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SYNTHESIS OF FLAVANONE-6-CARBOXYLIC ACID DERIVATIVES FROM SALICYLIC ACID DERIVATIVE Mardjan, Muhammad Idham Darussalam; Ambarwati, Retno; Matsjeh, Sabirin; Wahyuningsih, Tutik Dwi; Haryadi, Winarto
Indonesian Journal of Chemistry Vol 12, No 1 (2012)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.21374

Abstract

Synthesis of flavanone-6-carboxylic acid derivatives had been conducted via the route of chalcone. The synthesis was carried out from salicylic acid derivative, i.e. 4-hydroxybenzoic acid, via esterification, Fries rearrangement, Claisen-Schmidt condensation and 1,4-nucleophilic addition reactions. Structure elucidation of products was performed using FT-IR, 1H-NMR, GC-MS and UV-Vis spectrometers. Reaction of 4-hydroxybenzoic acid with methanol catalyzed with sulfuric acid produced methyl 4-hydroxybenzoate in 87% yield. The acid-catalyzed-acetylation of the product using acetic anhydride gave methyl 4-acetoxybenzoate in 75% yield. Furthermore, solvent-free Fries rearrangement of methyl 4-acetoxybenzoate in the presence of AlCl3 produced 3-acetyl-4-hydroxybenzoic acid as the acetophenone derivatives in 67% yield. Then, Claisen-Schmidt condensation of the acetophenone and benzaldehyde derivatives of p-anisaldehyde and veratraldehyde in basic condition gave 2'-hydroxychalcone-5'-carboxylic acid derivatives  in 81 and 71 % yield, respectively. Finally, the ring closure reaction of the chalcone yielded the corresponding flavanone-6-carboxylic acids in 67 and 59% yield, respectively.
KINETICS STUDY ON NITRATION OF METHYL RICINOLEATE Abdullah, Abdullah; Triyono, Triyono; Trisunaryanti, Wega; Haryadi, Winarto
Indonesian Journal of Chemistry Vol 12, No 2 (2012)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.21351

Abstract

Kinetics parameter values of methyl ricinoleate nitration (rate constant, reaction order and the rate of reaction) have been determined. Nitration was carried out with both concentrations of HNO3 and acetic anhydride in excess to the concentration of methyl ricinoleate. Thus, the kinetics parameter value was only affected by the concentration of methyl ricinoleate. Based on kinetic study conducted, it could be concluded that the nitration follows pseudo first-order, and the reaction rate for methyl ricinoleate with initial concentration of 0.375, 0.325 and 0.250 M were 3.736 x 10-5, 2.471 x 10-5, and 1.724 x 10-5 M/s respectively, with the rate constant at 28 °C was 6.667 x 10-4 (s-1). Based on evaluation of FTIR spectra could be estimated that the nitration produces compounds containing functional groups of -NO3 and -NO2.
ANTIOXIDANT ACTIVITY AND ANTIKANKER DERIVATING BENZALASETON Handayani, Sri; Arianingrum, Retno; Haryadi, Winarto
Jurnal Penelitian Saintek Vol 18, No 1: April 2013
Publisher : Institute of Research and Community Services, Universitas Negeri Yogyakarta

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21831/jps.v18i1.1838

Abstract

Modification of vanillin structure to vanililacetone and divanililaseton and its activity test as antioxidant and anticancer have been done. The structural modification is carried out by condensation of the crosslinked aldol in an alkaline atmosphere with the aqueous ethanol solvent for 3 hours at 10 ° C. The antioxidant activity test on the synthesis compound was done by deoxyribose degradation method, while the anticancer activity test was done by MTT method. The results of antioxidant activity test show that the divanililaseton with IC50 is 873 ug / ml. more active than vanililacetone with IC50 of 11,765 ug / ml .. IC50 data for anticancer activity against cancer cell HeLa vanilinaseton and divanilinaseton respectively of 51.68 and 10.26 ug / ml. These results show that both compounds are very toxic to HeLa cancer cells.
EXTRACTION OF PALM OIL’S FREE FATTY ACIDS BY TRIETHYLAMMINE (TEA) IN POLAR-NONPOLAR MIX-SOLVENT Astuti, Endang; Haryadi, Winarto; Matsjeh, Sabirin
Indonesian Journal of Chemistry Vol 2, No 1 (2002)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.21932

Abstract

Palm oil contains unsaturated fatty acids that can be oxidated and can make rancidity of the palm oil. One of the trigliserida degradation products is free fatty acid. The usage of triethylammine (TEA) in the polar-nonpolar mix solvents could enhance the free fatty acids extraction efficiency. Free fatty acids extraction from palm oil was carried out for a minute with solvents ratio: TEA 0,00-0,20M in the following solvent: 0-99% diethyl ether + 99-0% ethanol + 1% water, % volume. The extraction was also performed in the following solvent: TEA 0,00-0,20M in 0-95% heptane + 95-0% isopropanol + 5% water, % volume. Reextraction was conducted for a minute by adding Na2SO4 1M. The alcohol layer which was rich with free fatty acid was taken out and the acid value was determined. As comparison, palm oil's free fatty acids was taken out with standard method by refluxing the sample in 95% alcohol for ten minutes. Identification of the free fatty acids was done by Gas Chromatography-Mass Spectrometer. The best solvent ratio for acid value determination was TEA 0,10-0,20M in the mix-solvent: 19% diethyl ether + 80% ethanol + 1% water, % volume and the extraction product contained 8 kind of free fatty acids. In addition, TEA 0,01M in the solvent: 95% isopropanol + 5% water, % volume could be obtained 8 kind of free fatty acids too. In contrary, the free fatty acid extraction by standard method contained 7 kind of fatty acids. Linoleic acid was the free fatty acid which could not be taken out by standard method. The usage of TEA in the proper polar-non polar mix-solvent was the complete method to determine free fatty acid contained in the palm oil.
Potensi Mikroalgae Isolat Asli Indonesia Sebagai Sumber Energi Terbarukan Haryadi, Winarto
PROSIDING SEMINAR KIMIA SEMINAR NASIONAL KIMIA 2014
Publisher : PROSIDING SEMINAR KIMIA

Show Abstract | Download Original | Original Source | Check in Google Scholar

Abstract

Sumber energi tak terbarukan makin menipis dan suatu ketika pasti habis Perlu eksplorasi sumber energi terbarukan. Sumber energi terbarukan tersebuttidak boleh menganggu sumber pangan
CYTOTOXICITY IDENTIFICATION OF THE SUPERNATANT OF Manihot esculenta Crantz RHIZOME AS RIBOSOME-INACTIVATING PROTEIN TO NORMAL CELL Astuti, Endang; Matsjeh, Sabirin; Haryadi, Winarto; Pranowo, Deni; Mulatsih, Nuning Sri
Indonesian Journal of Chemistry Vol 4, No 2 (2004)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (186.72 KB) | DOI: 10.22146/ijc.21857

Abstract

The supernatant of Manihot esculenta Crantz rhizome has been used as an alternative remedy of infectious and cancer in Jogjakarta. Cytotoxicity assay showed that  Manihot esculenta Crantz supernatant had cytotoxic effect to cancer cell line, namely Myeloma (LC50 = 180,24 μg/mL) and HeLa (LC50 = 415,55 μg/mL), but have a little cytotoxic effect to SiHa. This research was aimed to identify cytotoxic activity of Manihot esculenta Crantzs supernatant to normal cell, particularly to human mononuclear cell and Vero cell line, and to compare to the cancer cell lines. The result showed that supernatant of M. esculenta had cytotoxic effect to normal mononuclear cell (LC50 = 564,00 μg/mL) and Vero cell line (LC50 = 686,00 μg/mL). The supernatant of M. esculenta had the highest cytotoxic activity to myeloma and relatively toxic to cervix cancer HeLa and normal cell, but less to SiHa.   Keywords: Manihot esculenta Crantz, Ribosome-inactivating Protein (RIP), cytotoxic, normal cell, cancer cell
STUDY OF EPOXIDE DECYCLISATION OF CARYOPHYLENE OXIDE WITH SYNTHETIC ZEOLITE AS CATALYSTS Haryadi, Winarto; Muchalal, M.
Indonesian Journal of Chemistry Vol 4, No 2 (2004)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (263.633 KB) | DOI: 10.22146/ijc.21860

Abstract

The reaction of epoxide ring opening of caryophillene oxide has been done using zeolite H-Y, H-sodalit, and H-ZSM-5 as catalysts. The reactions were done in two types, there were in dioxane solvent at temperature of 110 oC and without solvent at temperature of 175 oC. The catalyst weight was 10 % from caryophillene oxide weight, and the time of reaction was four hours. The product of reaction was analyzed using GC, FTIR, and GC-MS. The reactions of caryophillene oxide in dioxane solvent with the three kinds of zeolites did not give any targeted product. Whereas, the reactions without solvent gave three main products, there was one compound with one group of secondary hidroxyl (secondary alcohol), and two compounds of ketone from caryophillene. The reaction product of caryophillene oxide obtained without using solvent with the three type of catalysts were then compared. Conversion of three main products produced by H-ZSM-5 catalyst, H-sodalit catalyst and H-Y catalyst were 82.11 %, 54.92 % and 38.53 % respectively. For that reason, the transformation of caryophillene oxide using H-ZSM-5 catalyst was considered to be the best selective product. The alcohol product was resulted from reaction between caryophillene oxide and Bronsted acid, and  the ketone products was resulted from the reaction with Lewis acid in zeolite.   Keywords: Epoxide ring opening, HY, H-sodalit and HZSM-5
PREPARATION OF ACTIVATED CARBON FROM SILK COTTON WOOD AND COCONUT SHELL BY PYROLISIS WITH CERAMIC FURNACE Haryadi, Winarto; Muchalal, Muchalal; Cahyono, Robby Noor
Indonesian Journal of Chemistry Vol 5, No 2 (2005)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (191.669 KB) | DOI: 10.22146/ijc.21817

Abstract

Preparation of activated carbon from silk cotton wood and coconut shell has been done. Carbon was made by pyrolysis process in the Muchalal furnace with 3000 watt electric power. The electric power was increased gradually from 1000, 2000 and then 3000 watt with interval 2 hours during 7 hours. Carbon was activated in Muchalal furnace with 4000 watt electric power during 2 hours and flowed with nitrogen gas. Product of the activated carbon was compared to standart product with several analysis including the surface area, acetic acid adsorption, iod adsorption and vapour adsorption. The results of analysis showed that surface area for silk cotton wood carbon, coconut shell carbon, and E.Merck product were 288.8072 m2/g, 222.9387 m2/g and 610.5543 m2/g, respectively. Acetic acid adsorption for silk cotton wood carbon, coconut shell carbon, and standart product were 157.391 mg/g, 132.791 mg/g, and 186.911 mg/g, respectively. Iodine adsorption for cotton wood carbon, coconut shell carbon, and standart product were 251.685 mg/g, 207.270 mg/g and 310.905 mg/g, respectively. Vapour adsorption for cotton wood carbon, coconut shell carbon and standart product were 12%, 4%,and 14%., respectively Key words : Activated carbon, pyrolysis, Muchalal furnace
The Optimum Reaction Time, Activation Energy and Frequency Factor of Methyl Ricinoleate Nitration Abdullah, Abdullah; Triyono, Triyono; Trisunaryanti, Wega; Haryadi, Winarto
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 (2144.716 KB) | DOI: 10.22146/ijc.21323

Abstract

Determination of the optimum reaction time, activation energy (Ea) and frequency factor (A) of methyl ricinoleate nitration has been done. The nitration was conducted with the mole ratio of methyl ricinoleate to HNO3 of 1:15. The reaction was conducted at temperatures of 29 and 64 °C with a variation of reaction time for 10, 20, 30, 60, 90, 120, and 150 min. Determination of activation energy and frequency factor was performed in a temperature of 29, 33, 38, 44, 49, 57 and 64 °C. The results showed that the optimum reaction time is 90 min. The activation energy (Ea) and frequency factor (A) was 44.5 kJ/mol and 4.780 x 103 sec-1, respectively.
FRACTIONATION OF FATTY ACID OMEGA 3, 6 AND 9 FROM SNAIL (Achatina fulica) USING COLOUM CHROMATOGRAPHY Haryadi, Winarto; Triono, Sugeng
Indonesian Journal of Chemistry Vol 6, No 3 (2006)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (233.659 KB) | DOI: 10.22146/ijc.21739

Abstract

The extraction of fat from snail has been carried out by Soxhlet extractor with petroleum ether solvent. Fatty product from extraction was transesterificated in BF3/methanol solvent for an hour by reflux procedure, then extracted by n-hexane to produce methyl ester fatty acid. Free water fatty acid methyl ester was analyzed by Gas Chromatography-Mass spectrometer (GC-MS). Fatty acid ester was separated from its fractions use column chromatography in n-hexane, n-hexane:dietil eter (2:1 v/v), dietil eter, aseton, ethanol and methanol. This fractions wer also analized by GC-MS. From GC-MS data sheet can be obtained 5 fractions which details are; fraction 1 contains omega 3: 27.54 %, omega 6: 15.40 % and omega 9: 6.77 %. Fraction 2 contains omega 3: 3.08 %, omega 6: 15.62 % and omega 9: 10.72 %. Fraction 3 contains omega 6: 3.57 %, omega 9: 7.02 % and none omega 3 inside it. Omega 3, 6 and 9 cant be identification in fraction 4 and 5.   Keywords: extraction, transesterification, column chromatography, GC-MS