Vol 79, No 1 - Abstracts

JSCS Vol 79, No 1

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J. Serb. Chem. Soc. 79 (1) 1–10 (2014)

UDC 577.15+66.097.8+547.495.2:615.277; JSCS–4560; doi: 10.2298/JSC121212076M; Original scientific paper

Synthesis, enzyme inhibition and anticancer investigations of unsymmetrical 1,3-disubstituted ureas

SANA MUSTAFA, SHAHNAZ PERVEEN* and AJMAL KHAN**

Department of Chemistry, University of Karachi, Karachi-75270, Pakistan and Department of Chemistry, Federal Urdu University for Arts, Science and Technology, Gulshan-e-Iqbal CAMpus, Karachi-75300, Pakistan

*PCSIR, Laboratories Complex, Karachi, Shahrah-e-Dr. SalimuzzAMan Siddiqui, Karachi-75280, Pakistan

**HEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

(Received 12 December 2012, revised 11 July 2013)

In this study, seventeen urea derivatives, including the five new derivatives N-mesityl-N′-(3-methylphenyl)urea (2), N-(3-methoxyphenyl)-N′-(3-methylphenyl)urea (4), N-mesityl-N′-(4-methylphenyl)urea (6), N-(1,3-benzothiazol-2-yl)-N′-(3-methylphenyl)urea (9) and N-(2-methylphenyl)-2-oxo-1-pyrrolidinecarboxAMide (15), were synthesized by reacting ortho-, meta- and para-tolyl isocyanate with primary and secondary AMines using a previously reported method. All the series 1–17 were subjected to urease, β-glucuronidase and snake venom phosphodiesterase enzyme inhibition assays. The ranges of inhibition of urease, β-glucuronidase and phosphodiesterase enzymes were 0.30–45.3, 4.9–44.9 and 1.2–46.4 %, respectively. Moreover, an effect of these compounds on a prostate cancer cell line was observed. The new compoundN-(1,3-benzothiazol-2-yl)-N′-(3-methylphenyl)urea (9) showed in vitro anticancer activity with an IC50 value of 78.28±1.2 μM. All the compounds were characterized by state of art spectroscopic techniques.

Keywords: AMine; β-glucuronidase; disubstituted ureas; isocyanate; phosphodiesterase; urease.

Full Article - PDF 217 KB Supplementary Material PDF 163 KB Available OnLine: 14. 07. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 11–24 (2014)

UDC 547.56–32:541.515:663.222+547.973(497.11); JSCS–4561; doi: 10.2298/JSC130511089M; Original scientific paper

Phenolic composition and free radical scavenging activity of wine produced from the Serbian autochthonous grape variety Prokupac – A model approach

NEBOJŠA MENKOVIĆ, JELENA ŽIVKOVIĆ, KATARINA ŠAVIKIN, DEJAN GOĐEVAC* and GORDANA ZDUNIĆ

Institute for Medicinal Plant Research “Dr. Josif Pančić”, Tadeuša Košćuška 1, 11000 Belgrade, Serbia and *Institute for Chemistry, Technology and Metallurgy, Njegoševa 12, 11000 Belgrade, Serbia

(Received 11 May, revised 6 July 2013)

Phenolic compounds are very important quality parAMeters of wine because of their impact on colour, taste and health properties. The present study was aimed at evaluating the general phenolic composition and free radical scavenging activity of aqueous and organic fractions obtained using liquid–liquid extraction of red wine produced from the Serbian autochthonous grape variety Prokupac. The total phenolic contents in the different fractions ranged from 48.22 to 289.12 mg GAE per g dry fraction. Phenolic acids (mainly hydroxycinnAMic acids) and quercetin 3-O-glucuronide were the main components in the EtOAc fraction at pH 2.0; catechins, phenolic acids (mainly hydroxybenzoic acids) and quercetin were found in the EtOAc fraction at pH 7.0, while anthocyanins were identified in the aqueous residue after EtOAc extraction. The major anthocyanin extracted into the aqueous fraction was malvidin-3-glucoside, while the most abundant non-anthocyanin phenolic compounds in the organic fractions were ethyl gallate and trans-caftaric acid. The radical scavenging activities of the fraction differed significantly and the IC50 values were 138.58 μg mL-1 for the aqueous fraction, 17.83 and 3.47 μg mL-1 for the EtOAc fractions at pH 2.0 and 7.0, respectively. As the EtOAc fractions were found to be more potent radical scavengers, it could be assumed that non-
-anthocyanin phenolic compounds were responsible for such activity in Prokupac wine.

Keywords: anthocyanins; flavonoids; phenolic acids.

Full Article - PDF 309 KB Available OnLine: 09. 09. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 25–38 (2014)

UDC 547.261+534–8:544.77.022.004.74; JSCS–4562; doi: 10.2298/JSC130112056A; Original scientific paper

Application of ultrasound and methanol for the rapid removal of surfactant from MCM-41 molecular sieve

MOHAMMAD A. ZANJANCHI and SHAGHAYEGH JABARIYAN

Department of Chemistry, Faculty of Science, University of Guilan, P. O. Box 1914, Rasht 41335, Iran

(Received 12 January 2013, revised 12 April 2013)

Ultrasound waves were successfully applied for the removal of the template from mesoporous MCM-41 molecular sieve. The method uses 28 KHz ultrasound irradiation in a methanol solvent for disrupting the micellar aggregation of the surfactant molecules, cetyltrimethylAMmonium bromide, which fill the pores of as-synthesized MCM-41. After 15 min sonication at the moderate temperature of 40 °C, the majority of surfactant molecules had been removed from powder MCM-41. The template removal rate using ultrasound irradiation (15 min) is faster than the rate obtained via thermal calcination. In addition, a perfect hexagonal pore structure was obtained after template removal using ultrasound irradiation, according to characterization using X-ray diffraction (XRD) and nitrogen adsorption analyses, while high temperatures during calcination cause shrinkage that affected the surface properties of the materials. In the present procedure, the surfactant molecules are released into methanol and can be recovered for reuse. The effectiveness of the sonication-prepared MCM-41 as an adsorbent was confirmed by the adsorption of methylene blue (MB).

Keywords: ultrasound; methanol; mesoporous; MCM-41; template removal; micelle.

Full Article - PDF 306 KB Available OnLine: 29. 05. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 39–52 (2014)

UDC 547.532+547.532+547.78+544.6.076.32–033.5–039.26:543.55; JSCS–4563; doi: 10.2298/JSC121216059L; Original scientific paper

Electrochemical behavior of lansoprazole at a multiwalled carbon nanotubes–ionic liquid modified glassy carbon electrode and its electrochemical determination

LI-HONG LIU*,**, WEI YOU*, XUE-MEI ZHAN* AND ZUO-NING GAO*

*College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, 750021, China

**Department of Chemistry, Heihe College, Heilongjiang 164300, China

(Received 12 December 2012, revised 3 May 2013)

The electrochemical behavior of lansoprazole (LNS) was investigated at a glassy carbon electrode (GCE) and the GCE modified by a gel containing multiwalled carbon nanotubes (MWCNTs) and a room-temperature ionic liquid (RTIL) of 1-butyl-3-methylimidazolium hexafluorophosphate (BMIMPF6) in 0.10 M phosphate buffer solution of pH 6.8. It was found that an irreversible anodic oxidation peak with an Epa of 1.060 VSCE appeared at the MWCNTs–RTIL/GCE. Under the optimized experimental conditions a linear calibration curve was obtained over the concentration range from 5.0 μM to 0.20 mM by differential pulse voltAMmetry with a limit of detection (LOD, S/N = 3) of 0.28 μM. In addition, the novel MWCNTs–RTIL/GCE was also characterized by electrochemical impedance spectroscopy and the proposed method was successfully applied in the quantitative electrochemical determination of LNS content in commercial tablet sAMples. The determination results met the determination requirements.

Keywords: lansoprazole; MWCNTs; RTIL; 1-butyl-3-methylimidazolium hexafluorophosphate; electrochemical determination.

Full Article - PDF 314 KB Available OnLine: 10. 06. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 53–62 (2014)

UDC *FAMotidin+612.461:543.552+544.6.076.32–36:615.015.3; JSCS–4564; doi: 10.2298/JSC130210055Y; Original scientific paper

Sensitive voltAMmetric determination of fAMotidine in human urine and tablet dosage forms using an ultra trace graphite electrode

SULTAN YAGMUR, SELEHATTIN YILMAZ, GULSEN SAGLIKOGLU, BENGI USLU*, MURAT SADIKOGLU** and SIBEL A. OZKAN*

Canakkale Onsekiz Mart University, Faculty of Science and Arts, Department of Analytical, Chemistry, 17020, Canakkale, Turkey

*Ankara University, Faculty of Pharmacy, Department of Analytical Chemistry, 06100, Ankara, Turkey

**Gaziosmanpasa University, Faculty of Education, Department of Science Education, 60100, Tokat, Turkey

(Received 10 February, revised 19 May 2013)

In this study, the direct and sensitive determination of fAMotidine based on its electrochemical oxidation was investigated in spiked human urine and tablet dosage forms. The electrochemical measurements were performed in various buffer solutions in the pH range 0.88–12.08 at an ultra trace graphite electrode (UTGE) by cyclic voltAMmetry (CV) and differential pulse voltAMmetry (DPV) techniques. The best results were obtained for the quantitative determination of fAMotidine by the DPV technique in 0.5 mol L-1 H2SO4 solution (pH 0.30). In this strong acid medium, one irreversible anodic peak was observed. The effects of pH and scan rate on the peak current and peak potential were investigated. The diffusion-controlled nature of the peak was established. For optimum conditions described in the experimental section, a linear calibration curve for DPV analysis was constructed in the fAMotidine concentration range 2´10-6–9´10-5 mol L-1. The limit of detection (LOD) and limit of quantification (LOQ) were 3.73´10-7 and 1.24´10-6 mol L-1 at a UTGE, respectively. The repeatability, precision and accuracy of the developed technique were checked by recovery studies in spiked urine and tablet dosage forms.

Keywords: fAMotidine; voltAMmetry; ultra trace graphite electrode; determination; human urine; dosage forms

Full Article - PDF 284 KB Available OnLine: 29. 05. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 63–76 (2014)

UDC 543.3:546.74’73’56’47:544.77:66.061.35:543.544.5.068.7; JSCS–4565; doi: 10.2298/JSC062212081A; Original scientific paper

Ionic liquid-based dispersive liquid–liquid microextraction combined with high performance liquid chromatography–UV detection for the simultaneous pre-concentration and determination of Ni, Co, Cu and Zn in water sAMples

ALIREZA ASGHARI, MEHRI GHAZAGHI, MARYAM RAJABI, MAHDI BEHZAD and MEHRORANG GHAEDI*

Department of Chemistry, Semnan University, Semnan 35195-363, Iran

*Department of Chemistry, Yasouj University, Yasouj 75918-74831, Iran

(Received 22 June 2012, revised 11 January 2013)

Ionic liquid-based dispersive liquid–liquid microextraction (IL–DLLME) coupled with high performance liquid chromatography (HPLC) with UV detection was developed for the simultaneous extraction and determination of nickel, cobalt, copper and zinc ions. In the proposed approach, salophen (N,N'-bis(salicylidene)-1,2-phenylenediAMine) was used as a chelating agent, the ionic liquid, 1-hexyl-3-methylimidazolium hexafluorophosphate, and acetone were selected as extracting and dispersive solvents, respectively. After extraction, phase separation was performed by centrifugation and the sedimented phase (ionic liquid) was solubilized in acetonitrile and directly injected into the HPLC for subsequent analysis. Baseline separation of the metal ion complexes was achieved on a RP-C18 column using a gradient elution of mixtures of methanol–acetonitrile–water as the mobile phase at a flow rate of 1.0 mL min-1. The influence of variables such as sAMple pH, concentration of the chelating agent, AMount of ionic liquid (extraction solvent), disperser solvent volume, extraction time, salt effect and centrifugation speed were studied and optimized. Under the optimum conditions, an enrichment factor of 222 was obtained. The detection limits for Ni, Co, Cu and Zn were 0.8, 1.6, 1.9 and 2.8 μg L-1, respectively. The relative standard deviation (RSD) was in the range 3.6–5.0 % for all of the investigated metal ions. The proposed procedure was successfully applied to the determination of the studied metal ions in water sAMples.

Keywords: nickel; cobalt; copper; zinc; dispersive liquid–liquid microextraction; salophen; HPLC–UV.

Full Article - PDF 375 KB Available OnLine: 29. 07. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 77–87 (2014)

UDC 547–326+547.37:541.25:532.13/.14.08+536.7; JSCS–4566; doi: 10.2298/JSC130407045K; Original scientific paper

Densities, refractive indices and viscosities of the binary mixtures of dimethyl phthalate or dimethyl adipate with tetrahydrofuran

ANDJELA B. KNEŽEVIĆ-STEVANOVIĆ, JELENA D. SMILJANIĆ, SLOBODAN P. ŠERBANOVIĆ, IVONA R. RADOVIĆ and MIRJANA LJ. KIJEVČANIN

Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, P. O. Box 35-03, 11120 Belgrade, Serbia

(Received 7 April, revised 23 April 2013)

Densities, refractive indices and viscosities of the binary mixtures of dimethyl phthalate (or dimethyl adipate) + tetrahydrofuran have been measured at eight temperatures (288.15 to 323.15 K) and atmospheric pressure. All measurements were performed using an Anton Paar DMA 5000 digital vibrating-tube densimeter, Anton Paar RXA 156 refractometer and Anton Paar SVM 3000/G2 digital Stabinger viscometer, respectively. From the experimental densities, refractive indices and viscosities, the excess molar volumes, VE, deviations of refractive indices, DnD, and viscosity deviations, Dh, were calculated.

Keywords: experimental measurements; excess molar volumes; deviations of refractive indices; viscosity deviations; esters; ethers.

Full Article - PDF 277 KB Supplementary Material PDF 155 KB Available OnLine: 01. 05. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 89–100 (2014)

UDC 547.53–304.9+66.081:556.34:627.157(282.243.74); JSCS–4567; doi: 10.2298/JSC130115063K; Original scientific paper

Sorption of benzothiazoles onto sandy aquifer material under equilibrium and non-equilibrium conditions

MARIJANA M. KRAGULJ, JELENA S. TRIČKOVIĆ, BOŽO D. DALMACIJA, IVANA I. IVANČEV-TUMBAS, ANITA S. LEOVAC, JELENA J. MOLNAR and DEJAN M. KRČMAR

University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia

(Received 15 January, revised 13 May 2013)

In this study, the sorption behaviour of 1,3-benzothiazole (BT) and 2-(methylthio)benzothiazole (MTBT, 2-methylsulphanyl-1,3-benzothiazole) on Danube geosorbent under equilibrium and non-equilibrium conditions was investigated. All sorption isotherms fitted well with the Freundlich model (R2: 0.932–0.993). The results showed that the organic matter of the Danube geosorbent has a higher sorption affinity for the more hydrophobic MTBT compared to BT. However, sorption-desorption experiments showed that MTBT was more easily desorbed than BT molecules, which indicates the importance of absorption relative to adsorption in the overall sorption mechanism of MTBT. In general, molecules of BT and MTBT were more easily desorbed in the lower concentration range, which resulted in an increase in the hysteresis indices with increasing concentration. Column experiments revealed that the retention of the investigated compounds on the aquifer material followed the hydrophobicity of the compound. BT showed a lower retention, in accordance with its lower sorption affinity obtained in the static experiments, while MTBT showed a greater sorption affinity, and thus had a longer retention time on the column. Thus during transport, BT represent a greater risk for groundwaters than MTBT. These results improved the understanding of the sorption and desorption processes of benzothiazoles, which represent one of the most important factors that influence the behaviour of organic compounds in the environment.

Keywords: geosorbents; sorption; hysteresis; transport; benzothiazoles.

Full Article - PDF 212 KB Available OnLine: 17. 06. 2013. Cited by

J. Serb. Chem. Soc. 79 (1) 101–112 (2014)

UDC 631.004.12:712.25:631.4:546.56’47’711; JSCS–4568; doi: 10.2298/JSC130121068O; Original scientific paper

Effects of agricultural practices on properties and metal content in urban garden soils in a tropical metropolitan area

JEAN AUBIN ONDO*,**, PASCALE PRUDENT*, CATHERINE MASSIANI*, PATRICK HÖHENER* and PIERRE RENAULT**

Aix-Marseille Université, CNRS, LCE, FRE 3416, 13331 Marseille, France

*Laboratoire Pluridisciplinaire des Sciences, Ecole Normale Supérieure – B.P. 17009 Libreville, Gabon

**INRA, Unité "Climat, Sol et Environnement", Domaine Saint-Paul, Site Agroparc, 84914 Avignon Cedex 9, France

(Received 21 January, revised 19 June 2013)

The appearance of agriculture in urban areas improved the healthiness of the diet of people by enabling their consumption of fresh vegetables and fruits. This study assessed the level of fertility, and the impact of the cropping system and of the exploitation time on the physicochemical properties and the pseudo-total and EDTA-extractable metals contents of the vegetable soils of urban garden of in Libreville (Gabon). The results indicated a low fertility of the cultivated soils. The metal contents in the open field cultured soils were generally different from the soils cultured under shelters. Except Al that could be toxic for cultivated vegetables, the soil properties and metal element concentrations decreased significantly with time in the open field soil, while they did not vary in open shade cultured soils. The pseudo-total cadmium concentration was below the detection limit in all soils. Multivariate analysis showed that Al, Fe and Pb were of lithogenic origin, while Cu, Zn and Mn were of anthropogenic origin.

Keywords: soil fertility; metal mobility; multivariate statistical analysis; Libreville

Full Article - PDF 296 KB Available OnLine: 27. 06. 2013. Cited by

J. Serb. Chem. Soc. J. Serb. Chem. Soc. 79 (1) 113 (2014)

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