JSCS Vol 76, No. 8

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J. Serb. Chem. Soc. 76 (8) 1057–1067 (2011)

UDC 547.298.61+66.094.3–92:541.459+547.915.5:615.212:615.276; JSCS–4184; doi: 10.2298/JSC101104092G; Original scientific paper

 

Thiazolidin-4-one, azetidin-2-one and 1,3,4-oxadiazole derivatives of isonicotinic acid hydrazide: synthesis and their biological evaluation

SADAF J. GILANI*^,**, SUROOR A. KHAN*, OZAIR ALAM*, VIJENDER SINGH** and ALKA ARORA**

*Department of Pharmaceutical Chemistry, Faculty of Pharmacy, JAMia HAMdard,New Delhi-110062, India

**Department of Pharmaceutical Chemistry, KIET School of Pharmacy, Ghaziabad, U.P. 201206, India

 

(Received 4 November 2009, revised 2 April 2011)

A series of thiazolidin-4-one (2a–h; 3a–h), azetidin-2-one (4a–h) and 1,3,4-oxadiazole (5a–h) derivatives of isoninicotinic acid hydrazide (INH) were synthesized in order to obtain new compounds with potential anti-inflAM­matory, analgesic, ulcerogenic and lipid peroxidation activities. The structures of the new compounds were supported by their IR, ¹H-NMR and mass spectral data. All compounds were evaluated for their anti-inflAMmatory activity by the carrageenan-induced rat paw edema test method. Eleven of the new com­pounds, out of 32, showed very good anti-inflAMmatory activity in the carra­geenan-induced rat paw edema test, with significant analgesic activity in the tail immersion method together with negligible ulcerogenic action. The com­pounds, which showed less ulcerogenic action, also showed reduced malondial­dehyde content (MDA), which is one of the by-products of lipid peroxidation. The study showed that the compounds inhibited the induction of gastric mu­cosal lesions and it can be suggested from the results that their protective ef­fects may be related to inhibition of lipid peroxidation in the gastric mucosa.

 

Keywords: anti-inflAMmatory activity; analgesic activity; ulcerogenic activity; lipid peroxidation.

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J. Serb. Chem. Soc. 76 (8) 1069–1079 (2011)

UDC 542.913+547.772+547.233–316+544.354.5:615.28–188; JSCS–4185; doi: 10.2298/JSC100708085T; Original scientific paper

 

Facile syntheses of Mannich bases of 3-[p-(5-arylpyrazolin-3-yl)phenyl]sydnones, as anti-tubercular and anti-microbial agents, under ionic liquid/tetrabutylAMmonium bromide catalytic conditions

TASNEEM TAJ, RAVINDRA R. KAMBLE, TEGGINMATH M. GIREESH and RAVINDRA K. HUNNUR*

PG Department of Studies in Chemistry, Karnatak University Dharwad-580 003, India

*APL Research Centre, A Division of Aurobindo Pharma Ltd. 313, Batchupally, Hyderabad-500 072, India

 

(Received 8 July 2010, revised 7 January 2011)

Novel methylene bridged Mannich bases 2a–j were synthesized in good to excellent yields from the pyrazoline derivative 1 using various pri­ma­ry/secondary AMines, 37 % formalin in presence of ionic liquids/TBAB as ca­talyst. The structures of the newly synthesized compounds were confirmed by IR, ¹H- and ¹³C-NMR and GC–MS spectroscopy, as well as elemental ana­lysis. The title compounds were screened for their anti-tubercular and antimic­robial activities. Some of the compounds exhibited very good anti-tubercular, antifun­gal and antibacterial activities.

 

Keywords: pyrazoline; Mannich base; ionic liquids; TBAB; MIC; anti-tuber­cu­lar activity.

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J. Serb. Chem. Soc. 76 (8) 1081–1092 (2011)

Pseudozyma aphidis:577.15+544.35–039.7:66.022.362; JSCS–4186; doi: 10.2298/JSC110428096D; Original scientific paper

 

Production of lipase from Pseudozyma aphidis and determination of the activity and stability of the crude lipase preparation in polar organic solvents

ALEKSANDRA DIMITRIJEVIĆ, DUŠAN VELIČKOVIĆ, DEJAN BEZBRADICA*, FILIP BIHELOVIĆ, RATKO JANKOV and NENAD MILOSAVIĆ

Faculty of Chemistry, University of Belgrade, Studentski trg 12, 11000 Belgrade, Serbia

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

 

(Received 28 April, revised 7 June 2011)

The production of lipase from Pseudozyma aphidis (DSM 70725) was determined in six different media. The highest lipase production was ob­served in a medium with glucose as the sole carbon source, and yeast extract and sodium nitrate as the nitrogen sources. The time course studies of growth and lipase production in the optimal medium revealed that the highest lipase production was achieved at the end of the log phase of growth, reaching the va­lue of 35.0 U cm^-3 in the fifth day of cultivation. The effects of various polar, water-miscible, organic solvents on the activity and stability of the crude lipase produced by P. aphidis were evaluated. The hydrolytic activity of the crude li­pase towards p-nitrophenyl palmitate (p-NPP) in aqueous media and in organic solvents was determined, using the sAMe spectrophotometric assay in both the aqueous and organic media. The crude lipase preparation exhibited activity to­wards p-NPP only in acetone and acetonitrile, while the lipase was stable only in acetone, with 23 % residual activity after 24 h of incubation. These results suggested that lipase from P. aphidis can be used as a biocatalyst for potential applications in such organic solvents.

 

Keywords: lipase; activity; stability; organic solvents.

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J. Serb. Chem. Soc. 76 (8) 1093–1101 (2011)

UDC 637.4’5+66.092–977:547.541.521:543.544.5.068.7; JSCS–4187; doi: 10.2298/JSC100907093Z; Short communication

 

SHORT COMMUNICATION

Degradation kinetics of six sulfonAMides in hen eggs under simulated cooking temperatures

XIN-HUAI ZHAO*^,**, PENG WU* and YING-HUA ZHANG*

*Key Laboratory of Dairy Science, Ministry of Education, Northeast Agricultural University, Harbin 150030, P. R. China

**Department of Food Science, Northeast Agricultural University, Harbin 150030, P. R. China

 

(Received 7 September, revised 12 November 2010)

Six sulfonAMides, i.e., sulfadiazine, sulfadimethoxine, sulfAMerazine, sulfAMethazine, sulfAMethoxazole and sulfAMonomethoxine, were applied to spike whole hen eggs at 0.1 mg kg^-1 eggs. The spiked hen eggs were heated at 80 and 100 °C to investigate the degradation kinetics of the sulfonAMides under simu­lated cooking conditions. The sulfonAMides added were extracted twice from the spiked eggs with dichloromethane by an ultrasonic-assisted extraction, and analyzed by a HPLC method after purification. The first-order rate constants and half-life times of the sulfonAMides were calculated, and the corresponding apparent activation energy of their degradation was also obtained by applica­tion of the Arrhenius equation. The results indicated that all six sulfonAMides degraded faster at the higher heating temperature, with first-order rate constants ranging from 0.0056 to 0.0108 min^-1 at 80 °C and from 0.0147 to 0.0394 min^-1 at 100 °C. The apparent activation energies for the degradation of the sulfon­AMides were estimated to be in the range 30.9 to 77.5 kJ mol^-1. Sulfadiazine and sulfadimethoxine had the shortest and longest half-life time, respectively, and were the most instable and stable.

 

Keywords: sulfonAMide; hen eggs; thermal degradation; kinetics; HPLC.

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J. Serb. Chem. Soc. 76 (8) 1103–1115 (2011)

UDC 546.302:542.913:543.57; JSCS–4188; doi: 10.2298/JSC101027097A; Original scientific pape

 

Synthesis and characterization of new complexes of some divalent transition metals with N-isonicotinAMido-4-chlorobenzalaldimine

LUCICA VIORICA ABABEI, ANGELA KRIZA*, CRISTIAN ANDRONESCU** and ADINA MAGDALENA MUSUC**

The House of Teaching Staff Giurgiu, 8, Nicholae Droc Barcian Street, Giurgiu, Romania

*University of Bucharest, Faculty of Chemistry, 23 Dumbrava Rosie Street, Bucharest, Romania

**Romanian Academy, “Ilie Murgulescu” Institute of Physical Chemistry, 202 Independence Avenue, 060021 Bucharest, Romania

 

(Received 27 October 2010, revised 2 February 2011)

New complexes of N-isonicotinAMido-4-chlorobenzalaldimine (INHCBA) with Cu(II), Co(II) and Cd(II), having formula of the type [M(INHCBA)(ac)2]·xH2O (M = Cu²⁺, x = 1, M = Co²⁺, x = 2, M = Cd²⁺, x = 0, ac = CH₃COO^-), and with Cu(II), Mn(II) and Zn(II), having formula of the type [M(INHCBA)₂(H₂O)₂]SO₄·xH₂O (M = Cu²⁺, Mn²⁺, x = 2 and Zn²⁺ x = 2.5) were synthesized and characterized by analytical and physico-chemical techniques, i.e., elemental analyses, IR, UV–Vis–NIR and EPR spectroscopy as well as thermal analysis and the determination of the molar conductivity and magnetic moments. The thermal behaviour of complexes was studied by ther­mogravimetry (TG), differential thermal analysis (DTA) and differential scan­ning calorimetry (DSC). The ligand behaves as bidentate NO, being coordi­nated through the azomethine nitrogen and carbonylic oxygen. The heats of decomposition, ΔH, associated with the exothermal effects, were also deter­mined.

 

Keywords: N-isonicotinAMido-4-chlorobenzalaldimine; template synthesis; transi­tion metal complexes; thermal analysis.

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J. Serb. Chem. Soc. 76 (8) 1117–1127 (2011)

UDC 544.022:546.141:547–316:577.354.3; JSCS–4189; doi: 10.2298/JSC101122102S; Original scientific paper

 

A quantitative structure–activity relationship study of tetrabutylphosphonium bromide analogs as muscarinic acetylcholine receptors agonists

MEHDI NEKOEI, MAHMOUD SALIMI*, MOHSEN DOLATABADI** and MAJID MOHAMMADHOSSEINI

Department of Chemistry, Faculty of Science, IslAMic Azad University, Shahrood Branch, Shahrood, Iran

*Department of Chemical Engineering, Faculty of Engineering, IslAMic Azad University of Arak, Arak, Iran

**Department of Chemistry, Faculty of Science, University of Birjand, Birjand, Iran

 

(Received 22 November 2010)

Quantitative structure–activity relationship (QSAR) of tetrabutyl­phosphonium bromide (TBPB) analogs as muscarinic acetylcholine receptors (mAChRs) agonists was studied. A suitable set of molecular descriptors was calculated and stepwise multiple linear regression (SW-MLR) was employed to select those descriptors that resulted in the best fitted models. A MLR model with three selected descriptors was obtained. Furthermore, the MLR model was va­lidated using the leave-one-out (LOO) and leave-group-out (LGO) cross-vali­dation, and the Y-randomization test. This model, with high statistical signifi­cance (R²train = 0.982, F = 388.715, Q²LOO = 0.973, Q²LGO = 0.977 and R²test = 0.986) could predict the activity of the molecules with a percentage predic­tion error lower than 5 %.

 

Keywords: QSAR; muscarinic receptor; TBPB; multiple linear regression.

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J. Serb. Chem. Soc. 76 (8) 1129–1138 (2011)

UDC 537.12+544.421.032.4+546.32:531.3+541.124; JSCS–4190; doi: 10.2298/JSC090918099M; Original scientific paper

 

Effects of dopants on the isothermal decomposition kinetics of potassium metaperiodate

KARUVANTHODI MURALEEDHARAN, MALAYAN PARAMBIL KANNAN and THARAKKAL GANGADEVI

Department of Chemistry, University of Calicut, Kerala-673 635, India

 

(Received 18 September 2009, revised 9 May 2011)

The isothermal decomposition and kinetics of potassium metaper­iod­ate (KIO₄) were studied by thermogravimetry as a function of the concentration of dopants. The thermal decomposition of KIO₄ proceeds mainly through two stages: an acceleration period up to a = 0.50 and a decay stage. The thermal decomposition data for both doped and untreated KIO₄ were found to be best described by the Prout–Tompkins Equation. The a–t data of doped and un­treated sAMples of KIO₄ were subjected to isoconversional studies for the de­termination of the activation energy values. The isoconversional studies of the isothermal decomposition of untreated and doped sAMples of KIO₄ indicated that the thermal decomposition of KIO₄ proceeds through a single kinetic mo­del, the Prout–Tompkins model, throughout the entire range of conversion, as opposed to earlier observations.

 

Keywords: doping; isoconversional analysis; isothermal decomposition; KIO₄

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J. Serb. Chem. Soc. 76 (8) 1139–1152 (2011)

UDC 544.478+546.92:546.882+546.82+66.094.1:621.352; JSCS–4191; doi: 10.2298/JSC100823100E; Original scientific paper

 

A novel platinum-based nanocatalyst at a niobia-doped titania support for the hydrogen oxidation reaction

NEVENKA R. ELEZOVIĆ, BILjANA M. BABIĆ*, VELIMIR RADMILOVIĆ**, LjILjANA M. GAJIĆ-KRSTAJIĆ***, NEDELJKO V. KRSTAJIĆ**** and LjILjANA M. VRAČAR****

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

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

**National Center for Electron Microscopy, LBNL University of California, Cyclotron Road CA 94720 - Berkeley, USA

***Institute of Technical Sciences-SASA, Knez Mihailova 35, Belgrade, Serbia

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

 

(Received 26 August 2010, revised 15 January 2011)

The kinetics of the hydrogen oxidation reaction (HOR) was studied at Pt nanoparticles supported on niobia-doped titania (Pt/N–T). The catalyst support, with the composition of 0.05NbO_{2.5-δ -}–0.995TiO₂ (0 < δ < 1), was synthesized by a modified sol–gel procedure and characterized by the BET and X-ray diffraction (XRD) techniques. The specific surface area of the support was found to be 70 m²g^-1. The XRD analysis revealed the presence of the anatase TiO₂ phase in the support powder. No peaks indicating the existence of Nb-com­pounds were detected. Pt/N–T nanocatalyst was synthesized by the borohyd­ride reduction method. Transmission electron microscopy revealed a quite ho­mogenous distribution of the Pt nanoparticles over the support, with a mean particle size of about 3 nm. The electrochemical active surface area of Pt of 42±4 m² g^-1 was determined by the cyclic voltAMmetry technique. The kinetics of the HOR was investigated by linear sweep voltAMmetry at a rotating disc electrode in 0.5 mol dm^-3 HClO₄ solution. The determined value of the Tafel slope of 35 mV dec^-1 and an exchange current density of 0.45 mA cm^-2 per real surface area of the Pt are in good accordance with those already reported in the literature for the HOR at polycrystalline Pt and Pt nanocatalysts in acid solu­tions. This new catalyst exhibited better activity for the HOR in comparison with Pt nanocatalyst supported on Vulcan® XC-72R high area carbon.

 

Keywords: niobia-doped titania support; Pt nanocatalyst; hydrogen oxidation reaction; fuel cell.

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J. Serb. Chem. Soc. 76 (8) 1153–1161 (2011)

UDC 620.1+67.017:535.37:620.17:620.178; JSCS–4192; doi: 10.2298/JSC100330094M; Original scientific paper

 

PMMA–Y₂O³ (Eu³⁺) nanocomposites: optical and mechanical properties

SALAH S. MUSBAH, VESNA J. RADOJEVIĆ, NADEŽDA V. BORNA, DUŠICA B. STOJANOVIĆ, MIROSLAV D. DRAMIĆANIN*, ALEKSANDAR D. MARINKOVIĆ and RADOSLAV R. ALEKSIĆ

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

*Institute of Nuclear Sciences “Vinča”, P. O. Box 522, Belgrade, Serbia

 

(Received 30 March 2010, revised 18 February 2011)

The results of a study related to the processing and characterization of PMMA–Y₂O₃ (Eu³⁺) nanocomposites are presented herein. The nanocom­posite sAMples were prepared using a laboratory mixing molder with different contents of Eu-ion doped Y₂O₃ nanophosphor powder. The influence of par­ticle content on the optical and dynAMic mechanical properties of the nanocom­posites was investigated. The intensity of the luminescence emission spectra in­creased as the nanophosphor content in the composite increased. The results of dynAMic mechanical analysis revealed that the storage modulus, loss modulus and glass transition temperature (T_g) of the polymer composites increased with increasing content of the nanophosphor powder. The microhardness data also confirmed that the hardness number increased with nanoparticles concentration in the PMMA nanocomposites. The obtained results revealed a relatively linear relationship between T_g and the Vickers hardness.

 

Keywords: nanocomposites; luminescence; mechanical properties; dynAMic mechanical analysis; microhardness.

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J. Serb. Chem. Soc. 76 (8) 1163–1175 (2011)

UDC 66.01:549.73+541.8+66.092:661.183.8+546.62’33; JSCS–4193; doi: 10.2298/JSC101031101S; Original scientific paper

 

Modelling the process of Al(OH)₃ crystallization from industrial sodium aluminate solutions using artificial neural networks

RADENKO SMILJANIĆ, DRAGICA LAZIĆ*, MILADIN GLIGORIĆ*, MILOVAN JOTANOVIĆ*, ŽIVAN ŽIVKOVIĆ* and IVAN MIHAJLOVIĆ**

Alumina Factory Birač A.D., Zvornik, Bosnia and Herzegovina

*Faculty of Technology in Zvornik, University of East Sarajevo, Bosnia and Herzegovina

**Technical Faculty in Bor, University of Belgrade, Serbia

 

(Received 31 October, revised 30 December 2010)

This paper presents an attempt to define the non-linear correlation dependence between the degree of decomposition of the aluminate solution, the average diAMeter of the crystallized gibbsite, the total Na₂O content in the ob­tained alumina and the specific utilization level of the process on the one hand and important input parAMeters of the process on the other. As input pa­rAMeters having an influence on the process, the concentration of Na₂O (caus­tic), the caustic ratio and the crystallization ratio, the starting and final tem­pe­rature of the process, the average diAMeter of the crystallization seed and the duration of the decomposition process were considered. As the result of mea­surements of these process parAMeters and the acquisition of the resulting out­put parAMeters of the process, a database with 500 data lines was obtained. To define the correlation dependence, with the aim of predicting the process para­meters of the decomposition process of the sodium aluminate solution, the arti­ficial neural network (ANN) methodology was applied.

 

Keywords: aluminate solution; crystallization; modelling; artificial neural net­works.

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J. Serb. Chem. Soc. 76 (8) 1177–1190 (2011)

UDC 546.711–145.1+502.521+544.723:633/.635(497.11); JSCS–4194; doi: 10.2298/JSC101229103M; Original scientific paper

 

Distribution and forms of manganese in vertisols of Serbia

JELENA Ž. MILIVOJEVIĆ, IVICA G. ĐALOVIĆ*, MIODRAG Ž. JELIĆ**, SREĆKO R. TRIFUNOVIĆ***, DARINKA M. BOGDANOVIĆ****, DRAGIŠA S. MILOŠEV****, BRANISLAV D. NEDELJKOVIĆ***** and DRAGANA Đ. BJELIĆ*

Center for Small Grains of Kragujevac, Sava Kovacević St. 31, 34000 Kragujevac, Serbia

*Institute of Field and Vegetable Crops, Maksim Gorki St. 30, 21000 Novi Sad, Serbia

**Faculty of Agriculture, University of Kosovska Mitrovica, Jelene Anžujske bb, 38228 Zubin Potok, Serbia

***Department of Chemistry, Faculty of Science, University of Kragujevac, Radoje Domanović St. 12, 34000 Kragujevac, Serbia

****Faculty of Agriculture, University of Novi Sad, Dositej Obradović St. 8, 21000 Novi Sad, Serbia

*****Zastava Car Factory, Trg Topolivaca 4, 34000 Kragujevac, Serbia

 

(Received 29 December 2010, revised 12 April 2011)

Soil sAMples taken from the Ap horizont of arable land and meadows at ten different localities were analyzed for different forms of manganese, including total (HF), pseudo-total (HNO₃), 0.1 M HCl-extractable and DTPA-extractable. A sequential fractional procedure was used for Mn portioning into fractions: water soluble and exchangeable Mn (I), specifically adsorbed Mn with carbonates (II), reductant releasable Mn in oxides (III), Mn bonded with organic matter (IV) and Mn structurally bonded in silicates (residual fraction) (V). Serbian vertisols have a normal Mn content, comparable with similar soils. The total (HF) and pseudo-total (HNO₃) Mn contents were not correlated with soil properties, whereas the humus content positively influenced the 0.1 M HCl-extractable Mn in soil (r = 0.49). Soil pH and CaCO₃ (r = 0.57 and 0.43) showed significant negative correlations with the DTPA–extractable Mn, res­pectively. The different extraction methods showed similar patterns of Mn con­tent in arable and meadow soils. The sequential fractional procedure showed that reductant releasable Mn occluded in oxides of Fe and Mn was the prevail­ing Mn fraction in soil, however, water soluble and exchangeable Mn and Mn bonded with organic matter had significant correlations with most of the exa­mined soil characteristics. Potential Mn toxicity in vertisols could be observed under lower pH and saturated conditions.

 

Keywords: soil; manganese solubility; plant availability; adsorption; distri­bution of manganese.

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August 18, 2011.
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