Sardjiman Sardjiman
1Pharmaceutical Chemistry Section, Faculty of Pharmacy, Gadjah Mada University, Yogyakarta 55281, Indonesia 2Curcumin Research Center (CRC), Faculty of Pharmacy, Gadjah Mada University, Yogyakarta 55281, Indonesia

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Activity test of 2,6-bis-(2-furilidine) sikloheksanonecompound antibacterial towards resistence Staphyloccus aureus bacteria Rahmawati, Ismi; Iswandi, Iswandi; Sardjiman, Sardjiman
Jurnal Sains Dasar Vol 3, No 2 (2014): Jurnal Sains Dasar
Publisher : Yogyakarta State University

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (3188.871 KB) | DOI: 10.21831/jsd.v3i2.4144

Abstract

The data that have been obtained in Indonesia by using samples of clinical material from the hospital, Staphylocccus aureusis proved to be resistant to penicilin and methicillin, tetracyclin, oxacilin, gentamicin, erytromycin, chloramphenicol, and trimethrophrim-sulfemethoxazole. The high resistant inStaphylocccus aureus bacteria encourage efforts to find drugs that have antibacterial activity. Furfural and its derivates are known to have antibacterial activity. The purpose of this study was to obtain derivate of furfural compound 2,6-bis-(2’-furilidyn)-sikloheksanone, which is expected to have antibacterial activity against drug resistant bacteria Methicillin resistant Stapylococcus aureus (MRSA). 2,6-bis-(2’-furilidyn)-sikloheksanone synthesis was done with starting materials ofcyclohexanone (0,0121 mol)and furfural (0,0121 mol), using KOH 7,5% as catalys in the aquadest solvent. The purity test were carried out with melting distance test, thin layer chromatography, and gas chromatography. Structure elucidation was performed with mass spectrometer analysis, IR, and spectrophotometer, H1-NMR. The syntesis result is then tested for its antibacterial activity againts MRSA bacteria with diffusion method to determine the inhibition diameter. The result of this study showed that 2,6-bis-(2’-furilidyn)-cyclohexanone has been successfully synthesized with an average yield of 73,60% ±0,204. Re-crystallization resulting in pure compound base on its melting range (1,90C), TLC (one spot Rf= 0,33), and GC (100% area). The results of the chemical structure elucidation by mass spectrometry, IR spectrophotometerand H-NMR spectrometer line with the target compound. The synthesis result has antibacterial activity with average of inhibition diameter at a concentration of 3,959mM/ml= 27 mm.   Keywords:synthesis, analog of curcumin, antibacterial
SYNTHESIS OF TETRAHYDROHEXAGAMAVUNON-5 AND TETRAHYDROHEXAGAMAVUNON-7 Ritmaleni, Ritmaleni; Praditya, Ian; Wibowo, Haryono; Sardjiman, Sardjiman
INDONESIAN JOURNAL OF PHARMACY Vol 26 No 2, 2015
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (666.238 KB) | DOI: 10.14499/indonesianjpharm26iss2pp103

Abstract

Synthesis of Tetrahydrohexagamavunon-5 (THHGV-5) and Tetrahydrohexagamavunone-7 (THHGV-7) were prepared by catalytic hydrogenation reaction on Hexagamvunon-5 (HGV-5) and Hexagamavunone-7 (HGV-7) by using gas H2 as source of hydrogen gas, Pd/C 10 % as metal catalyst and methanol as solvent at room temperature. The products were characterized by IR Spectroscopy, Gas Chromatography-Mass Spectroscopy (GCMS), 1D-NMR (1H-NMR and 13C-NMR) and 2D-NMR (1H-13C HMQC) Spectroscopy to determine the product structure molecules. According to the data of IR, GC-MS, 1H-NMR, 13C-NMR and 1H-13C HMQC spectra, the products are THHGV-5 and THHGV-7 as white crystalline powders. Key words:Tetrahydrohexagamavunon-5, Tetrahydrohexagamavunone-7, Hexagamvunon-5, Hexagamavunone-7
SINTESIS 2,6-BIS(2′-HIDROKSIBENZILIDIN)SIKLOHEKSANON DARI HIDROKSIBENZALDEHID DAN SIKLOHEKSANON DENGAN KATALIS NATRIUM HIDROKSIDA Ramadhan, Adam M.; Utami, Dwi; Sardjiman, Sardjiman
Journal of Tropical Pharmacy and Chemistry Vol 3 No 1 (2015): Journal of Tropical Pharmacy and Chemistry
Publisher : Faculty of Pharmacy, Universitas Mulawarman, Samarinda, Indonesia, 75117

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (564.132 KB) | DOI: 10.25026/jtpc.v3i1.82

Abstract

The synthesis of ciklovalon (HGV-0) analogue was done by substituent modification on aromatic ring. One of the ciklovalon analogues is 2,6-bis(2′-hydroxybenzylidene)cyclohexanone. The objective of this study was obtaining the amount of mol NaOH catalyst in order to find the highest rendement.  The synthesis of 2,6-bis(2′-hydroxybenzylidene)cyclohexanone has been done using aldol condentation reaction from 2′-hydroxybenzaldehyde and cyclohexanone. The variation of mol catalyst NaOH used in this research were 0.2 mole; 0.4 mole and 0.8 mole. The synthesized product was purified by recrystalization with ethanol and cold water. The structure of the synthesized compound was determined by UV-Vis, IR, 1H-NMR, and GC-MS.  The result showed that the average rendement the variation of mol catalyst NaOH 0.2 mole; 0.4 mol and 0.8 mole were (25.12±0.86)%, (11.23±0.40)% and (9.50±0.56)%. The highest rendement was obtained when the 0.2 mole NaOH used. Statistical analysis using tukey test resulted significant differences. The spectroscopic analysis using UV-Vis, IR spectrometry, 1H-NMR spectrometry, and GC-MS showed that synthesized compound was 2,6-bis(2′-hydroxybenzylidene)cyclohexanone.   Keywords: 2,6-bis(2′-hydroxybenzylidene)cyclohexanone, synthesis, catalyst, rendement     ABSTRAK   Sintesis analog siklovalon (HGV-0) dilakukan melalui modifikasi substituen pada cincin aromatiknya. Salah satu analog siklovalon tersebut adalah 2,6-bis(2′-hidroksibenzilidin)sikloheksanon. Tujuan penelitian adalah untuk mengetahui jumlah mol katalis NaOH yang menghasilkan rendemen paling besar.  Sintesis 2,6-bis(2′-hidroksibenzilidin)sikloheksanon dilakukan melalui reaksi kondensasi aldol dari 2-hidroksibenzaldehid dan sikloheksanon dengan menggunakan katalis natrium hidroksida. Variasi jumlah mol katalis NaOH yang digunakan dalam penelitian ini adalah 0,2 mol; 0,4 mol dan 0,8 mol. Pemurnian hasil sintesis dilakukan dengan rekristalisasi menggunakan etanol dan aquades dingin. Struktur senyawa hasil sintesis ditentukan dengan cara spektrofotometri UV-Vis, spektrometri Inframerah, spektrometri Resonansi Magnetik Inti (1H-RMI), dan GC-MS.  Dari hasil penelitian menunjukkan bahwa rerata rendemen dari variasi jumlah mol NaOH 0,2 mol; 0,4 mol dan 0,8 mol berturut-turut adalah (25,12±0,86)%, (11,23±0,40)% dan (9,50±0,56)%. Rendemen paling optimal diperoleh pada jumlah mol katalis NaOH 0,2 mol. Hasil uji Tukey menunjukkan adanya perbedaan yang signifikan pada masing-masing kelompok. Berdasarkan data spektrofotometri UV-Vis, spektrometri Inframerah, spektrometri 1H-RMI, dan GC-MS menunjukkan bahwa senyawa yang dihasilkan adalah 2,6-bis(2′-hidroksibenzilidin) sikloheksanon. Kata kunci: 2,6-bis(2′-hydroxybenzylidene)cyclohexanone, sintesis, katalis,  rendemen
Kurkumin Analog, PGV-0 dan GVT-0 Menghambat Absorpsi Kolesterol dengan Penghambatan Aktivitas Enzim Li SARI, IKA PUSPITA; NURROCHMAD, ARIEF; SETIAWAN, IRFAN MURIS; SARDJIMAN, SARDJIMAN
JURNAL ILMU KEFARMASIAN INDONESIA Vol 11 No 2 (2013): JIFI
Publisher : Fakultas Farmasi Universitas Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (337.073 KB)

Abstract

Kurkumin sejak lama dikenal memiliki aktivitas sebagai antiinflamasi sekaligus antikolesterol. Senyawa-senyawa analog kurkumin seperti Pentagamavunon-0 (PGV-0) dan Gamavuton-0 (GVT-0) yang disintesis oleh Fakultas Farmasi UGM juga dikenal memiliki aktivitas antiinflamasi, bahkan PGV-0 memiliki aktivitas antiinflamasi lebih kuat dibanding kurkumin. Makin meningkatnya penyakit degeneratif khususnya hiperlipidemia mendorong dilakukannya penelitian menggali kemungkinan senyawa analog kurkumin sebagai antikolesterol. PGV-0 dan GVT-0 diberikan kepada tikus jantan yang telah terlebih dahulu diinduksi dengan pakan diet lemak tinggi (DLT) selama 30 hari. PGV-0 (dosis 20 mg/kg bb, GVT-0 (dosis 60 mg/kg bb) serta kontrol positif dengan orlistat (dosis 10,8 mg/kg bb) diberikan kepada tikus pada hari ke-30 hingga 45. Tikus tetap diberi pakan DLT sampai hari ke-45. Pada hari ke-0, 30 dan 45 dilakukan penetapan kadar kolesterol darah tikus serta penetapan aktivitas enzim lipase dari darah tikus. Orlistat, PGV-0 maupun GVT-0 mampu menurunkan kadar kolesterol tikus secara bermakna berkisar 23-33% (P≤0,05) dibandingkan kontrol.
Antioxidant Activity Test of 2,6-bis-(2’-furilidyn)-Cyclohexanone, ; 2,5-bis-(2’-furilidyn)-Cyclopentanone; 1,5-Difuryl-1,4-pentadien-3-one Rahmawati, Ismi; Rejeki, Endang Sri; Sardjiman, Sardjiman
Indonesian Journal of Cancer Chemoprevention Vol 1, No 1 (2010)
Publisher : Indonesian Society for Cancer Chemoprevention

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.14499/indonesianjcanchemoprev1iss1pp38-42

Abstract

Antioxidant is an essential compound to keep man’s health due to its function as radical scavenging. Curcumin analog compounds can function as antioxidant (Sardjiman, 2000). The aim of the experiment was to find out the antioxidant activity of 2,.6-bis-(2’-furilidin)-cyclohexanone, 2,.5-bis-(2’furilidin)-cyclopentanone, and 1,.5-difuril-1.4-pentadien-3-one compounds, and the antioxidant activity of each compound against DPPH  radical with IC50 parameter as well as the correlation of compounds structure’s activities against antioxidant. The antioxidant activity of curcumin analog compounds wereas tested against DPPH free radical. The test was conducted in 5 series of concentrations by adding 4.0 ml test solutions with 1.0 ml DPPH. The antioxidant activity against free radical was measured usingwith spectrophotometer at 517 nm wavelength and determined for the IC50 value. The experiment employed rutin as positive control. The result of the experiment showed that curcumin analog compounds have antioxidant activity with IC50 of rutin, 2,.6-bis-(2’-furilidin)-cyclohexanone, 2,.5-bis-(2’furilidin)-cyclopentanone, and 1,.5-difuril-1.4-pentadien-3-one as follows: 4.93 ppm, 22.73 ppm, 20.67 ppm, and 18.80 ppm  respectively. The highest antioxidant activity belonged to 1,.5-difuril-1.4-pentadien-3-one compound which is 18.80 ppm . Correlation of activity structure of the 3 compounds can be seen from the log p parameter and energy space of HOMO-LUMO.Key words: Antioxidant, DPPH, Analog Curcumin