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All Journal Jurnal Studi Pemerintahan JURNAL KIMIA SAINS DAN APLIKASI Jurnal Natur Indonesia Pharmaciana: Jurnal Kefarmasian Sainteknol : Jurnal Sains dan Teknologi Gadjah Mada International Journal of Business agriTECH Jurnal Kebijakan dan Administrasi Publik Al-Kimia Jurnal Bioedukatika Indonesian Journal of Chemistry Chemistry Indonesian Journal of Chemical Research Dalton : Jurnal Pendidikan Kimia dan Ilmu Kimia Biota Molekul: Jurnal Ilmiah Kimia Berkala Penelitian Hayati INSECTA: Integrative Science Education and Teaching Activity Journal Molekul: Jurnal Ilmiah Kimia Biodik: Jurnal Ilmiah Pendidikan Biologi Bioma : Jurnal Ilmiah Biologi

Sabirin Matsjeh

Universitas Ahmad Dahlan

Author-ID : 317918

Agriculture, Biological Sciences & Forestry Biochemistry, Genetics & Molecular Biology Chemical Engineering, Chemistry & Bioengineering Chemistry Computer Science & IT Decision Sciences, Operations Research & Management Economics, Econometrics & Finance Education Engineering Environmental Science Immunology & microbiology Materials Science & Nanotechnology Medicine & Pharmacology Physics Public Health Social Sciences

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ANALISIS KOMPONEN KIMIA EKSTRAK METANOL FRAKSI PETROLEUM ETER DAUN EUPATORIUM ODORATUM DENGAN GC-MS Purwati Purwati; Sabirin Matsjeh
Molekul Vol 3, No 1 (2008)
Publisher : Universitas Jenderal Soedirman

The purpose of this investigation was to analize the organic compounds of Eupatorium odoratum leaf and identification of the compounds using Gas Chromatography Mass Spectrometry (GC-MS). The sample was soaked in metanol. The extract of metanol was partitioned using petroleum ether. The extracts obtained were analyzed and identified by GC-MS. The results showed that in the extract of petroleum ether contained the organic compounds: germacrene, isocaryophyllene, 2,6,6,9-tetramethyl-1,4,8-cycloundecatriene, 1-methyl-5-methylene-8-(1-methylethyl)-1,7-cyclodecadiene, 1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl) naphthalene, 1,12- dodecanediol, octahydro-1-(2-octyldecyl) pentalene, 3,7,11,15-tetramethyl-2-hexadecen-1-ol, methyl (12-acetyloxy)-9-octadecanoic, bis (2-ethylhexyl) phthalat, farnesol, 4,22-cholestadien-3-one and 1,2,3,5,6,7,8,8a-octahydro-1,4-dimethyl-7-(1-methylethenyl) azulene. In the extract of ethyl acetate contained the organic compounds: methyl heptadecanoic, hexadecanoic acid, methyl 13-octadecenoic, 14,16-octadecadienal and octadecanoic acid.

Two Isophalerin Compounds from Ethyl Acetate of Leave and Fruit of Mahkota Dewa (Phaleria macrocarpa (Scheff.) Boerl.) and Its Antibacterial Activity Susilawati Susilawati; Sabirin Matsjeh; Harno Dwi Pranowo; Chairil Anwar
Indonesian Journal of Chemistry Vol 15, No 2 (2015)
Publisher : Universitas Gadjah Mada

Mahkota dewa plant (Phaleria macrocarpa (Scheff.) Boerl.) which is belong to family of Thymelaeaceae is one of Indonesia's traditional medicines. The aim of this research is to isolate secondary metabolites from ethyl acetate extract of leave and fruit of mahkota dewa and to determine the molecular structure of isolated compounds using spectroscopic method and to know the antibacterial activity of the isolated compound. Sample was extracted with methanol, concentrated then extracted by n-hexane, chloroform and ethyl acetate. The compounds were separated and purified with column chromatography. The compound 1 was isolated from ethyl acetate extract of leave as white needle amorphous solid as 45 mg. The compound was identified by spectroscopic as 4,6-dihydroxy-4’-methoxybenzophenon-2-O-β-D-glucopyranoside and named isophalerin B. From the test results of antibacterial activity showed that the compound 1 (10 mg/mL) in ethanol has a weak activity against the bacteria S. aureus and E. coli. The compound 2 was isolated from ethyl acetate extract of fruit as peach needle crystal as 10 mg. The compound was identified by spectroscopic as 4,6-dihydroxy-4’-methoxybenzophenon-2-O-α-D-glucopyranoside and named isophalerin A.

Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone Elfi Susanti VH; Sabirin Matsjeh; Mustofa Mustofa; Tutik Dwi Wahyuningsih
Indonesian Journal of Chemistry Vol 14, No 2 (2014)
Publisher : Universitas Gadjah Mada

5-hydroxy-3',4'-dimethoxy flavone can be efficiently synthesized in two steps via the formation of 2',6'-dihydroxy-3,4-dimethoxy chalcone with good results. 2',6'-dihydroxy-3,4-dimethoxy chalcone as reactants for synthesis of flavones was prepared through Claisen-Schmidt condensation reaction between 2,6-dihydroxyacetophenones,3,4-dimethoxybenzaldehyde and solid NaOH in mortar for 15 min. The yield of the product (70%) is higher than conventional method (65%). This chalcone then oxidatively cyclized with iodine to form 5-hydroxy-3',4'-dimethoxy flavone (yield 62%). Compounds synthesized were characterized by spectroscopic (IR, 1H-NMR, and 13C-NMR).

SYNTHESIS 7-O-CARBOXYMETHYL-3’,4’-DIMETHOXYISOFLAVONE Andi Hairil Alimuddin; Sabirin Matsjeh; Chairil Anwar; Mustofa Mustofa
Indonesian Journal of Chemistry Vol 12, No 3 (2012)
Publisher : Universitas Gadjah Mada

Synthesis of 7-O-carboxymethyl-3',4'-dimethoxyisoflavone from 7-hydroxy-3',4'-dimethoxyisoflavone derived from eugenol had been done. 7-hydroxy-3',4'-dimethoxyisoflavone was first converted into 7-O-ethoxycarbonylmethyl-3',4'-dimethoxyisoflavone via substitution of hydroxyl group at 7-O position by ethyl-2 chloro acetate through bimolecular nucleophilic substitution reaction (SN2). Hydrolysis of ester group of 7-O-ethoxycarbonylmethyl-3',4'-dimethoxyisoflavone using KOH produce 7-O-carboxymethyl-3',4'-dimethoxyisoflavone in 93.4% yield as a white solid with melting point of 155-159 °C.

SYNTHESIS, CHARACTERIZATION AND ANTIOXIDANT ACTIVITY OF 7-HYDROXY-3',4'-DIMETHOXYFLAVONE Elfi Susanti VH; Sabirin Matsjeh; Tutik Dwi Wahyuningsih; Mustofa Mustofa; Tri Redjeki
Indonesian Journal of Chemistry Vol 12, No 2 (2012)
Publisher : Universitas Gadjah Mada

Synthesis of flavones and their derivatives has attracted considerable attention due to their significant pharmaceutical effects. 7-hydroxy-3',4'-dimethoxyflavone has been synthesized and its antioxidant activity has been investigated. Flavone was synthesized by oxidative cyclization of chalcone. 2',4'-dihydroxy-3,4-dimethoxychalcone was prepared by Claisen-Schmidt condensation of 2,4-dihydroxyacetophenones with 3,4-dimethoxybenzaldehydes in the presence of aqueous solution of sodium hydroxide and ethanol at room temperature. Oxidative cyclization of 2',4'-dihydroxy-3,4-dimethoxychalcone was done by using I2 catalyst in DMSO to form 7-hydroxy-3',4'-dimethoxyflavone. The synthesized compounds were characterized by means of their UV-Vis, IR, 1H-NMR and 13C-NMR spectral data. The compound was tested for their antioxidant activities by DPPH method.

ISOLATION ANTHOCYANIN FROM ROSELLE PETALS (Hibiscus sabdariffa L) AND THE EFFECT OF LIGHT ON THE STABILITY Siti Nuryanti; Sabirin Matsjeh; Chairil Anwar; Tri Joko Raharjo
Indonesian Journal of Chemistry Vol 12, No 2 (2012)
Publisher : Universitas Gadjah Mada

This study was conducted to isolate anthocyanins from roselle petals and testing the stability toward light. Isolation of anthocyanin was accomplished by extracting roselle petals using eluents with different polarity levels. Nonpolar compounds was eliminated using n-hexane, then semipolar compounds extracted with ethyl acetate and isolated anthocyanin by solvent mixtures of methanol-HCl 0.5%. Color test to determine the presence of anthocyanin was performed with NH3 vapor, Pb-acetate 1% and Pb-nitrate 5%. The structure of anthocyanin in the roselle flower was determined using UV-Vis spectrophotometer, FT-IR and 1H-NMR. Anthocyanin stability test of the influence of light carried out in a room without light conditions (dark room) and light 25 Watt at 31 °C. The results showed that the roselle petals contain anthocyanin cyanidin-3-glucoside. Light has been found to affect the stability of anthocyanin cyanidin-3-glucoside.

MACRONONE, A NOVEL DIEPOXYLIGNAN FROM BARK OF MAHKOTA DEWA (Phaleria macrocarpa (Scheff.) Boerl.) AND ITS ANTIOXIDANT ACTIVITY Susilawati Susilawati; Sabirin Matsjeh; Harno Dwi Pranowo; Chairil Anwar
Indonesian Journal of Chemistry Vol 12, No 1 (2012)
Publisher : Universitas Gadjah Mada

Mahkota dewa (Phaleria macrocarpa (Scheff.) Boerl.) which is belong to family of Thymelaeaceae is one of Indonesian traditional medicines. Chemical constituent has been isolated from bark of mahkota dewa. Sample was extracted with methanol. Concentrated methanol extract was extracted by n-hexane, chloroform and ethyl acetate. A Compound that separated and purified by column chromatography from ethyl acetate extract is a red spherical crystal (m.p. 94-95 °C). Its spot gave yellow fluorescence at TLC plate (UV366) and has optical rotation of -9.3°(c. 2 mg/mL, methanol). Structure elucidation by UV, IR, 1H-NMR, 13C-NMR and NMR 2 dimension (HMQC, COSY, HMBC and DEPT-135) spectroscopy show that the compound gives a name macronone. Computational chemistry calculation using Hyperchem on the level of semiempirical method PM3 was confirmed the conformation of macronone. DPPH method shows that macronone has lower antioxidant activity compare to the ethyl acetate extract.

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

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.

SYNTHESIS OF 5,7-DIHYDROXY-3’,4’-DIMETHOXYISOFLAVON FROM EUGENOL Andi Hairil Alimuddin; Sabirin Matsjeh; Chairil Anwar; Mustofa Mustofa
Indonesian Journal of Chemistry Vol 11, No 3 (2011)
Publisher : Universitas Gadjah Mada

Synthesis of 5,7-dihydroxy-3',4'-dimethoxyisoflavone from eugenol as isolated product of clove leaves oil had been done. Eugenol was firstly converted into 3,4-dimethoxybenzyl cyanide via several stages of reaction. Hoeben-Hoesch reaction of 3,4-dimethoxybenzyl cyanide with phloroglucin produced 3,4-dimethoxybenzyl-2',4',6'-trihydroxyphenyl ketone (deoxybenzoin intermediate) in 58% yield. Eventually, cyclization of the intermediate with reagents of BF3.OEt2/DMF/POCl3 yielded 5,7-dihydroxy-3',4'-isoflavone in 88% yield.

SYNTHESIS 7-HYDROXY-3’,4’-DIMETHOXYISOFLAVON FROM EUGENOL Andi Hairil Alimuddin; Muhammad Idham Darussalam Mardjan; Sabirin Matsjeh; Chairil Anwar; Mustofa Mustofa; Eti Nurwening Sholikhah
Indonesian Journal of Chemistry Vol 11, No 2 (2011)
Publisher : Universitas Gadjah Mada

Eugenol from the isolation of clove leaves oil had been utilized in the synthesis of 7-hydroxy-3',4'-dimethoxy-isoflavone based on deoxybenzoin intermediate. The raw material was firstly converted into methyleugenol using DMS (89.87%). Secondly, methyl eugenol was oxidized using KMnO4 to produce 3,4-dimethoxybenzyl carboxylic acid (21%). Friedel-Craft acylation of it with recorcinol produced 3,4-dimethoxybenzyl-2',4'-dihydroxyphenyl ketone (deoxybenzoin intermediate) in 78% yield. Eventually, cyclization of the intermediate with reagents of BF3.OEt2/DMF/POCl3 yielded 7-hydroxy-3',4'-isoflavone in 85% yield.

Co-Authors Ainun Mardiah Andi Hairil Alimuddin Andi Hairil Alimuddin Andi Hairil Alimuddin Andi Hairil Alimuddin Chairil Anwar Chairil Anwar Chairil Anwar Chairil Anwar Chairil Anwar Chairil Anwar Chairil Anwar Chairil Anwar Damayanti Iskandar Daratu Kusuma Eviana Putri Deni Pranowo Dewi Kumalasari Dwi Siswanta Dwi Siswanta Elfi Susanti V. H. Eti Nurwening Sholikhah Etika Dyah Puspitasari Fika Pita Loka Fikroh, Retno Aliyatul Hanoch J Sohilait HAPSARI, MAHARANI Hardjono Sastrohamidjojo Harno Dwi Pranowo Harno Dwi Pranowo Harno Dwi Pranowo Iqna Yudiyanti Ismiyarto Ismitarto J Stuart Grossert Jefry Presson Jumina Jumina Jumina Jumina Juni Lestari, Tri Tunggal Kapelle, Imanuel B. D. Kartika Sari, Prita Anggraeni KRISDIYATMIKO, KRISDIYATMIKO kusmiyati kusmiyati Kusmiyati kusmiyati La Harimu Lukas Pardosi Meta Permata Putri Mudasir Mudasir Mudasir Mudasir Mudasir Muhammad Idham Darussalam Mardjan Muhammad Idham Darussalam Mardjan Mustofa Mustofa Mustofa Mustofa Mustofa Mustofa Mustofa Mustofa Mustofa Mustofa Mutmainah Mutmainah Nanik Lestari Novia Suryani Nuniek Herdyastuti Nuniek Herdyastuti Nurohmah, Beta Achromi Oedjijono Oedjijono Pambudi, Wisnu Puji Lestari Purwati Purwati Puspitasari, Etika Dyah Ratna Dewi Kusumaningtyas Respati Tri Swasono Retno Aliyatul Fikroh Retno Aliyatul Fikroh Retno Ambarwati Rokhima Rostiani S Mursiti Santi Nur Handayani Sari Edi Cahyaningrum Siti Nuryanti Siti Nuryanti Sri Juari Santosa Sri Juari Santosa Susilawati Susilawati Susilawati Susilawati Syarifah Asyura Tri Joko Raharjo Tri Joko Raharjo Tri Redjeki Tutik Dwi Wahyuningsih Winarto Haryadi Winarto Haryadi Yuri Pradika Zulfah Az Zahra

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