bearing a 5H-dibenzo[a,d][7]annulene moiety were synthesized. Cyclization of 6–9 in NaOH solution produced the corresponding 4H-1,2,4-triazole-3-thiols 10–13, which proved to be axial isomers. The thioethers 14–17 were prepared by alkylation of 10–13 with methyl iodide. All new compounds were characterized by elemental analysis, and IR, UV, 1H-NMR and 13C-NMR spectroscopy. An evaluation for antimicrobial activity against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, Bacillus subtilis, Salmonella enterica subsp. enterica serovar Typhimurium, Shigella flexneri and Candida albicans was performed.

Keywords: acylhydrazinecarbothioamide; 1,2,4-triazole-3-thiol; dibenzo[a,d][7]annulene; antimicrobial activity.

Full Article - PDF 1,093 kB Supplementary Material PDF 2,082 kB Available OnLine: 24. 05. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1471–1479 (2015)

UDC 547.856+547.497.1:542.913:615.28–188; JSCS–4812; doi: 10.2298/JSC150103053A; Original scientific paper

Syntheses and antimicrobial activities of 1-(3-benzyl-4-oxo-3,4-dihydroquinazolin-2-yl)-4-(substituted) thiosemicarbazide derivatives

VEERACHAMY ALAGARSAMY, VISWAS RAJA SOLOMON, G. KRISHNAMOORTHY*, M. T. SULTHANA AND B. NARENDAR

Medicinal Chemistry Research Laboratory, MNR College of Pharmacy, Sangareddy, Gr. Hyderabad -502 294, India

*Department of Pharmaceutical Chemistry, Periyar College of Pharmaceutical Sciences for Girls, Trichy – 620 021, India

(Received 3 January, revised 11 May, accepted 10 June 2015)

A series of 1-(3-benzyl-4-oxo-3,4-dihydroquinazolin-2-yl)-4-(substituted) thiosemicarbazides (AS1–AS10) were obtained by the reaction of 3-benzyl-2-hydrazino-3H-quinazolin-4-one (6) with different dithiocarbamic acid methyl ester derivatives. The key intermediate, 3-benzyl-2-thioxo-2,3-dihydro-1H-quinazolin-4-one (4), was obtained by the reaction of benzyl amine (1) with carbon disulphide and sodium hydroxide in dimethyl sulphoxide to give sodium dithiocarbamate, which was methylated with dimethyl sulphate to yield the dithiocarbamic acid methyl ester 2 and condensation with methyl anthranilate (3) in ethanol yielded the desired compound (4) via the thiourea intermediate. The SH group of compound (4) was methylated in the favourable nucleophilic displacement reaction with hydrazine hydrate, which afforded 3-benzyl-2-hydrazino-3H-quinazolin-4-one (6). The IR, and 1H- and 13C-NMR spectra of these compounds showed the presence of peaks due to thiosemicarbazides, carbonyl (C=O), NH and aryl groups. The molecular ion peaks of the quinazolin-4-one moiety (m/z 144) were observed in all the mass spectra of the compounds AS1–AS10. Elemental (C, H, N) analysis satisfactorily confirmed purity and elemental composition of the synthesized compounds. All the synthesized compounds were screened for their antimicrobial activity against selective gram positive and gram negative bacteria by agar dilution method. In the present study, compounds AS8 and AS9 emerged as the most active compounds of the series.

Keywords: quinazolinone; substituted thiosemicarbazide; anti-bacterial; antitubercular activity.

Full Article - PDF 1,925 kB Supplementary Material PDF 2,052 kB Available OnLine: 22. 06. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1481–1488 (2015)

UDC 547.586.2:547.447.4:548.7:542.913:535.4:57–188; JSCS–4813; doi: 10.2298/JSC150505067D; Short communication

SHORT COMMUNICATION

Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid

VLADIMIR DOBRIČIĆ, BOJANA M. FRANCUSKI*, VESNA JAĆEVIĆ**, MARKO V. RODIĆ***, SOTE VLADIMIROV, OLIVERA ČUDINA AND DJORDJE FRANCUSKI****

University of Belgrade – Faculty of Pharmacy, Vojvode Stepe 450, 11000 Belgrade, Serbia

*Vinča Institute of Nuclear Sciences, Laboratory of Theoretical Physics and Condensed Matter Physics, University of Belgrade, P. O. Box 522, 11001 Belgrade, Serbia

**National Poison Control Centre, Medical Faculty, Military Medical Academy, University of Defense, Crnotravska 17, 11000 Belgrade, Serbia

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

****Institute of Molecular Genetics and Genetic Engineering, University of Belgrade, Vojvode Stepe 444a, P. O. Box 23, 11010 Belgrade, Serbia

(Received 5 May, revised 6 July, accepted 4 August 2015)

The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P212121 and cell constants a = 8.2969(3) Å, b = 18.9358(8) Å, c = 20.0904(6) Å, V = 3156.4(2) Å3 and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17b-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N–H…O, C–H…O and C–H…F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.

Keywords: 17b-carboxamide steroids; X-ray diffraction; biological activity; ear oedema test.

Full Article - PDF 2,280 kB Supplementary Material PDF 2,225 kB Available OnLine: 25. 08. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1489–1504 (2015)

UDC 547.686+547.678.2:548.7:543.424.2+543.42–74:519.677; JSCS–4814; doi: 10.2298/JSC150304060S; Original scientific paper

X-Ray, Hirshfeld surface analysis, spectroscopic and DFT studies of polycyclic aromatic hydrocarbons: fluoranthene and acenaphthene

WIOLETA ŚMISZEK-LINDERT, ANNA MICHTA*, ALEKSANDRA TYL*, GRZEGORZ MAŁECKI*, ELŻBIETA CHEŁMECKA** and SŁAWOMIR MAŚLANKA*

Institute of Mechanized Construction and Rock Mining, W. Korfantego 193A Street, 40-157 Katowice, Poland

*Institute of Chemistry, University of Silesia, 9 Szkolna Street, 40-006 Katowice, Poland

**School of Pharmacy with Division of Laboratory Medicine in Sosnowiec, Medical University of Silesia, Katowice, Poland, Department of Statistics, 30 Ostrogórska Street, 41-200 Sosnowiec, Poland

(Received 4 March, revised 27 June, accepted 6 July 2015)

The X-ray structure, theoretical calculation, Hirshfeld surfaces analysis, IR and Raman spectra of fluoranthene and acenaphthene were reported. Acenaphthene crystallizes in the orthorhombic crystal system and space group P21ma, with crystal parameters a = 7.2053(9) Å, b = 13.9800(15) Å, c = 8.2638 (8) Å, Z = 4 and V = 832.41(16) Å3. In turn, the grown crystals of fluoranthene are in the monoclinic system with space group P21/n. The unit cell parameters are a = 18.3490(2) Å, b = 6.2273(5) Å, c = 19.8610(2) Å, β = 109.787(13)°, Z = 8 and the unit cell volume is 2135.50(4) Å3. Theoretical calculations of isolated molecules of the title compounds were performed using DFT at the B3LYP level. The intermolecular interactions in the crystal structure, for both the title polycyclic aromatic hydrocarbons were analyzed using the Hirshfeld surfaces computational method.

Keywords: crystal structure; IR spectroscopy; Raman; density functional theory (DFT) calculation; Hirshfeld surfaces.

Full Article - PDF 2,891 kB Supplementary Material PDF 2,022 kB Available OnLine: 12. 07. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1505–1513 (2015)

UDC 533.9+546.264–31:544.537/.538:669.35’6’24; JSCS–4815; doi: 10.2298/JSC150416061M; Original scientific paper

Analytical capability of the plasma induced by IR TEA CO₂ laser pulses on copper-based alloys

MILOŠ MOMČILOVIĆ, JOVAN CIGANOVIĆ, DRAGAN RANKOVIĆ*, UROŠ JOVANOVIĆ, MILOVAN STOILJKOVIĆ, JELENA SAVOVIĆ and MILAN TRTICA

1Vinča Institute of Nuclear Sciences, University of Belgrade, P. O. Box 522, 11001 Belgrade, Serbia

*Faculty of Physical Chemistry, University of Belgrade, P. O. Box 276, 11001 Belgrade, Serbia

(Received 16 April, revised 11 June, accepted 3 July 2015)

The applicability of a nanosecond infrared (IR) transversely excited atmospheric (TEA) CO2 laser, operating at 10.6 µm and 100 ns pulse length (initial spike), induced plasma under reduced air pressure for spectrochemical analysis of bronze and brass samples was investigated. The plasma consisted of two clearly distinguished and spatially separated regions and expanded to a distance of about 10 mm from the surface. The elemental composition of the samples was determined using a time-integrated space-resolved laser-induced plasma spectroscopic (TISR–LIPS) technique. Sharp and well-resolved spectral lines mostly atomic, and negligibly low background emission, were obtained from a plasma region 7 mm from the target surface. Good signal to background and signal to noise ratios were obtained. The estimated detection limits for the trace elements Mg, Fe, Al and Ca were in the order of 10 ppm in bronze and around 50 ppm in brass. Damage on the investigated samples induced by TEA CO2 laser radiation was negligible.

Keywords: TEA CO2 laser; LIBS; copper-based alloys.

Full Article - PDF 3,548 kB Available OnLine: 16. 07. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1515–1527 (2015)

UDC 546.73+547.313.2’415.1:544.653.3; JSCS–4816, doi: 10.2298/JSC150327079M; Original scientific paper

Electrochemistry of cobalt ethylenediamine complexes at high pH

SNEŽANA M. MIULOVIĆ, VLADIMIR M. NIKOLIĆ, PETAR Z. LAUŠEVIĆ, DANKA D. AĆIMOVIĆ, GVOZDEN S. TASIĆ and MILICA P. MARČETA KANINSKI

Institute of Nuclear Sciences – Vinča, Laboratory of Physical Chemistry, University of Belgrade, 11000 Belgrade, Mike Alasa 12–14, Serbia

(Received 27 March, revised 23 June, accepted 30 June 2015)

The electrochemical behavior of cobalt ethylenediamine complexes (Co(en)), at pH 12 was investigated by cyclic voltammetry (CV), the potentiostatic pulse technique and polarization curve measurements at stationary and rotating glassy carbon (GC) electrodes. It was shown that sixteen different species could be formed in a solution containing Co(en)3, with the most stable one at all pH values being [Co(en)3]3+. The reduction of [Co(en)3]3+ into [Co(en)3]2+ was shown to be a totally irreversible, one-electron exchange reaction. Further reduction of [Co(en)3]2+ was found to be a complex process leading to cobalt deposition at potentials more negative than –1.45 V vs. SCE. The process of [Co(en)3]2+ oxidation was also complex and most probably coupled with chemical reactions.

Keywords: distribution of Co(en)3-based complexes; irreversible reduction of [Co(en)3]3+/[Co(en)3]2+; reduction of [Co(en)3]2+ to Co.

Full Article - PDF 4,111 kB Available OnLine: 01. 10. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1529–1540 (2015)

UDC 546.462+661.183.8:66.091.7:544.022:519.23:544.773.42/.43:536.5; JSCS–4817 doi:10.2298/JSC141113056N; Original scientific paper

Study of the effect of Mg(II) addition and the annealing conditions on the structure of mesoporous aluminum oxide using Plackett–Burman design

TATJANA B. NOVAKOVIĆ, LJILJANA S. ROŽIĆ, SRĐAN P. PETROVIĆ, ZORICA M. VUKOVIĆ and MIODRAG N. MITRIĆ*

ICTM-Department of Catalysis and Chemical Engineering, University of Belgrade, Njegoševa 12, Belgrade, Serbia

*Institute of Nuclear Sciences „Vinča“, University of Belgrade, Mike Petrovića Alasa 12–14, Belgrade, Serbia

(Received 13 November 2014, revised 26 June, accepted 6 July 2015)

A statistical design was used to investigate the effect of various processing conditions on the structure of sol–gel derived Mg(II) doped alumina. Six process variables were selected based on the Plackett–Burman design: concentration of magnesium nitrate, time and temperature of alcohol evaporation, temperature and time of annealing and heating rate were changed at two levels. For every set of conditions, samples with different specific surface area and degree of crystallinity were obtained. Analysis of the results showed that the annealing temperature, heating rate and concentration of magnesium nitrate were the main factors affecting the average crystallite size of the predominant alumina phase. In the case of the specific surface area, two of selected six variables had pronounced effects; however, the temperature of annealing was more effective than others. The present results showed that the proposed model that uses crystallite size as a response variable is preferable to other research.

Keywords: magnesium-doped alumina; statistical design; sol–gel.

Full Article - PDF 2,085 kB Available OnLine: 13. 07. 2014. Cited by

J. Serb. Chem. Soc. 80 (12) 1541–1552 (2015)

UDC 546.73’76’77–034:66.017:577.11+57.001.365:576+615.9:616.314; JSCS–4818; doi: 10.2298/JSC150505070M; Original scientific paper

In vitro biocompatibility assessment of Co–Cr–Mo dental cast alloy

IVANA DIMIĆ, IVANA CVIJOVIĆ-ALAGIĆ*, NATAŠA OBRADOVIĆ, JELENA PETROVIĆ**, SLAVIŠA PUTIĆ**, MARKO RAKIN** and BRANKO BUGARSKI**

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

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

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

(Received 5 May, revised 13 August, accepted 26 August 2015)

Metallic materials, such as Co–Cr–Mo alloys, are exposed to aggressive conditions in the oral cavity that represents an ideal environment for metallic ion release and biodegradation. The metallic ions released from dental materials can cause local and/or systemic adverse effects in the human body. Therefore, dental materials are required to possess appropriate mechanical, physical, chemical and biological properties. The biocompatibility of metallic materials is very important for dental applications. Accordingly, the aim of this study was to examine metallic ion release and cytotoxicity of Co–30Cr–5Mo cast alloy as the initial phase of biocompatibility evaluation. Determination of the viability of human (MRC-5) and animal (L929) fibroblast cells were conducted using three in vitro test methods: the colorimetric methyl-thiazol-tetrazolium (MTT) test, the dye exclusion test (DET) and the agar diffusion test (ADT). Furthermore, the morphology and growth of the cells were analyzed using scanning electron microscopy (SEM). The obtained results indicated that Co–30Cr–5Mo alloy did not release harmful elements in concentrations high enough to have detrimental effects on human and animal fibroblasts under the given experimental conditions. Moreover, the fibroblast cells showed good adhesion on the surface of the Co–30Cr–5Mo alloy. Therefore, it could be concluded that Co–30Cr–5Mo alloy is a biocompatible material that could be safely used in dentistry.

Keywords: Co-based alloy, biomaterials, cytotoxicity, fibroblasts.

Full Article - PDF 3,525 kB Supplementary Material PDF 2,015 kB Available OnLine: 13. 09. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1553–1565 (2015)

UDC 549.676+546.62’72’46:628.345:628.336+546.28–145.15:628.3; JSCS–4819; doi: 10.2298/JSC141229057L; Original scientific paper

Preparation of aluminum–ferric–magnesium polysilicate and its application on oily sludge

SI LI, SHUANG-CHUN YANG, YI PAN and JIN-HUI ZHANG

Liaoning Shihua University, FuShun 113001, China

(Received 29 December 2014, revised 9 March, accepted 17 March 2015)

Abstract: Aluminum–ferric–magnesium polysilicate (PAFMS) was prepared by introducing aluminum, ferric and magnesium metal ions into polysilicon acid solution. In this study, PAFMS was applied in the treatment of oily wastewater from the treatment of oily sludge, and the coagulation performance was evaluated by the efficiency of the removal of turbidity and color. The structure and morphology of PAFMS were characterized by Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD) and scanning electronic microscopy (SEM). The results indicated that the mole ratio 6:4:15 of Al:Fe:Mg is beneficial to the formation of Al–O–Si, Fe–O–Si and Mg–Si–O. Fe played the main inhibition role among the three metals. XRD analysis showed that the addition of Al, Fe and Mg into polysilicic acid did not produce a simple mixture, but resulted in the formation of new chemical structures. The intensity of peaks was influenced by the mole ratios of metals. SEM showed that PAFMS appeared to be a spatial structure consisting of many irregular protuberant parts. The removal efficiency of turbidity and color in oily water from the treatment of oily sludge was better when the mole ratio of (Al+Fe+Mg):Si was 0.5 and if the mole ratios of Al:Fe:Mg are kept at 6:4:15. Moreover, when the dosage of PAFMS was 1.4–1.8 % and the pH value in range of 8–9, the efficiency of turbidity and color removal were up to 97.3 and 96.8 %, respectively.

Keywords: coagulation; flocculants; aluminum–ferric–magnesium polysilicate; oily sludge; magnesium; inorganic polymer.

Full Article - PDF 2,207 kB Available OnLine: 07. 07. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1567–1580 (2015)

UDC 504.75+504.06:377+378.4; JSCS–4820; doi: 10.2298/JSC150522072K; Original scientific paper

“It happened, what’s the problem?” and “A guide through the problem” – A model for consideration of ecological issues in chemistry education

JASMINKA N. KOROLIJA, SNEŽANA RAJIĆ*, MILENA TOŠIĆ and LJUBA M. MANDIĆ

Faculty of Chemistry, University of Belgrade, Belgrade, Serbia

*Secondary School St. Sava, Belgrade, Serbia

(Received 22 May, revised 11 August, accepted 9 September 2015)

In order to improve the ability to apply knowledge of chemistry (acquired in the existing educational system) in real life, the model for consideration of ecological issues was developed and applied in high school. The model consists of a continuous text “It Happened, What’s the Problem?” and a test with non-continuous text “A Guide Through the Problem”, which were prepared for consideration of the problem of eutrophication. All results obtained (average achievement of 70.9±14.3 %) showed that the application of the model enabled: understanding of an ecological problem based on scientific representations of the term eutrophication given in the continuous text, realization that pollution of the environment may be directly related to modern life, application of acquired knowledge of chemistry to observe and understand the cause and effect of eutrophication in the environment, to draw a scientific conclusion, and understanding the importance of science and technology discoveries for solving ecological problems. In addition, the model contributed to the development of student’s environmental literacy (ecological knowledge and cognitive skills), ability to think critically, and provided possibilities for classroom knowledge to become applicable in real life.

Keywords: environmental education; ecological problem-eutrophication; environmental literacy; application of chemistry knowledge.

Full Article - PDF 2,560 kB Available OnLine: 09. 09. 2015. Cited by

J. Serb. Chem. Soc. 80 (12) 1581–1591 (2015)

Contents of Volume 80

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J. Serb. Chem. Soc. 80 (12) 1593–1598 (2014)

Author Index

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J. Serb. Chem. Soc. 80 (12)

Subject Index

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J. Serb. Chem. Soc. 80 (12)

2015 List of Referees

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