Jumina Jumina
Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara, Yogyakarta 55281

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Synthesis and Heme Polymerization Inhibitory Activity (HPIA) Assay of Antiplasmodium of (1)-N-(3,4-Dimethoxybenzyl)-1,10-Phenanthrolinium Bromide from Vanillin Dhina Fitriastuti; Muhammad Idham Darussalam Mardjan; Jumina Jumina; Mustofa Mustofa
Indonesian Journal of Chemistry Vol 14, No 1 (2014)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (263.489 KB) | DOI: 10.22146/ijc.21260

Abstract

The synthesis of (1)-N-(3,4-dimethoxy-benzyl)-1,10-phenanthrolinium bromide had been conducted from vanillin. Heme polymerization inhibitory activity assay of the synthesized antiplasmodium has also been carried out. The first step of reaction was methylation of vanillin using dimethylsulfate and NaOH. The mixture was refluxed for 2 h to yield veratraldehyde in the form of light yellow solid (79% yield). Methylation product was reduced using sodium borohydride (NaBH4) with grinding method and yielded veratryl alcohol in the form of yellow liquid (98% yield). Veratryl alcohol was brominated using PBr3 to yield yellowish black liquid (85% yield). The final step was benzylation of 1,10-phenanthroline monohydrate with the synthesized veratryl bromide under reflux condition in acetone for 14 h to afford (1)-N-(3,4-dimethoxy-benzyl)-1,10-phenanthrolinium bromide (84%) as yellow solid with melting point of 166-177 °C. The structures of products were characterized by FT-IR, GC-MS and 1H-NMR spectrometers. The results of heme polymerization inhibitory activity assay of (1)-N-(3,4-dimethoxybenzyl)-1,10-phenanthrolinium bromide showed that it had IC50 HPIA of 3.63 mM, while chloroquine had IC50 of4.37 mM. These results indicated that (1)-N-(3,4-dimethoxybenzyl)-1,10-phenanthrolinium bromide was more potential antiplasmodium than chloroquine.
The Acid Catalyzed Reaction of α-Pinene Over Y-Zeolite Nanik Wijayati; Harno Dwi Pranowo; Jumina Jumina; Triyono Triyono
Indonesian Journal of Chemistry Vol 13, No 1 (2013)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (2849.884 KB) | DOI: 10.22146/ijc.21327

Abstract

The hydration of α-pinene has been studied in the presence of Y-zeolite (Si/Al = 2.89) as a solid acid catalyst. The reaction was performed in batch reactor in isopropyl alcohol at various temperature and reaction time with magnetic stirrer. The acid catalyst hydration reaction of a-pinene yields a complex mixture of monoterpenes, alcohols and hydrocarbons. The selectivity of α-terpineol (the monocyclic alcohol) as main product was 59.20% with a conversion of 83.83% and the non alcoholic as the isomerization co-product as 30% after 60 min at 65 °C. The conversion and selectivity to α-terpineol increase significantly with in increase in temperature and reaction times.
SYNTHESIS AND ANTIPLASMODIAL ACTIVITY TESTING OF (1)-N-ALKYL- AND (1)-N-BENZYL-6-NITRO-1,10-PHENANTHROLINIUM SALTS AS NEW POTENTIAL ANTIMALARIAL AGENTS Ruslin Hadanu; Sabirin Mastjeh; Jumina Jumina; Mustofa Mustofa; Eti Nurwening Sholikhah; Mahardika Agus Wijayanti
Indonesian Journal of Chemistry Vol 12, No 2 (2012)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (799.561 KB) | DOI: 10.22146/ijc.21356

Abstract

The synthesis of 5-nitro-1,10-phenanthroline hydrate 2 derivatives from 1,10-phenanthroline monohydrate as starting material has been carried out. The 5-nitro-1,10-phenanthroline hydrate 2 was obtained through nitration reaction using H2SO4 and HNO3 as catalyst and reagent, respectively. Synthesis of (1)-N-alkyl-6-nitro- and (1)-N-benzyl-6-nitro-1,10-phenanthrolinium have been prepared using dimethyl sulphate (DMS), diethyl sulphate (DES), benzyl chloride, benzyl bromine, and benzyl iodide. The reagents of benzyl bromine, and benzyl iodide were synthesized from benzyl chloride using NaBr in ethanol absolute and NaI in acetone, respectively. The five compounds of 5-nitro-1,10-phenanthroline hydrate 2 derivatives were conducted to evaluate the in vitro antiplasmodial activity. The in vitro antiplasmodial was evaluated on strains of Plasmodium falciparum FCR-3 resistant chloroquine and D10 sensitive chloroquine. The 50% inhibition concentration (IC50) of the five compounds ranged from 2.41±1.41 to 0.07±0.01 μM. The results showed that the (1)-N-benzyl-6-nitro-1,10-phenanthrolinium iodide had highest antiplasmodial activity.
STUDY ON THE ADSORPTION PROPERTIES OF NOVEL CALIX[6]ARENE POLYMERS FOR HEAVY METAL CATIONS Susy Yunita Prabawati; Jumina Jumina; Sri Juari Santosa; Mustofa Mustofa; Keisuke Ohto
Indonesian Journal of Chemistry Vol 12, No 1 (2012)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (341.106 KB) | DOI: 10.22146/ijc.21368

Abstract

A research has been conducted to investigate the capability of a series of novel calix[6]arenes-based polymers: poly-monoallyloxycalix[6]arene (2a), poly-monoallyloxypenta-estercalix[6]arene (2b) and poly-monoallyloxypenta-acidcalix[6]arene (2c) for trapping of heavy metal cations such as Cd(II), Cu(II) and Cr(III). The existence of active hydroxy group (-OH) and with a tunnel-like structure of the polymers, caused the polymers can be used as adsorbents for heavy metals. The adsorption process was carried out in batch method in the variation of acidity (pH), contact time and initial concentration of metal ions. The results showed that the amount of adsorbed metal increased with the increasing of the pH of metal solution. For these three polymers, the amount of metal ions Cd(II), Cu(II) and Cr(III) adsorbed was optimum at pH 7, 6 and 5 respectively. The optimum contact time for Cd(II) and Cu(II) was 120 min, while that for Cr(III) was 60 min. Study of the adsorption kinetics showed that the adsorption of Cd(II), Cu(II) and Cr(III) using polymer 2a followed kinetics model of Ho. For adsorbent 2b and 2c, the adsorption kinetics of Cd(II) and Cr(III) also followed kinetics model of Ho while for the Cu(II) followed Lagergren kinetic models. Isothermal studies showed that the adsorption of metal ions on all adsorbents tend to follow the Langmuir isotherm. The adsorption energies of the three adsorbents were higher than 23 kJ/mole and polymer 2c has the largest adsorption capacity for Cr(III).
KINETICS AND EQUILIBRIUM MODEL OF Pb(II) AND Cd(II) ADSORPTION ONTO TETRAKIS-THIOMETHYL-C-4-METHOXYPHENYLCALIX[4]RESORCINARENE Suryadi Budi Utomo; Jumina Jumina; Dwi Siswanta; Mustofa Mustofa
Indonesian Journal of Chemistry Vol 12, No 1 (2012)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (370.022 KB) | DOI: 10.22146/ijc.21371

Abstract

The ability of tetrakis-thiomethyl-C-4-methoxyphenylcalix[4]resorcinarene for trapping Pb(II) and Cd(II) from aqueous solution at different pH, contact times, and initial metal concentration was investigated. Concentration of metal ions before and after interaction was analyzed by Atomic Absorption Spectrophotometer (AAS). The result indicated that tetrakis-thiomethyl-C-4-methoxyphenylcalix[4]resorcinarene is a good host for metal ions, where Cd(II) sorption capacity was higher than that of Pb(II). Effect of pH on batch experiments for the mentioned ions indicated that the optimum pH for metal binding were 5 for both of lead(II) and cadmium(II). In order to investigate the mechanism of adsorption, the 1st-order, pseudo 1st-order, and pseudo 2nd-order kinetic models were used. The adsorption model of metal ions on the resorcinarene followed pseudo second order of Ho & McKay expression. The equilibrium adsorption isotherm has been analyzed by Langmuir and Freundlich equations. Langmuir model had the higher correlation coefficient than that of Freundlich model.
SYNTHESIS OF POLY-5,7-DIALLYL-25,26,27,28-TETRAHYDROXYCALIX[4]ARENE Desi Suci Handayani; Jumina Jumina; Maulidan Firdaus; Triana Kusumaningsih
Indonesian Journal of Chemistry Vol 10, No 1 (2010)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (333.457 KB) | DOI: 10.22146/ijc.21492

Abstract

The synthesis of poly-5,7-diallyl-25,26,27,28-tetrahydroxycalix[4]arene were performed in experimental series as follows: (1) Cyclotetramerization of p-t-butylphenol with NaOH and paraformaldehyde to p-butylcalix[4]arene, (2) Debutylation of p-butylcalix[4]arene using AlCl3 and phenol to tetrahydroxycalix[4]arene, (3) Allylation reaction using allylbromide to diallyloxy-dihydroxycalix[4]arene, (4) Claisen rearrangement reaction, (5) Cationic polymerization to diallylcalix[4]arenes. All of the synthesized products were analyzed by means of IR spectrometer and 1H-NMR spectrometer. The result of 25,27-diallyloxy-26,28-dihydroxycalix[4]arene synthesis was white crystals having m.p. 205-207 °C in 80.95% yield. The synthesis of 5,7-diallyl-25,26,27,28-tetrahydroxy-calix[4]arene gave light yellow crystals having m.p. 214-216 °C in 78.67% yield. The polymerization gave poly(5,7-diallyl-25,26,27,28-tetra-hydroxycalix[4]arene) having m.p. 338-340 °C, in 60% yield. Its estimated has a relative molecular weight of 18,738 g/mol with the number of unit repetition about 37 monomer units.
TRANSPORT BEHAVIOR OF Cr(III), Cd(II), Pb(II), AND Ag(I) IONS THROUGH BULK LIQUID MEMBRANE CONTAINING p-tert-BUTYLCALIX[4]ARENE–TETRADIETHYLACETAMIDE AS ION CARRIER Maming Maming; Jumina Jumina; Dwi Siswanta; Hardjono Sastrohamidjojo; Keisuke Ohto
Indonesian Journal of Chemistry Vol 8, No 3 (2008)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (1848.228 KB) | DOI: 10.22146/ijc.21582

Abstract

The study on the transport behavior of Cr(III), Cd(II), Pb(II), and Ag(I) through bulk liquid membrane using p-tert-butylcalix[4]arene-tetradiethylacetamide as ions carrier has been conducted. The aims of this work are to determine the optimum condition, efficiency, and transport selectivity of the carriers for those ions. Both optimum condition and transport efficiency were obtained by determination of the concentration of transported ions with variation of the source phase pH, ion carrier concentration, the nature of decomplexant agent in the receiving phase, and transport time. The transport selectivity of the ion carrier was obtained from the ions competition transport experiments. The amount of Cr(III), Pb(II), Cd(II), and Ag(I) transported across liquid membrane were 11.6, 25.5, 39.5, and 42.1% respectively. The ion carrier is selective for Cd(II), Pb(II), Ag(I), and strongly depends on the nature of decomplexant agent as well as transport mechanism. The remarkable selectivity was shown by the ion carrier to Ag(I) when the transport process was carry out under high concentration of acid in the source phase.
GREEN CHEMISTRY APPLICATION FOR THE SYNTHESIS OF (1)-N-4’-METHOXYBENZYL-1,10-PHENANTHROLINIUM BROMIDE Maulidan Firdaus; Jumina Jumina; Chairil Anwar
Indonesian Journal of Chemistry Vol 8, No 3 (2008)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (957.228 KB) | DOI: 10.22146/ijc.21611

Abstract

A simple, energy-efficient, and relatively quick synthetic procedure for the synthesis of (1)-N-4'-methoxybenzyl-1,10-phenanthrolinium bromide, based on green chemistry principles has been carried out. The synthesis was started by solvent-free reduction of p-anisaldehyde with NaBH4 to give 4-methoxybenzyl alcohol in 98% yield to be followed by solvent-free treatment of the resulted alcohol with PBr3 to yield 4-methoxybenzyl bromide (86%). Furthermore, the obtained bromide was reacted with 1,10-phenanthroline in acetone at reflux for 12 h to give the phenanthrolinium salt target in 68% yield.