JSCS Vol 79, No 2
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J. Serb. Chem. Soc.
79 (2) 115–123 (2014)
UDC
547.53.024+547.78+547–316:615.281/.282; JSCS–4569; doi: 10.2298/JSC130114078S; Original scientific paper
Synthesis and antimicrobial activity of some new N-(aryloxoalkyl)-5-arylidene-thiazolidine-2,4-diones
ANCA STANA,
BRÎNDUŞA TIPERCIUC, MIHAELA DUMA*, ADRIAN PÎRNĂU**, PHILIPPE VERITÉ***4 and
OVIDIU ONIGA
Department of
Pharmaceutical Chemistry, “Iuliu Haţieganu” University of Medicine and
Pharmacy, 12 Ion Creangă Street, 400010 Cluj Napoca, Romania
*State Veterinary
Laboratory for Animal Health and Food Safety, 400572 Cluj-Napoca, Romania
**National Institute for Research and Development of Isotopic and Molecular Technologies, 400293 Cluj Napoca, Romania
***University of Medicine
and Pharmacy Rouen, Faculty of Pharmacy, Department of Analytical Chemistry, 22
Boulevard GAMbetta, F-76183 Rouen Cedex, France
(Received 13 January, revised 2 July 2013)
A series of new 5-(2,6-dichlorobenzylidene)thiazolidine-2,4-dione and
5-(4-methoxybenzylidene)thiazolidine-2,4-dione derivatives (3a–h and 5a–h, respectively) were synthesized starting from
5-arylidenethiazolidine-2,4-dione and α-halo-ketones.
The structural elucidation of the newly synthesized compounds was based on
elemental analysis and spectroscopic data (MS, 1H-NMR and 13C-NMR). The
synthesized compounds were screened in
vitro for their antimicrobial activities against several pathogenic strains
of GrAM-positive and GrAM-negative bacteria and one fungal strain (Candida albicans), as growth inhibition
diAMeters. Some of the compounds displayed better inhibitory activities than
that of the reference drug against the GrAM-positive Staphylococcus aureus, Bacillus cereus and Listeria monocytogenes bacterial strains,
and showed good antifungal activity against C.
albicans, while the antibacterial activity against the GrAM-negative Escherichia coli and Salmonella typhimurium bacterial strains
was moderate.
Keywords: 5-arylidenethiazolidine-2,4-dione;
α-haloketone; antibacterial;
antifungal.
Full Article - PDF 271 KB Supplementary Material PDF
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J. Serb. Chem. Soc.
79 (2) 125–132 (2014)
UDC
547.759.32+547.233+547.251.1+542.913+543.42:615.281/.282; JSCS–4570; doi: 10.2298/JSC130123069S; Original scientific paper
Synthesis, characterization
and biological evaluation of some newer carbazole derivatives
DIVYANSHU
SHARMA, NITIN KUMAR and DEVENDER
PATHAK
Rajiv Academy for
Pharmacy, Delhi-Mathura Highway, Chhattikara, Mathura - 281001, India
(Received 23 January, revised 16 June 2013)
A series of
novel 5-[(9H-carbazol-9-yl)methyl]-N-[(substituted
phenyl)(piperazin-1-yl)methyl]-1,3,4-oxadiazol-2-AMines (4a–o) derivatives was
synthesized by starting with carbazole, which on reaction with ethyl chloroacetate
yielded ethyl 2-(9H-carbazole-9-yl)acetate
(1). Compound 1 on reaction
with semicarbazide followed by cyclisation with sulphuric acid gave 5-((9H-carbazole-9-yl)-1,3,4-oxadiazol-2-AMine
(3), which through Mannich reaction
with piperazine and a variety of aromatic aldehydes in the presence of acetic
acid yielded the titled compounds (4a–o). The structures of compounds were
characterized by UV, FT-IR, 1H-NMR and MS spectral studies, and by elemental analysis. All the
derivatives were evaluated for their antibacterial, antifungal and anticancer
activities. Among the tested compounds, 4a, 4d, 4e
and 4n exhibited significant
antibacterial and antifungal activity, while the compounds 4a, 4d, 4k and 4n were found to be active on the human
breast cancer cell line MCF7.
Keywords: Mannich reaction;
antibacterial activity; antifungal activity; MCF7; synthesis; spectroscopy.
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J. Serb. Chem. Soc.
79 (2) 133–150 (2014)
UDC 612.398+544.022:659.24:57; JSCS–4571; doi: 10.2298/JSC130716100I; Original scientific paper
A
bioinformatics study concerning the structural and functional properties of
human caveolin proteins
ADRIANA
ISVORAN*,**, DANA CRACIUN***, ALECU
CIORSAC****, NAHUEL PERROT*****, VERONICA BESWICK*****,****** PIERRE NEDELLEC*****, ALAIN SANSON*****and NADEGE JAMIN*****
*Department of Biology–Chemistry,
West University of Timisoara, 16 Pestalozzi, 300316 Timisoara, Romania
**Laboratory of
Advanced Researches in Environmental Protection, West University of Timisoara,
4 Oituz, 300086 Timisoara, Romania
***Teacher
training Department, West University of Timisoara, 4 V. Pirvan, 300223
Timisoara, Romania
****Department of
Physical Education and Sport, Politehnica University of Timisoara, 2 P-ta Victoriei,
300306 Timisoara, Romania
*****Commissariat
à l’Energie Atomique (CEA), Institute of Biology and Technologies of Saclay
(iBiTecS) 91191 Gif-sur-Yvette Cedex, France
******Department
of Physics, Université d’Evry-val-d’Essonne, 91025 Evry Cedex, France
(Received 16 July, revised 21 September 2013)
A
bioinformatics study was performed to predict and compare the structural and
functional properties of human caveolins: caveolin-1, -2 and -3. The computed
local physicochemical properties, predictions of their secondary structure
elements and interacting partners of caveolin-2 and -3 were compared to the
experimentally determined structural and functional properties of caveolin-1.
These data combined with sequence alignments of the three caveolins allowed the
functional domains of caveolin-2 and -3 to be predicted and characterised. The
hydrophobic regions of these proteins are highly similar in sequences and
physicochemical properties, which is in good agreement with their known
membrane locations and functions. The most divergent in terms of sequences and
properties are the C-terminal regions of the caveolins, suggesting that they
might be responsible for their distinct predicted interactions, with direct
consequences on signalling processes.
Keywords: secondary structure; disordered regions;
functional domains.
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J. Serb. Chem. Soc.
79 (2) 151–165 (2014)
UDC 577.213.3+546.962+542.9+547.571+547.551:543.42–74;
JSCS–4572; doi: 10.2298/JSC121201073S;
Original scientific paper
Synthesis, spectral, DNA binding and cleavage properties of ruthenium(II)
Schiff base complexes containing PPh3/AsPh3 as co-ligands
SUBBAIYAN
SATHIYARAJ, GANESAN AYYANNAN and
CHINNASAMY JAYABALAKRISHNAN
Post Graduate and
Research Department of Chemistry, Sri RAMakrishna Mission Vidyalaya College of
Arts and Science, Coimbatore – 641 020, TAMil Nadu, India
(Received 1 December 2012, revised 8 May 2013)
Dihydroxybenzaldehyde-based
Schiff base ligands (L1–L3) and their
ruthenium(II) complexes were synthesized and characterized by elemental
analysis, 1H-, 13C- and 31P-NMR, UV–Vis, IR and mass spectroscopy. The
DNA binding of the ruthenium(II) complexes was investigated by
UV–Vis absorption spectroscopy. The experiments revealed that all the compounds
could bind to DNA through electrostatic interactions and the intrinsic binding constants (Kb) were estimated under similar sets of
experimental conditions. The absorption spectral study indicated that the
ruthenium(II) complexes had intrinsic binding constants in the range of (1.6–8.6)×104 mol-1 dm3. The complex [Ru(CO)(PPh3)2(L3)] bound more strongly than the other
complexes. In addition, the DNA cleavage properties for all ruthenium(II)
complexes were tested.
Keywords: Schiff base; ruthenium(II) complexes; CT-DNA;
nuclease activity.
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J. Serb. Chem. Soc.
79 (2) 167–173 (2014)
UDC 546.11’116’17:546.11’17’46:544.022:519.216
JSCS–4573; doi: 10.2298/JSC130412044X;
Original scientific paper
Theoretical
prediction on the structures of the HMgN– and HNMg– using
multiconfigurational methods
CUI-PING
XIAO, WEN-ZUO LI, QING-ZHONG LI and JIAN-BO CHENG
The Laboratory of Theoretical and Computational Chemistry, College of Chemistry and Chemical Engineering , Yantai University, Yantai 264005, China
(Received 12 April, revised 23 April 2013)
The
nine-valence-electron HMgN- and HNMg- have
been investigated for the first time theoretically using complete active space
self-consistent field (CASSCF) and multiconfiguration second-order perturbation
theory (CASPT2) methods in conjunction with the contracted atomic natural orbital
(ANO) basis sets. The structures of the low-lying electronic states of HMgN- and HNMg- were
predicted. The possible unimolecular conversions between HMgN- and HNMg- were
discussed. The calculated results indicated that the ground-state of HMgN- is linear, while the ground-state HNMg- is bent, which is in contradiction to the
Walsh rules, which predict linear structures for HXY systems containing 10 or
fewer valence electrons.
Keywords: HMgN-; HNMg-; complete active space self-consistent field; multiconfiguration
second-order perturbation theory.
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J. Serb. Chem. Soc.
79 (2) 175–183 (2014)
UDC 547.233–304.2+544.723.232:66.011:615; JSCS–4574; doi:
10.2298/JSC130208046O;
Original scientific paper
Modeling of ligand binding to the dopAMine D2
receptor
LILIANA
OSTOPOVICI-HALIP and RAMONA
RAD-CURPAN
Romanian Academy, Institute of Chemistry Timişoara, Computational Chemistry Department, 24 Mihai Viteazul Av., 300223-Timişoara, Romania
(Received 8 February, revised 4 April 2013)
The dopAMinic
receptors for a long time have been major targets for the development of new
small molecules with high affinity and selectivity to treat psychiatric
disorders, neurodegeneration, and drug abuse, and in other therapeutic areas.
In the absence of a 3D structure for the human dopAMine D2 (HDD2) receptor, the
efforts for the discovery and design of new potential drugs rely on comparative
models generation, docking and pharmacophore development studies. To obtain a
better understanding of the HDD2 receptor binding site and the ligand–receptor
interactions, a homology model of the HDD2 receptor based on the X-ray structure
of the β2-adrenergic receptor was built and used to dock a set of partial
agonists of the HDD2 receptor. The main characteristics of the binding mode for
the HDD2 partial agonists set are given by the particular folding of a ligand
and a complex network of contacts represented by stacking interactions, salt
bridge and hydrogen bond formation. The characterization of the binding mode of
the partial agonists at the HDD2 receptor provides the information required to
generate pharmacophore models, which represent essential information for future
virtual screening studies in order to identify new potential HDD2 partial
agonists.
Keywords: GPCR; homology modeling; D2 receptor;
molecular docking.
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J. Serb. Chem. Soc.
79 (2) 185–198 (2014)
UDC 579.8:544.537:543.426.1; JSCS–4575; doi:
10.2298/JSC130417088M;
Original scientific paper
Investigation
and detection of cyanobacterial Cr-phycoerythrin by laser-based techniques
BRATISLAV
P. MARINKOVIĆ, AMBRA DELNERI*, MAJA S. RABASOVIĆ, MIRA TERZIĆ**, MLADEN FRANKO* and DRAGUTIN ŠEVIĆ
Institute of Physics, Belgrade, P. O. Box 68, University of Belgrade, Serbia
*Laboratory
for Environmental Research, University of Nova Gorica, Slovenia
**Faculty of
Science, University of Novi Sad, Serbia
(Received 17 April 2013)
The application
of the high-sensitivity method of time resolved laser induced fluorescence
(TR-LIF) and a flow-injection system by thermal
lens spectrometry (
Keywords: time resolved laser induced fluorescence
spectroscopy; thermal lens spectroscopy; phycoerythrin; cyanobacteria.
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J. Serb. Chem. Soc. 79 (2) 199–209 (2014)
UDC 547.995.3+546.722’817+539.196+543.552+66.087;
JSCS–4576; doi: 10.2298/JSC130219048N; Original
scientific paper
A new
electrochemical method for the determination of chondroitin sulfate based on
its suprAMolecular interaction with the cupferron–lead(II) complex
XUELIANG
NIU, PINGPING ZHANG, WEILI ZHANG and
WEI SUN*3
Department of Pharmacy, Shangdong Wanjie Medical College, Zibo,255213, Chin and Key Laboratory of Biomedical Engineering and Technology in the Universities of Shandong (Shangdong Wanjie Medical College), 255213, China
*College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao,266042, China
In this paper,
the interaction of cupferron (Cup) and its lead(II) complex [Cup–Pb(II)] with
chondroitin sulfate (CS) was investigated by the linear sweep voltAMmetric
method. In the selected medium of pH 5.5 (acetic acid–hexAMine buffer
solution), Cup can interact with Pb(II) to form a stable complex of
[Cup–Pb(II)], which has a sensitive second order derivative polarographic
reductive peak at –0.64 V vs. SCE.
After the addition of CS into a solution of the Cup–Pb(II) complex, the
reductive peak current decreased without any shift of the peak potential and no
new peak appeared, which indicated that a non-electroactive suprAMolecular
complex of CS with [Cup–Pb(II)] was formed. The binding reaction conditions
were carefully investigated. The interaction mechanism under the optimal
conditions was discussed. The decrease of reductive peak current, Ip″, was directly proportional to the
CS concentration, thus a new quantitative determination method for CS was
established with the linear regression equation as ∆Ip″ / nA =36.97(c / mg L-1) + 12.45 (n = 10, γ =
0.995). The effects of other substances on the determination were carefully
investigated and three synthetic sAMples were determined with satisfactory
results. The binding constant (βs) and the binding number (m) of CS with [Cup–Pb(II)] complex were
calculated from the voltAMmetric data with the results βs = 1.89×1010 and m ≈ 2.5.
Keywords: cupferron;
lead(II); chondroitin sulfate; linear sweep voltAMmetry; interaction
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05. 2013. Cited by
J. Serb. Chem. Soc. 79 (2) 211–224 (2014)
UDC 678.562+544.773432+661.717.53:535.65:543.57;
JSCS–4577; doi: 10.2298/JSC130219047L; Original
scientific paper
Preparation
and properties of fast temperature-responsive soy protein/PNIPAAm IPN hydrogels
YONG LIU, YINGDE CUI*, GUOJIE WU* and MIAOCHAN LIAO**
School of Chemistry and Chemical Engineering, Zhaoqing University, Zhaoqing 526061, China
*Institute of Green Chemical Engineering, Zhongkai University of Agriculture and Engineering, Guangzhou 510225, China
**Department of Logistics Management, Zhaoqing University, Zhaoqing 526061, China
(Received 19 February, revised 25 April 2013)
The
interpenetrating polymer network of fast temperature-responsive
hydrogels based on soy protein and poly(N-isopropylacrylAMide)
were successfully prepared using sodium bicarbonate (NaHCO3) solutions as the reaction medium.
The structure and properties of the hydrogels were characterized by Fourier
transform infrared spectroscopy, scanning electron microscopy, differential
scanning calorimetry and thermal gravimetric analysis. The swelling and
deswelling kinetics were also investigated in detail. The results showed that
the proposed hydrogels had a highly porous structure, good miscibility and
thermal stability, and a fast temperature response. The presence of NaHCO3 had little effect on the volume phase
transition temperature (VPTT) of the hydrogels, and the VPTTs were at about 32
°C. Compared with the traditional hydrogels, the proposed hydrogels had much
faster swelling and deswelling rates. The swelling mechanism of the hydrogels
was non-Fickian diffusion. These fast temperature-responsive hydrogels may have
potential applications in the field of biomedical materials.
Keywords: soy protein; poly(N-isopropylacrylAMide); hydrogels; fast response.
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J. Serb. Chem. Soc. 79 (2) 225–239 (2014)
UDC 546.723+547.313.2’131+547.261–145.2:532.13;
JSCS–4578; doi: 10.2298/JSC170413082B; Original
scientific paper
Solution
behaviour of (N,N′-ethylenebis(salicylideneiminato))iron(III) chloride in aqueous
methanol at 298.15, 303.15 and 313.15 K
DHIRAJ BRAHMAN and BISWAJIT SINHA
Department of
Chemistry, University of North Bengal, Darjeeling-734013, India
(Received 14 April, revised 19 July 2013)
In this study
partial molar volumes and viscosity B-coefficients
of (N,N′-ethylene-bis(salicylideneiminato))iron(III) chloride,
abbreviated as FeIII(salen)Cl, in different aqueous methanolic solutions were determined
from solution density and viscosity measurements at the temperatures 298.15,
303.15, and 313.15 K under AMbient pressure. The apparent molar volumes (φV) and densities (ρ) were used to calculate the apparent molar
expansibilities (φE), the partial molar expansibilities
and the temperature
dependence of the partial molar expansibilities
at constant pressure,
of FeIII(salen)Cl solutions to reveal the
nature of different interactions in the ternary solutions. The transition state
theory was applied to analyze the viscosity B-coefficients based on the
activation parAMeters of viscous flow. The overall results indicated strong
solute–solvent interactions between FeIII(salen)Cl and the solvent molecules, preferentially with water molecules
and that FeIII(salen)Cl
acts as a net structure promoter in the ternary solutions. The UV–Vis
absorption spectra of the ternary solutions stand in support of the obtained
results.
Keywords: partial molar volumes; viscosity B-coefficients;
(N,N′-ethylenebis(salicylideneiminato))iron(III) chloride; aqueous
methanol.
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J. Serb. Chem. Soc. 79 (2) 241–251 (2014)
UDC 532.135:665.33+631.8.022.3:537.872; JSCS–4579; doi: 10.2298/JSC130129062B; Original
scientific paper
Rheological
behaviour of castor oil mixed with different pyromellitic esters
SORINA BORAN and ANDRA TAMAS
CAICON
Department, Faculty of Industrial Chemistry and Environmental Engineering,
"Politehnica" University of Timisoara, Vasile Parvan Blv. 6,
RO-300223 Timisoara, Romania
(Received 29 January, revised 29 April 2013)
The paper
presents the rheological behaviour study of castor oil mixed with different
pyromellitic esters. The pyromellitic tetra-esters used were obtained through
the esterification of pyromellitic anhydride with a special alcohol with a
complex alkyl–aryl structure (2-phenoxy-ethanol) in conjunction with linear
aliphatic alcohols with variable length (n-butanol, n-decanol).
The influences of the structure and concentration of the pyromellitic esters as
well as that of temperature, on the rheological behaviour were determined from
the dependence between the shear stress τ and the shear rate. An analysis of the dependence between τ and
demonstrated that the studied solutions exhibited
Newtonian behaviour. The
evolution of the viscosity of the sAMples with temperature was characterized by
Arrhenius type equations, the values of activation energy of viscous flow, Ea, were
established. This constant can be correlated with the effect of friction
reduction in the presence of additives. Characterization of the annulus of
fluids flow under the effect of rotational motion was also realized by the
calculation of the values of the Taylor–
–Reynolds number (TaRe).
Keywords: flow activation energy;
Newtonian behaviour; oil additives; viscosity.
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Available OnLine: 16. 07. 2013.
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J. Serb. Chem. Soc. 79 (2) 253–263 (2014)
UDC 666.32–039.7+661.183:628.193+620.266.1; JSCS–4580; doi: 10.2298/JSC130125065J; Original
scientific paper
Organobentonites
as multifunctional adsorbents of organic and inorganic water pollutants
NАТАŠA
JOVIĆ-JOVIČIĆ, ALEKSANDRA MILUTINOVIĆ-NIKOLIĆ, MARIJA ŽUNIĆ, ZORICA
MOJOVIĆ, PREDRAG BANKOVIĆ, BILJANA DOJČINOVIĆ*, ANA IVANOVIĆ-ŠAŠIĆ and DUŠAN JOVANOVIĆ
University of Belgrade, Institute of Chemistry, Technology and Metallurgy, Center for Catalysis and Chemical Engineering, Njegoševa 12, 11000 Belgrade, Serbia
*University of Belgrade, Institute of Chemistry, Technology and Metallurgy, Center for Chemistry Njegoševa 12, 11000 Belgrade, Serbia
(Received 13 January, revised 12 June 2013)
The aim of this
study was to find a low cost, easy to synthesize and efficient adsorbent for
the simultaneous adsorption of both organic and inorganic pollutants (including
textile dyes, toxic metals, etc.). The starting material, domestic
bentonite clay from Bogovina, was modified with AMounts of
hexadecyltrimethylAMmonium cations corresponding to 0.5 and 1.0 times the value
of the cation exchange capacity. The organobentonites were tested as adsorbents
in a three-dye-containing solution, a three-component solution of Pb2+, Cd2+ and Ni2+ and a hexa-component solution containing all
the investigated dyes and toxic metal cations. The used adsorbents showed the
highest affinity toward acid yellow 99 and Ni2+. Dye adsorption was enhanced in the presence
of toxic metal cations, while the adsorption of all toxic cations from the
hexa-component solution was lower than from the three-component solution
containing only toxic cations. The synthesized hexadecyltrimethylAMmonium
bentonite could be regarded as an efficient multifunctional adsorbent for the
investigated types of water pollutants.
Keywords: simultaneous adsorption; multi-component
solutions; dyes; toxic metals; adsorption affinity.
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Available OnLine: 26. 06. 2013.
Cited by
J. Serb. Chem.
Soc. 79 (2) 265–276 (2014)
UDC 546.3+66–914+551.578.4+625.712.2:551.321.7(497.113);
JSCS–4581; doi: 10.2298/JSC130311052M; Original
scientific paper
Multivariate
analysis of the contents of metals in urban snow near traffic lanes in Novi
Sad, Serbia
ALEKSANDRA
MIHAILOVIĆ, MILICA VUČINIĆ VASIĆ, JORDANA NINKOV*, SUZANA ERIĆ**, NEBOJŠA M. RALEVIĆ, TOMAS NEMEŠ and ALEKSANDAR ANTIĆ
Faculty of
Technical Sciences, University of Novi Sad, Trg Dositeja Obradovića 6, 21000
Novi Sad, Serbia
*Institute of
Field and Vegetable Crops, Maksima Gorkog 30, 21000, Novi Sad, Serbia
**Faculty of
Mining and Geology, University of Belgrade, Đušina 7, 11000 Belgrade, Serbia
(Received 11 March, revised 13 May 2013)
Abstract: During December 2009, snow was collected at
twenty two locations across the urban area of
Keywords: metal
concentration; snow; traffic; correlation; cluster analysis.
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Available OnLine: 19. 05. 2013.
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Copyright
&AMp; copy; SHD 2014.
February
24. 2014.
For more
information contact: JSCS-info@shd.org.rs