J. Serb. Chem. Soc. 75 (6) 733–738 (2010)
UDC 582.635.38+543.422.25:547.918:547.814.5; JSCS–4002; doi: 10.2298/JSC090817049K; Original scientific paper

RhAMnopyranosylvitexin derivatives from Celtis australis
MARGARETHE KALTENHAUSER, ERNST P. ELLMERER*, and CHRISTIAN ZIDORN

Institut für Pharmazie der Universität Innsbruck, Abteilung Pharmakognosie, Josef-Moeller-Haus, Innrain 52, A-6020 Innsbruck
*Institut für Organische Chemie der Universität Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria

(Received 17 August 2009, revised 8 January 2010)

A methanolic extract of Celtis australis leaves yielded 2’’-α-rhAMno¬pyranosylvitexin and 2’’-α-rhAMnopyranosyl-7-O-methylvitexin. Both com¬pounds are known from other sources from earlier investigations but the full NMR data for the latter compound are reported for the first time.

Keywords: Cannabaceae; Celtis australis; C-glycosides; flavonoids; NMR.

J. Serb. Chem. Soc. 75 (6) 739–747 (2010)
UDC *NEPETA:665.52/54:615.28–188(540)(1–925.36; JSCS–4003; doi: 10.2298/JSC091106052B; Original scientific paper

Constituents and antimicrobial activity of the essential oils of six Himalayan Nepeta species

DINESH S. BISHT*, RAJENDRA C. PADALIA*^,**, LALIT SINGH***, VEENA PANDE***, PRIYANKA LAL**** and CHANDRA S. MATHELA*

*Department of Chemistry, Kumaun University, Nainital-263 002, Uttarakhand, India

**Central Institute of Medicinal and Aromatic Plants (CIMAP), Pantnagar-263 149, Uttarakhand, India

*** Department of Biotechnology, Kumaun University, Nainital-263 002, Uttarakhand, India

**** Department of Biotechnology, IIT, Roorkee-247 667, Uttarakhand, India

(Received 6 November 2009, revised 11 January 2010)

The essential oils from six Himalayan Nepeta species, viz. Nepeta leucophylla Benth., Nepeta discolor Royle ex Benth., Nepeta govaniana Benth., Nepeta clarkei Hook. f., Nepeta elliptica Royle ex Benth. and Nepeta erecta Benth., were tested for their in vitro antimicrobial activity against six pathogenic bacterial and two fungal strains. The results showed that Pseudomonas aeruginosa was the most sensitive strain tested to the essential oils of Nepeta species. The essential oils of N. elliptica and N. erecta exhibited the highest activity against P. aeruginosa, followed by the essential oils of N. leucophylla and N. clarkei. The essential oils from N. elliptica and N. erecta were also found to be very effective against Serratia marcescens; while the essential oil from N. leucophylla displayed significant activity against Proteus vulgaris and Staphylococcus aureus. Other bacterial strains displayed variable degree of susceptibility against one or more of the tested essential oils. The essential oil from N. leucophylla also showed the highest antifungal activity against both tested fungal strains, viz. Candida albicans and Trichophyton rubrum, followed by the essential oils from N. clarkei, N. govaniana and N. erecta. Iridodial derivatives, viz. iridodial β-monoenol acetate (25.4 %), dihydroiridodial diacetate (18.2 %) and iridodial dienol diacetate (7.8 %) were identified as the major constituents of N. leucophylla, while the essential oils from N. elliptica and N. erecta were dominated by (7R)-trans,trans nepetalactone (83.4 %) and isoiri-domyrmecin (66.7 %), respectively. The essential oil of N. discolor was characterized by 1,8-cineole (25.5 %) and β-caryophyllene (18.6 %), while N. clarkei was dominated by β-sesquiphellandrene (22.0 %) and germacrene D (13.0 %). Isoiridomyrmecin (35.2 %) and pregeijerene (20.7 %) were identified as the major constituents of N. govaniana. In general the Nepeta species containing constituents with an iridoid or lactone skeleton were found to have the greater antagonistic activity against most of the microbial strains as compared to those containing regular terpene constituents.

Keywords: Nepeta; essential oils; antimicrobial activity; iridoids; isoirido-myrmecin; nepetalactone.

J. Serb. Chem. Soc. 75 (6) 749–761 (2010)
UDC 546.795.4+547.72’828’288.3:543.57:615.277–188; JSCS–4004; doi: 10.2298/JSC090729048R; Original scientific paper

Synthesis, thermal and antitumour studies of Th(IV) complexes with furan-2-carboxaldehyde4-phenyl-3-thiosemicarbazone
GANGADHARAN RAJENDRAN, CHIRAKUZHI S. AMRITHA, RUBY JOHN ANTO* and VINO T. CHERIYAN*

Department of Chemistry, University College, ThiruvananthapurAM-695034, Kerala, India

*Division of Cancer Research, Rajiv Gandhi Centre for Biotechnology, ThiruvananthapurAM-695014, Kerala, India

(Received 29 July 2009, revised 2 February 2010)

Thorium(IV) complexes with the Schiff base furan-2-carboxaldehyde4-phenyl-3-thiosemicarbazone (L) were synthesised and characterized. The composition and structure of the metal complexes were proposed based on elemental analysis, molar conductivity measurements, FTIR and ¹H-NMR spectroscopy. The Schiff base behaves as a neutral bidentate ligand coordinating through the azomethine N and the thioketo S atoms. From various studies, complexes were ascertained the general formula [ThL₂X₄] and [ThL₂Y₂], where X represents NO₃^–, NCS^–, CH₃COO^–, CH₃CHOHCOO–, ClO₄^– and Y SO₄^2–and C₂O₄^2–. The thermal behaviour of the nitrato and oxalato complexes was studied and kinetic and thermodynAMic parAMeters were calculated using the Coats-Redfern Equation. The ligand and a representative complex [ThL₂(NO₃)₄] were screened in vitro for their antitumour activity against the human cervical cancer cell line (HeLa).

Keywords: thorium(IV) complexes; furan-2-carboxaldehyde4-phenyl-3-thiosemicarbazone; antitumour activity; thermal analysis.

J. Serb. Chem. Soc. 75 (6) 763–772 (2010)
UDC 546.732’742’562’472’482+546.913:543.42:615.28; JSCS–4005; doi: 10.2298/JSC090901050S; Original scientific paper

Template synthesis of macrocyclic complexes of Co(II), Ni(II), Cu(II), Zn(II) and Cd(II): spectroscopic, antibacterial and antifungal studies
DHARAM PAL SINGH, VANDNA MALIK, RAMESH KUMAR and KRISHAN KUMAR

Department of Chemistry, National Institute of Technology, Kurukshetra-136 119, India

(Received 1 September 2009, revised 19 January 2010)

A new series of macrocyclic complexes of the type [M(C₁₇H₁₄N₄O₂)X₂], where M = Co(II), Ni(II), Cu(II), Zn(II) or Cd(II) and X = Cl^-, NO₃^- or CH₃COO^-, was synthesized by the condensation reaction of malonyldihydrazide with benzil in the presence of divalent metal ions. The complexes were characterized with the aid of elemental analyses, conductance measurements, magnetic susceptibilities, electronic, NMR and infrared spectral studies. On the basis of these studies, a six-coordinate distorted octahedral geometry, in which two nitrogen and two carbonyl oxygen atoms are suitably placed for coordination towards metal ion, is proposed for all the complexes. The complexes were tested for their in vitro antibacterial activity and antifungal activities. The minimum inhibitory concentration shown by these complexes were compared with the minimum inhibitory concentration shown by standard drugs.

Keywords: macrocyclic complexes; MIC; antibacterial; antifungal.

J. Serb. Chem. Soc. 75 (6) 773–788 (2010)

J. Serb. Chem. Soc. 75 (6) 789–801 (2010)

UDC 665.75.001.57+542.913+661.332+661.183.7/.8+544.774.2:544.478; JSCS–4007; doi: 0.2298/JSC090707047L; Original scientific paper

J. Serb. Chem. Soc. 75 (6) 803–812 (2010)

UDC 665.12+641.3:543.544.3+543.51:66.061; JSCS–4008; doi: 10.2298/JSC090717051K; Original scientific paper

J. Serb. Chem. Soc. 75 (6) 813–822 (2010)

UDC 546.11’267+546.266’131:543.632.6+543.26; JSCS–4009; doi: 10.2298/JSC090521046P; Original scientific paper

The use of tristimulus colorimetry for the determination of hydrogen cyanide in air by a modified König method

VLADIMÍR PITSCHMANN, IVANA TUŠAROVÁ, EMIL HALÁMEK* and ZBYNĚK KOBLIHA*

Oritest spol s.r.o., StaroprAMenná 17, 150 00 Praha 5, Czech Republic

*NBC Defence Institute, University of Defence, Kounicova 65, 612 00 Brno, Czech Republic

(Received 21 May 2009, revised 18 March 2010)

A simple visual and tristimulus colorimetric method (three-dimensional system CIE-L*a*b*) for the determination of trace AMounts of hydrogen cyanide in air has been developed. The method is based on the suction of hydrogen cyanide through a chlorinating cartridge where cyanogen chloride is formed, which is further driven to an indicator disc made of a modified cotton fabric. This indicator disc is placed into an adapter. Prior to analysis, the disc is saturated with a chromogenic reagent, a solution of 5,5-dimethyl-1,3-cyclohexanedione (dimedone) and 4-benzylpyridine in ethanol. In the presence of hydrogen cyanide (cyanogen chloride), a pink coloration emerges on the indicator disc, the intensity of which is evaluated either visually or by use of a tristimulus colorimeter. The detection limit is 0.1 mg m-3. The method is mainly suitable for mobile field analyses. It was applied for the CHP-5 chemical agent detector introduced into the equipment of the Czech Army corps.

Keywords: atmosphere analysis; hydrogen cyanide; cyanogen chloride; 4-benzylpyridine; dimedone; tristimulus colorimetry.

J. Serb. Chem. Soc. 75 (6) 823–831 (2010)

UDC 678.745:53.08+532.612+620.168.3; JSCS–4010, doi: 10.2298/JSC100112056K; Original scientific paper

Tensiometric investigation of the interaction and phase separation in a polymer mixture–ionic surfactant ternary system

JAROSLAV M. KATONA, VERICA J. SOVILJ, LIDIJA B. PETROVIĆ, and NENAD Z. MUCIĆ

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

(Received 12 January, revised 18 February 2010)

The interaction and phase separation in a ternary mixture composed of hydroxypropyl methyl cellulose (HPMC), sodium carboxymethyl cellulose (NaCMC), and sodium dodecylsulfate (SDS) were investigated by tensiometry. Surface tension measurements of binary mixtures (0.7 % HPMC and 0.00–2.00 % SDS) and of ternary mixtures (0.7 % HPMC, 0.3 % NaCMC, and 0.00–2.00 % SDS) were performed. The measurements indicated interaction between HPMC and SDS, which resulted in HPMC–SDS complex formation. The critical association concentration, CAC, and polymer saturation point, PSP, were determined. Phase separation of ternary HPMC/SDS/NaCMC mixtures occurs at SDS concentration > CAC, i.e., when the HPMC–SDS complex is formed. The volume of the coacervate increases with increasing SDS concentration, and at SDS concentrations > 1.00 %, the coacervate vanishes. The surface tensions (s) of ternary HPMC/SDS/NaCMC mixtures in the pre-coacervation region and at the onset of the coacervation region are similar to the σ of the corresponding binary HPMC–SDS mixtures, while in the coacervation and post coacervation region, they are close to the s of the corresponding SDS solutions

Keywords: polymer–surfactant interaction; complex formation; coacervation; phase separation; tensiometry; surface tension.

J. Serb. Chem. Soc. 75 (6) 833–843 (2010)

UDC 66.017+62–405.8+661.183.8+544.773.42.004.13; JSCS–4011; doi: 10.2298/JSC090922053N; Original scientific paper

Pore surface fractal analysis of PEG and La(III)-doped mesoporous alumina obtained by the sol–gel method

TATJANA B. NOVAKOVIĆ, LJILJANA S. ROŽIĆ, SRĐAN P. PETROVIĆ, ZORICA M. VUKOVIĆ and VERA T. DONDUR*

IChTM–Department of Catalysis and Chemical Engineering, University of Belgrade, Njegoševa 12, Belgrade, Serbia

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

(Received 22 September, revised 10 December 2009)

Active porous alumina was prepared via a sol–gel method and subjected to thermal treatment in the temperature range 500–1200 °C. The addition of lanthanum effectively inhibited the surface area loss of the aluminas. Fractal analysis from nitrogen adsorption isotherm was used to study the pore surface roughness of alumina sAMples with different chemical compositions (PEG, PEG and lanthanum) and calcinations conditions in terms of the surface fractal dimension, d. The Mahnke and Mögel (MM) model was used to determine the value of d of La(III)-doped alumina. Following the MM model, the d value of the activated aluminas increased as the calcination temperature increased from 500 to 700 °C but decreased after calcination at 1000, 1100 and 1200 °C. The addition of polyethylene glycol (PEG 5600) to the boehmite sol reduced the surface fractal of the activated alumina due to the heterogeneous distribution of the pores. With increasing La(III) concentration from 0.015 to 0.045 mol La(III)/ /mol Al(III), the d value of La-modified alumina sAMples decreased, indicating a smoother surface. The obtained PEG+La-doped boehmite sol can be used as a precursor dispersion for the deposition of mesoporous alumina coatings on stainless steel foil, by the spray pyrolysis method.

Keywords: mesoporous alumina; porous structure; surface fractal dimension; sol–gel.

J. Serb. Chem. Soc. 75 (6) 845–853 (2010)

UDC 628.3:628.316.12:546.56:66.021.3.081.3; JSCS–4012; doi: 10.2298/JSC090410044M; Original scientific paper

Removal of Cu(II) from wastewater by waste tire rubber ash

HASSAN ZAVVAR MOUSAVI, ABDORRAHMAN HOSSEINIFAR* and VAHDAT JAHED*

Chemistry Department, College of Sciences, Semnan University, Semnan, Iran

*Aja University of Medical Sciences, Tehran, Iran

(Received 10 April 2009, revised 17 March 2010)

The influence of pH, adsorbent dose, initial Cu(II) concentration and contact time on the removal of Cu(II) from aqueous solution by the batch adsorption technique using waste tire rubber ash as a low-cost adsorbent was investigated. The adsorption equilibrium was achieved after 2 h at pH 4–6, the optimum for the adsorption of Cu(II) ions. A dose of 1.5 g/L of adsorbent was sufficient for the optimum removal of copper ions. The experimental data were analyzed by the Langmuir and Freundlich isotherms and the corresponding sorption constants were evaluated. The adsorption kinetics data were fitted by a first-order equation. The cost of removal is expected to be quite low, as the adsorbent is cheap and easily available in large quantities. The present study showed that waste tire rubber ash was capable of removing copper ions from industrial wastewater sAMples.

Keywords: removal; copper; waste tire rubber ash; wastewater; isotherm.

J. Serb. Chem. Soc. 75 (6) 855–872 (2010)

UDC 677.027.48:667.286:66.046.59+544.4; JSCS–4013; doi: 10.2298/JSC090717051K; Original scientific paper

Decolorization of a textile vat dye by adsorption on waste ash

MIODRAG ŠMELCEROVIĆ, DRAGAN ĐORĐEVIĆ, MILE NOVAKOVIĆ and MIRJANA MIZDRAKOVIĆ

University of Niš, Faculty of Technology, Bulevar oslobođenja 124, 16000 Leskovac, Serbia

(Received 24 July 2009, revised 15 February 2010)

An adsorption process using cheap adsorbents could be described as a simple, selective and low cost alternative for the treatment of colored waste water compared to conventional physical and chemical processes. In this study the use of a natural waste adsorbent–ash was investigated for the removal of a textile vat dye Ostanthren blue GCD remaining after the dyeing of cotton textile. The ash obtained as a waste material during the burning of brown coal in the heating station of Leskovac (Serbia) was used for the treatment of waste waters from the textile industry, i.e., waste water after the dyeing process. The effect of ash quantity, initial dye concentration, pH and agitation time on adsorption was studied. The Langmuir model was used to describe the adsorption isotherm. Based on the analytical expression of the Langmuir model, the adsorption constants, such as adsorption capacity and adsorption energy, were found. Pseudo first and second order kinetic models were studied to evaluate the kinetic data.

Keywords: textile vat dye; adsorption; ash; Langmuir model; kinetics.

J. Serb. Chem. Soc. 75 (6) 873 (2010)

Errata (printed version only)

Issue No. 5 (2010), Vol. 75:

– The paper JSCS-3993 by Gajendra Kumar et al. on pages 629–637 has

been corrected in the electronic version, which should be referred to.

– The paper JSCS-3996 by Ankica Antić-Jovanović et al. on pages 659–667

has been corrected in the electronic version, which should be referred to.

Society Home Page