Vol 79, No 4 - Abstracts

JSCS Vol 79, No 4

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J. Serb. Chem. Soc. 79 (4) 389–400 (2014)

UDC 547.857.4.004.12+542.913+546.172–31:615.9:615.276; JSCS–4593; doi: 10.2298/JSC130124131P; Original scientific paper

The synthesis, characterization and biological evaluation of a new nitric oxide donor agent

LENUTA PROFIRE, MARIA APOTROSOAEI, ANCA OPREA*, MIHAI BREBU*, FLORENTINA LUPASCU, CATALINA ELENA LUPUSORU** and CORNELIA VASILE*

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, “Grigore T. Popa” University of Medicine and Pharmacy, 16 University Str., 700115, Iasi, Romania

*Department of Physical Chemistry of Polymers, “P. Poni” Institute of Macromolecular Chemistry, Romanian Academy, 41A Grigore Ghica Voda Alley, 700487, Iasi, Romania

**Department of Pharmacology, Faculty of Medicine, “Grigore T. Popa” University of Medicine and Pharmacy, 16 University Str., 700115, Iasi, Romania

(Received 24 January, revised 1 July 2013)

The synthesis of a new xanthine nitric oxide donor (TSP-81) is discussed. The designed compound included two structural moieties, i.e., theophylline (1,3-dimethylxanthine) and acetAMinophen (4-hydroxyacetanilide), linked by the nitric oxide donor alkyl chain as a spacer. The compound was characterized by microanalysis (CHN), 1H-NMR, 13C-NMR, FT-IR and UV–Vis spectroscopy and thermogravimetric analysis. The thermal behaviour showed that TSP-81 melts with decomposition in four steps, the most important ones being the 2nd one (the registered weight loss being 17.6 %) and the 3rd one (with a registered weight loss of 30.4 %). The toxicity degree, the anti-inflAMmatory effect and the ability of releasing nitric oxide of TSP-81 was also evaluated. The biological assays established that TSP-81 exhibits enhanced biological properties, such as lower toxicity and higher anti-inflAMmatory effect, compared to theophylline and acetAMinophen, the drugs used as the parent molecules. Thus, TSP-81 is approximately 2 times more active than theophylline and 4 times more active than acetAMinophen in reducing cotton pellet granuloma formation. Furthermore, the release of nitric oxide (NO) appears to play an important role in enhancing the anti-inflAMmatory effect.

Keywords: xanthine; acethAMinophen; toxicity; anti-inflAMmatory.

Full Article - PDF 190 KB Supplementary Material PDF 93 KB Available OnLine: 17. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 401–409 (2014)

UDC 547.458.6+547.831+547.495.1+542.913:544.478; JSCS–4594; doi: 10.2298/JSC130112130K; Original scientific paper

b-Cyclodextrin–polyurethane polymer: a neutral and eco-friendly heterogeneous catalyst for the one-pot synthesis of 1,4-dihydropyridine and polyhydroquinoline derivatives via the Hantzsch reaction under solvent-free conditions

ALI REZA KIASAT, SIMIN NAZARI and JAMAL DAVARPANAH

Chemistry Department, Faculty of Sciences, Shahid ChAMran University, Ahvaz 61357-4-3169, Iran

(Received 12 January, revised 25 May 2013)

Abstract: An efficient synthesis of 1,4-dihydropyridine and polyhydroquinoline derivatives using a b-cyclodextrin–polyurethane polymer (b-CDPU) as a stationary micro-vessel and neutral heterogeneous catalyst via a four component coupling of aldehydes, b-ketoester (2 mol) and AMmonium acetate under solvent-free conditions is described. Compared with the classical Hantzsch reaction, this new method has the advantages of good yield, short reaction time and methodological simplicity. b-CDPU was proved to be an efficient heterogeneous catalyst that could be easily handled and removed from the reaction mixture by simple filtration, and also recovered and reused without loss of reactivity.

b-cyclodextrin–polyurethane polymer; 1,4-dihydropyridine and polyhydroquinoline derivatives; heterogeneous catalyst; four-component coupling; solvent-free.

Full Article - PDF 254 KB KB Supplementary Material PDF 133 KB Available OnLine: 17. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 411–420 (2014)

UDC 579.8+664.644.5+543.544:664.24(497.11); JSCS–4595; doi: 10.2298/JSC130909155G; Original scientific paper

A thin layer chromatographic comparison of raw and soluble starch hydrolysis patterns of some a-AMylases from Bacillus sp. isolated in Serbia

NIKOLA GLIGORIJEVIĆ, NIKOLA STEVANOVIĆ, NIKOLA LONČAR, RADA BAOŠIĆ, ZORAN VUJČIĆ and NATAŠA BOŽIĆ*

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

*Institute of Chemistry, Technology and Metallurgy – Center of Chemistry, University of Belgrade, Studentski trg 12–16, Belgrade, Serbia

(Received 9 September, revised 16 December 2013)

Several natural isolates of Bacillus strains nAMely 5B, 12B, 16B, 18 and 24B were grown at two different temperatures in submerged fermentation for the production of raw-starch-digesting a-AMylases. All strains except Bacillus sp. 18 produced more a-AMylase at 37 °C. The hydrolysis of raw cornstarch followed the sAMe pattern. Efficient hydrolysis was obtained with a-AMylases from Bacillus sp. 5B, 12B, 16B and 24B grown at 37 °C and Bacillus sp. 18 grown at 50 °C. Zymography after isoelectric focusing showed that a-AMylases were produced in multiple forms, from 2 to 6, depending on the strain when they were growing at 37 °C, while growth at 50 °C induced only 1 or 2 isoforms. Thin layer chromatography (TLC) analysis of the hydrolysis products of raw corn and soluble starch by a-AMylases revealed the production of various mixtures of oligosaccharides. In most cases, G3 was the most dominant product from soluble starch while G2, G3 and G5 were the main products of raw starch hydrolysis. This indicates that the obtained a-AMylases could be used for starch liquidification or short-chain-oligosaccharide formation, depending on the type of starch (raw or soluble) used for the hydrolysis.

Keywords: bacterial AMylase; raw starch digestion; TLC; zymogrAM.

Full Article - PDF 326 KB Available OnLine: 27. 12. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 421–433 (2014)

UDC 546.562’742’732’472:547.853+547.442+547.466:542.9+547.571+547.551; JSCS–4596; doi: 10.2298/JSC130123148S; Original scientific paper

Synthesis and characterization of bioactive binuclear transition metal complexes of a Schiff base ligand derived from 4-AMino-1H-pyrimidin-2-one, diacetyl and glycine

ABHAY NANDA SRIVASTAVA, NETRA PAL SINGH and CHANDRA KIRAN SHRIWASTAW

Department of Chemistry, Meerut College, Meerut-250001, India

(Received 23 January, revised 27 November 2013)

A series of novel binuclear transition metal complexes was synthesized by reaction of a Schiff base ligand 2-((1-methyl-2-((2-oxo-1,2-dihydro-pyrimidin-4-yl)imino)propylidene)AMino)acetic acid) (LaH) derived from 4-AMino-1H-pyrimidin-2-one, diacetyl, glycine and the corresponding chloride salt of Cu(II), Ni(II), Co(II) and Zn(II) metals in a 1:1 (metal:ligand) molar ratio. The compounds were characterized by elemental analyses, molar conductance measurements, magnetic moment measurements and various spectral studies viz. IR, UV–Vis, 1H-NMR, 13C-NMR, EPR and ESI-MS. The molar conductance measurements revealed the non-electrolytic nature of the metal complexes. Electronic absorption spectral data, electronic parAMagnetic resonance parAMeters and magnetic moment values revealed an octahedral geometry for the binuclear metal complexes. A cyclic voltAMmetric study of Ni(II) complex shows a couple of one-electron anodic responses near 0.70 and 1.10 V. The in vitro biological activity of the Schiff base ligand and the binuclear complexes was assessed against bacteria (Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Salmonella typhi) and fungi (Candida albicans and Candida parapsilosis) to ascertain their antibacterial and antifungal properties.

Keywords: pyrimidine; diketone; AMino acid; octahedral geometry; antimicrobial properties.

Full Article - PDF 237 KB Supplementary Material PDF 148 KB Available OnLine: 10. 12. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 435–443 (2014)

UDC 547.587.51:519.677:579:615.1.8; JSCS–4597; doi: 10.2298/JSC130628077S; Original scientific paper

DFT study and microbiology of some coumarin-based compounds containing a chalcone moiety

SELMA ŠPIRTOVIĆ-HALILOVIĆ, MIRSADA SALIHOVIĆ*, HURIJA DŽUDŽEVIĆ-ČANČAR*, SNEŽANA TRIFUNOVIĆ**, SUNČICA ROCA***, DŽENITA SOFTIĆ**** 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

****Agency for Medicinal Product and Medical Devices of Bosnia and Herzegovina, Titova 9, 71000 Sarajevo, Bosnia and Herzegovina

(Received 28 June 2013)

In the present investigation, a series of coumarin-based compounds containing a chalcone moiety were studied for their in vitro and in silico properties. The DFT global chemical reactivity descriptors (chemical hardness, total energy, electronic chemical potential and electrophilicity) were calculated for four synthesized compounds and used to predict their relative stability and reactivity. The antibacterial activities of all compounds were screened against Bacillus subtilis (ATCC 6633) and Bacillus cereus (ATCC 11778). The quantum-chemical calculations indicated that the antibacterial activity correlates well with chemical reactivity descriptors of the molecules.

Keywords: coumarins; chemical reactivity descriptors; antimicrobial activity; HOMO and LUMO studies.

Full Article - PDF 380 KB Available OnLine: 14. 07. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 445–456 (2014)

UDC *ClonazepAM*diazepAM:547.441–036.7+54–145.2+532.14:544.032.1; JSCS–4598; doi: 10.2298/JSC121212079B; Original scientific paper

Solubility of clonazepAM and diazepAM in binary and ternary mixtures of polyethylene glycols 400 or 600, propylene glycol and water at 298.2 K – experimental data and modeling

ZAHRA BASTAMI, SHAHLA SOLTANPOUR, VAHID PANAHI-AZAR* and ABOLGHASEM JOUYBAN**

Faculty of Pharmacy, Zanjan University of Medical Sciences, Zanjan 45139, Iran

*Liver and Gastrointestinal Diseases Research Center, Tabriz University of Medical Sciences, Tabriz 51664, Iran

**Drug Applied Research Center, Tabriz University of Medical Sciences, Tabriz 51664, Iran and Pharmaceutical Engineering Laboratory, School of Chemical Engineering, College of Engineering, University of Tehran, P. O. Box 11155/4563, Tehran, Iran

(Received 12 December 2012, revised 7 March 2013)

Experimental molar solubilities of clonazepAM and diazepAM in binary and ternary mixtures of polyethylene glycols (PEGs) 400 or 600, propylene glycol (PG) and water (138 data points) along with the density of the saturated solutions at 298.2 K were reported. The Jouyban–Acree Model was used to fit to the measurements for providing a computational method. Employing the solubilities in the mono-solvents, the measured solubilities in mixed solvents were back-calculated and the overall mean percentage deviations (OMPDs) of the model were 16.0 and 19.2 % for diazepAM and clonazepAM, respectively. Addition of the Hansen solubility parAMeters to the model helped in the training of all the data sets (clonazepAM and diazepAM) at once and the back-calculated OMPD for this analysis was 19.3 %.

Keywords: clonazepAM; diazepAM; solubility; density; PEGs 400 and 600; propylene glycol; Jouyban–Acree Model.

Full Article - PDF 195 KB Available OnLine: 29. 07. 2013. Cited by

J. Serb. Chem. Soc. 78 (4) 457–468 (2013)

UDC 532.135.004.12:547.263–36+541.64+546.33’226:541.12.032; JSCS–4599; doi: 10.2298/JSC130807132K; Original scientific paper

Rheological properties of hydroxypropylmethyl cellulose/sodium dodecylsulfate mixtures

JAROSLAV M. KATONA, SANDRA Đ. NJARADI, VERICA J. SOVILJ, LIDIJA B. PETROVIĆ, BRANKICA B. MARČETA and JADRANKA L. MILANOVIĆ

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

(Received 7 August, revised 30 October 2013)

The rheological properties of mixtures of hydroxypropylmethyl cellulose (HPMC), a nonionic associative cellulose ether, and sodium dodecylsulfate (SDS), an anionic surfactant, were investigated by viscosity measurements performed at different shear rates (0.1–6000 s-1). HPMC/SDS mixtures containing different concentrations of SDS (cSDS, 0.00–3.50 mass %) and HPMC concentrations, which corresponded to the overlap parAMeter c/c of 3, 6 and 12, were prepared. All HPMC/SDS mixtures were found to be shear-thinning when exAMined in the low-end to mid-range of the applied shear rates. The degree of shear-thinning, n, and the viscosity of the mixtures were influenced by composition of the HPMC/SDS mixtures and HPMC–SDS complex formation. The changes in n ranged from values typical for highly shear-thinning to almost perfectly Newtonian liquids, and were more pronounced as c/c was increased from 3 to 6 and 12. A change in the flow profile and a buildup of the first normal stress difference (N1) was observed in HPMC/SDS mixtures with c/c = 6 and 12 and cSDS 0.55–1.00 and 0.55–2.50 mass %, respectively, when a critical shear rate, , was exceeded, suggesting that a shear-induced structure formation in the mixtures occurred.

Keywords: polymer–surfactant interaction; HPMC–SDS interaction; shear-thinning; shear-thickening; shear-induced structure formation.

Full Article - PDF 3,157 KB Available OnLine: 17. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 469–480 (2014)

UDC 536.2:536.7+66.021.3:537.5–962:542.9; JSCS–4600; doi: 10.2298/JSC130612121K; Original scientific paper

Mixed convective–magnetohydrodynAMic (MHD) flow of a micropolar fluid with ohmic heating, radiation and viscous dissipation over a chemically reacting porous plate subjected to a constant heat flux and concentration gradient

HITESH KUMAR

Department of Information Technology, IBRI College of Technology, Ibri, P. O. Box 466, Oman

(Received 12 June 2012, revised 11 October 2013)

In the present paper, chemically reacting mixed convective–magnetohydrodynAMic (MHD) micropolar flow, heat and mass transfer in a porous medium with the effects of ohmic heating, radiation and viscous dissipation past an infinite vertical plate, which was subjected to a constant heat flux and concentration gradient, were analyzed. The non-linear coupled partial differential equations were solved numerically using an implicit finite difference scheme known as the Keller-box Method. The results for concentration, transverse velocity, angular velocity and temperature were obtained and illustrated graphically to observe the effects of various parAMeters, and a numerical discussion is presented with physical interpretations.

Keywords: mixed convection; heat and mass transfer; heat flux; heat generation; ohmic heating; micropolar fluid; chemical reaction.

Full Article - PDF 241 KB Available OnLine: 03. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 481–494 (2014)

UDC 632.954:546.26+544.723:628.161.2; JSCS–4601; doi: 10.2298/JSC130611151M; Original scientific paper

Study on the efficient removal of clopyralid from water using a resorcinol–formaldehyde carbon cryogel

MILAN Z. MOMČILOVIĆ, MARJAN S. RANĐELOVIĆ*, ANTONIJE E. ONJIA, ALEKSANDRA ZARUBICA*, BILJANA M. BABIĆ and BRANKO Z. MATOVIĆ

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

*University of Niš, Faculty of Sciences and Mathematics, Department of Chemistry, Višegradska 33, 18000 Niš, Serbia

(Received 11 June, revised 3 December 2013)

A resorcinol–formaldehyde carbon cryogel was prepared, characterized and used for the removal of the commonly used herbicide clopyralid from aqueous solutions under varying experimental conditions. The carbon exhibited a relatively high specific surface area, significant mesoporosity and an AMorphous structure. The following isotherm models were used to interpret the equilibrium data: the Langmuir, Freundlich, Temkin, Dubinin–Radushkevich, Jovanović, Hurkins–Jura and the Helsey Model. Several models fitted the data well although the calculated values for qmax poorly correlated with the experimentally obtained data. The pseudo-first and pseudo-second-order kinetic models, the models of Elovich, BanghAM and the intraparticle diffusion model were employed for fitting the kinetic data. The rate of the process was fast at the beginning, although the adsorption equilibrium was not attained before 24 h. The adsorption was found to be pH dependent and favored in acidic solutions.

Keywords: clopyralid; carbon cryogel; mesoporosity; adsorption mechanism.

Full Article - PDF 284 KB Available OnLine: 10. 12. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 495–508 (2014)

UDC *Pseudomonas aeruginosa:66.081.2.000.57:546.482’817+54–145.2:536.5; JSCS–4602; doi: 10.2298/JSC130314070K; Original scientific paper

Bio-adsorption characteristics of Pseudomonas aeruginosa PAO1

ANIKÓ KŐNIG-PÉTER*, BÉLA KOCSIS**, FERENC KILÁR*,**** AND TÍMEA PERNYESZI***,****

*Institute of Bioanalysis, University of Pécs, Faculty of Medicine, 12 Szigeti, H-7624 Pécs, Hungary

**Institute of Medical Microbiology and Immunology, University of Pécs, Faculty of Medicine, Szigeti út. 12, H-7624, Pécs, Hungary

***Department of Analytical and Environmental Chemistry, Faculty of Science, Ifjúság u. 6, H-7624 Pécs, Hungary

****Analytical Chemistry and Geoanalytical Research Group, Szentágothai Research Center, University of Pécs, H-7624 Pécs, Ifjúság útja 20, Hungary

(Received 14 March 2012, revised 21 June 2013)

Biosorption of Cd(II) and Pb(II) ions from aqueous solution using lyophilized Pseudomonas aeruginosa PAO1 cells were observed under various experimental conditions. The effect of pH, initial metal concentration, equilibration time and temperature on bio-adsorption was investigated. The optimum pH value for Pb(II) adsorption was found to be 5.0, and for Cd(II) 5.0–6.0. The Pb(II) and Cd(II) bio-adsorption equilibrium were analyzed employing the Freundlich and Langmuir Models using nonlinear least-squares estimations. The experimental maximum uptake capacity of Pb(II) and Cd(II) was estimated to be 164 and 113 mg g-1, respectively. For a kinetic study of the biosorptions, the pseudo second-order kinetic model was applied at various temperatures. The temperature had no significant effect on Pb(II) bio-adsorption. In case of Cd(II) bio-adsorption, the adsorbed AMount decreased with increasing temperature.

Keywords: heavy metals, kinetics, isotherm, temperature, atomic absorption spectrometer.

Full Article - PDF 252 KB Available OnLine: 28. 06. 2013. Cited by

J. Serb. Chem. Soc. 79 (4) 509–516 (2014)

UDC 543+061.3(4); EuCheMS news

EUCHEMS NEWS

European Analytical Column No. 42

ROMÀ TAULER, FEDERICO MARINI*, BEATA WALCZAK**, LUTGARDE BUYDENS***, RICHARD G BRERETON****, WOLFGANG BUCHBERGER***** AND PAUL WORSFOLD******

IDAEA-CSIC, Barcelona, Spain (Roma.Tauler@idaea.csic.es)

*Department of Chemistry, University of Rome “La Sapienza”, Rome, Italy (federico.marini@uniroma1.it)

**Institute of Chemistry, University of Silesia, Katowice, Poland (beata.walczak@us.edu.pl)

***Radboud University, Nijmegen, The Netherlands (l.buydens@science.ru.nl)

****University of Bristol, United Kingdom (r.g.brereton@bristol.ac.uk)

*****Analytische Chemie, Universität Linz, Altenbergerstrasse 69, A-4040 Linz, Austria (Wolfgang.Buchberger@jku.au)

******School of Geography, Earth and Environmental Sciences, Plymouth University, Plymouth PL48AA, United Kingdom

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