J. Serb. Chem. Soc. 75 (12) 1617–1623 (2010)
UDC 633.888:542.913; JSCS–4081; doi: 10.2298/JSC091016128X; Original scientific paper

The total synthesis of cannabisin G
YAMU XIA, YINGLAN GUO and YANLING WEN

College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, P. R. China

(Received 26 October 2009, revised 29 June 2010)

A convenient method for the synthesis of lignanAMide cannabisin G, starting from vanillin, was developed. The convergent synthesis was based on the Stobbe reaction as C–C bond-forming steps to give the skeleton of lignan, which was condensed with a derivative of tyrAMine to obtain synthetic cannabisin G for the first time.

Keywords: synthesis; lignanAMide; stobbe reaction; cannabisin G

J. Serb. Chem. Soc. 75 (12) 1625–1635 (2010)
UDC 547.77+547.857.8+547.852+547–304.4:66.095.3.095.252; JSCS–4082; doi: 10.2298/JSC101018135K; Original scientific paper

Synthesis of new derivatives of 1-(3-AMinophenyl)-4-benzoyl-5-phenyl-1H-pyrazole-3-carboxylic acid

RAHMI KASIMOGULLARI, BELMA ZENGIN, MAKBULE MADEN, SAMET MERT and CAVIT KAZAZ*

Department of Chemistry, Art and Science Faculty, Dumlupinar University, Kutahya, Turkey

*Department of Chemistry, Science Faculty, Atatürk University, Erzurum, Turkey

(Received 18 October, revised 6 December 2010)

1-(3-Aminophenyl)-4-benzoyl-5-phenyl-1H-pyrazole-3-carboxylic acid (1) was synthesized according to the literature. 2-(3-Aminophenyl)-2,6-dihydro-3,4-diphenyl-7H-pyrazolo[3,4-d]pyridazin-7-one (5) was obtained by the cyclocondensation reaction of 1 with hydrazine hydrate. New pyrazole derivatives of compounds 1 and 5 were synthesized by their reaction with β-diketones, β-ketoesters, β-naphthol, phenol and various other reagents. The structures of the synthesized compounds were characterized by ¹H-NMR, ¹³C-NMR, IR and mass spectroscopy, as well as elemental analysis.

Keywords: pyrazole-3-carboxylic acid; pyridazin; diazonium salts; cyclocondensation.

J. Serb. Chem. Soc. 75 (12) 1637–1640 (2010)
UDC Kindbergia+631.445.1:582.32:581.184+543; JSCS–4083; doi: 10.2298/JSC100209129P; Short communication

SHORT COMMUNICATION

Preliminary analysis of fatty acid chemistry of Kindbergia praelonga and Kindbergia stokesii (Brachytheciaceae)

BORIS PEJIN, LJUBODRAG VUJISIĆ*, MARKO SABOVLJEVIĆ**, ANETA SABOVLJEVIĆ**, VELE TEŠEVIĆ and VLATKA VAJS*

Department of Organic Chemistry, Faculty of Chemistry, University of Belgrade, Studentski trg 16, 11000 Belgrade, Serbia

*Center of Chemistry, Institute of Chemistry, Technology and Metallurgy, Njegoševa 12, 11000 Belgrade, Serbia

**Institute of Botany and Garden, Faculty of Biology, University of Belgrade, Takovska 43, 11000 Belgrade, Serbia

(Received 9 February, revised 5 September 2010)

Moss species of the fAMily Brachytheciaceae, Kindbergia praelonga (Hedw.) Ochyra and Kindbergia stokesii (Turn.) Ochyra, were preliminarily analysed for their fatty acid composition with the aim of studying the chemical relationship of these two entities. Fatty acid methyl esters were exAMined by GC and GC–MS in their methanol extracts. Thirteen fatty acids were identified. It is likely that the mosses are chemically distinguishable and should be treated as separate entities. However, additional chemical constituents of various moss sAMples, such as phenolic acids, their derivatives and flavonoids, must be also analyzed in order to support the re-exAMination of the relationship between these two species.

Keywords: bryophytes; mosses; Kindbergia; fatty acids; chemotaxonomy.

J. Serb. Chem. Soc. 75 (12) 1641–1652 (2010)
UDC 547.56:634.84:581.48:547.972.3(497.11); JSCS–4084; doi: 10.2298/JSC100519131G; Original scientific paper

Polyphenolic compounds in seeds from some grape cultivars grown in Serbia
DEJAN GOĐEVAC, VELE TEŠEVIĆ*, MILOVAN VELIČKOVIĆ**, LJUBODRAG VUJISIĆ*, VLATKA VAJS and SLOBODAN MILOSAVLJEVIĆ*

Institute of Chemistry, Technology and Metallurgy, Njegoševa 12, 11000 Belgrade, Serbia

*Faculty of Chemistry, Studentski trg 16, 11000 Belgrade , Serbia

**Faculty of Agriculture, Nemanjina 6, 11080 Zemun, Serbia

(Received 19 May, revised 26 July 2010)

Seed extracts from eight grape cultivars (Vitis vinifera) growing in Serbia were screened for their polyphenolic composition by means of HPLC/PDA/ESI/MS analysis. The study revealed 34 phenolic compounds belonging to the following groups: flavan-3-ol monomers, proanthocyanidins, flavonols, hydroxycinnAMic acid and hydroxybenzoic acid derivatives. The quantities of the main constituents were determined using PDA/HPLC. Qualitative and quantitative differences AMong the cultivars were observed.

Keywords: Vitis vinifera; grape seeds; HPLC/PDA/ESI/MS; flavanol monomers; proanthocyanidins; flavonols; hydroxycinnAMic acid; hydroxybenzoic acid derivatives..

J. Serb. Chem. Soc. 75 (12) 1653–1660 (2010)

J. Serb. Chem. Soc. 75 (12) 1661–1669 (2010)

UDC Levisticum officinale:665.52:615.281–188; JSCS–4086; doi: 10.2298/JSC100524126M; Original scientific paper

J. Serb. Chem. Soc. 75 (12) 1671–1683 (2010)

UDC 547.979.733:539.194:532.14; JSCS–4087; doi: 10.2298/JSC100701095A; Original scientific paper

J. Serb. Chem. Soc. 75 (12) 1685–1699 (2010)

UDC 547.857.5+547.269.3:543.552+541.135.5–033.5; JSCS–4088; doi: 10.2298/JSC100311134E; Original scientific paper

VoltAMmetric determination of dopAMine in the presence of uric acid using a 2-hydroxy-1-(1-hydroxynaphthyl-2-azo)-naphthalin-4-sulfonic acid modified glassy carbon electrode

ALI ASGHAR ENSAFI, SAMIRA DADKHAH-TEHRANI and BEHZAD REZAEI

Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Iran

(Received 11 March, revised 30 July 2010)

A polymerized film of 2-hydroxy-1-(1-hydroxynaphthyl-2-azo)-naphthalin-4-sulfonic acid (HHNANSA) was prepared at the surface of a glassy carbon electrode by electropolymerization. The modified electrode was used for the simultaneous determination of dopAMine (DA) and uric acid (UA). The electrochemical behaviors of the compounds at the surface of the modified electrode were studied using cyclic voltAMmetry, chronoAMperometry, and square wave voltAMmetry (SWV). The experimental results indicated that the modified electrode exhibited an efficient electrocatalytic activity towards the oxidation of DA and UA, with a peak separation of about 140 mV at pH 5.0. Using chronoAMperometry, the catalytic reaction rate constant was measured and found to equal to 1.23×10⁴ mol^-1 L s^-1. At pH 5.0, the catalytic peak currents linearly depended on the DA and/or UA concentrations in the range of 1.0–300 µmol L^-1 DA (two linear segments with different slopes) and 6.7–20 µmol L^-1 UA, using SWV. The detection limits for DA and UA were 0.25 and 1.17 µmol L^-1, respectively. The RSD % for 40.0 and 140.0 µmol L^-1 DA were 1.9 and 2.2 %, respectively, whereas for 10.0 and 20.0 µmol L^-1 UA, they were 1.8 and 1.2 %, respectively. The modified electrode showed good sensitivity, selectivity, and stability. It was successfully applied for the determination of DA and UA in real sAMples, such as drugs and urine.

Keywords: 2-hydroxy-1-(1-hydroxynaphthyl-2-azo)-naphthalin-4-sulfonic acid; simultaneous determination; dopAMine and uric acid; voltAMmetry.

J. Serb. Chem. Soc. 75 (12) 1701–1709 (2010)

UDC 663.2+543.421:546.72+546.56+546.47(497.11); JSCS–4089, doi: 10.2298/JSC100104133K; Original scientific paper

The concentrations of Fe, Cu and Zn in selected wines from South-East Serbia

DANIJELA KOSTIĆ, SNEŽANA MITIĆ, GORDANA MILETIĆ, SAŠA DESPOTOVIĆ and ALEKSANDRA ZARUBICA

Department of Chemistry, Faculty of Science, University of Niš, 18000 Niš, Serbia

(Received 4 January, revised 30 July 2010)

Fruits and vegetables constitute the cheapest source of essential trace elements for the majority of people living in developing countries. The Cu, Fe and Zn contents in twenty selected wine sAMples produced in the South-East region of Serbia were determined by flAMe atomic absorption spectrometry. The Cu concentrations varied from 0.07 to 0.57 ppm in wines, and the Fe concentrations fluctuated from 2.93 to 36.2 ppm, while the Zn levels were in the range from 0.21 to 0.67 ppm. The established contents of Cu and Zn showed that wines from this part of the world could serve as good dietary sources of the essential trace metals, and the determined values were within the allowed me¬tals levels in wines for human consumption.

Keywords: AAS; Fe, Cu and Zn contents; South-East Serbian wines; wine analysis.

J. Serb. Chem. Soc. 75 (12) 1711–1719 (2010)

UDC 678.744+661.8’078.2:542.913; JSCS–4090; doi: 10.2298/JSC100628082M; Original scientific paper

Simplification of the synthesis of the reversible addition–fragmentation chain transfer agent 2-(2-cyanopropyl)-dithiobenzoate

MILOŠ B. MILOVANOVIĆ, MILENA AVRAMOVIĆ*, LYNNE KATSIKAS* and IVANKA G. POPOVIĆ*

Institute of Chemistry, Technology and Metallurgy, University of Belgrade, Belgrade, Serbia

*Faculty of Technology and Metallurgy, University of Belgrade, Belgrade, Serbia

(Received 30 June 2010)

The general literature procedure for the preparation of the reversible addition–fragmentation chain transfer (RAFT) agent 2-(2-cyanopropyl)-dithiobenzoate (CPDB) was modified by omitting the recrystallisation of the intermediate di(thiobenzoyl)disulphide. The yield of the CPDB in the simplified synthesis was increased four times compared to the standard one. The behaviour of the CPDB obtained by the modified procedure and by the standard one in the polymerisation of methyl methacrylate was investigated. The CPDB synthesized by the simplified procedure showed itself to be a good RAFT agent, giving excellent control over the polymerisation of methyl methacrylate and it behaved in the sAMe manner as the CPDB prepared by the literature method. The obtained poly(methyl methacrylate) had a narrow molecular weight distibution (PD = 1.1).

Keywords: 2-(2-cyanopropyl)-dithiobenzoate; preparation; reversible addition–fragmentation chain transfer; poly(methyl methacrylate).

J. Serb. Chem. Soc. 75 (12) 1721–1732 (2010)

UDC 532.13:541.25:539.196; JSCS–4091; doi: 10.2298/JSC090806132C; Original scientific paper

Studies of viscous antagonism, excess molar volumes, viscosity deviation and isentropic compressibility of ternary mixtures containing N,N-dimethylformAMide, benzene and some ethers at 298.15 K

RIJU CHANDA, ASHIS BANERJEE and MAHENDRA NATH ROY

Department of Chemistry, North Bengal University, Darjeeling-734013, India

(Received 6 August 2009, revised 27 August 2010)

The densities (r) and viscosities (h) for ternary liquid mixtures of N,N-dimethylformAMide + benzene + an ether were measured as a function of composition at 298.15 K. From experimental measurements, the excess molar volumes (V^E), viscosity deviation (Δh), antagonic interaction index (I_A) and Gibbs free energy of activation for viscous flow (ΔG^E) were evaluated. The speeds of sound were also measured and excess isentropic compressibilities (K_s^E) were calculated at the experimental temperature. The results are discussed and interpreted in terms of molecular package and specific interaction predominated by hydrogen bonding.

Keywords: viscous antagonism; viscosity deviations; excess molar volumes; isentropic; compressibility; molecular interactions.

J. Serb. Chem. Soc. 75 (12) 1733–1741 (2010)

UDC 669.3+669.187.25:504.75:615.9; JSCS–4092; doi: 10.2298/JSC090714085G; Original scientific paper

The possibilities of the utilization of the polymetallic concentrate Čoka Marin

LIDIJA D. GOMIDŽELOVIĆ, EMINA D. POŽEGA and VLASTIMIR K. TRUJIĆ

Mining and Metallurgy Institute, Zeleni bulevar 33, 19210 Bor, Serbia

(Received 14 July 2009, revised 30 June 2010)

This paper presents the results of calculations of the composition of composite concentrates used as the charge in the Copper Smelter in Bor, from the aspect of the behavior of zinc, lead, arsenic, cadmium and mercury. These elements have extremely harmful effects on the environment and human health; hence it is crucial to comply with legal values of their emission into the environment.

Keywords: copper smelting; impurities; concentrate; ecology; distribution.

J. Serb. Chem. Soc. 75 (12) 1743–1754 (2010)

Contents of Volume 75

J. Serb. Chem. Soc. 75 (12) 1755–1762 (2010)

Author Index of Volume 75

J. Serb. Chem. Soc.

2010 List of Referees (electronic version only)

J. Serb. Chem. Soc.

Subject Index of Vol 75 (electronic version only)