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All Journal Jurnal Penelitian Saintek EKSAKTA: Journal of Sciences and Data Analysis Molekul: Jurnal Ilmiah Kimia
Chairil Anwar
Universitas Gadjah Mada
Chemical Engineering, Chemistry & Bioengineering Chemistry Decision Sciences, Operations Research & Management Earth & Planetary Sciences Materials Science & Nanotechnology

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SINTESIS ANALOG KURKUMIN 2,6-BIS-(E)-4-HIDROKSI-3-METOKSI BENZILIDIN)-SIKLOHEKSA-1-ON BERBAHAN DASAR VANILIN DENGAN KATALIS HCl Rahma Diyan Martha; Tutik Dwi Wahyuningsih; Chairil Anwar
Jurnal Penelitian Saintek Vol 25, No 2 (2020)
Publisher : Institute of Research and Community Services, Universitas Negeri Yogyakarta

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21831/jps.v25i2.34106

Abstract

Tujuan penelitian ini memodifikasi gugus β-diketon sehingga dapat meningkatkan stabilitas dari analog kurkumin.Metode yang digunakan yaitu sintesis senyawa analog kurkumin berbahan dasar vanillin sebagai sumber benzaldehida dan sikloheksanon sebagai sumber keton dengan katalis asam (HCl). Dianalisis dengan KLT dan instrumentasi FTIR,direct-MS,1H NMR dan 13C NMR. Dari hasil analisis titik leleh, KLT, FTIR, direct-MS, 1H- dan 13C-NMR, bahwa senyawa target telah terbentuk berupa padatan warna kuning kehijauan, memiliki titik leleh 210-212 °C dan rendemen 53,00% serta hasil KLT terdapat spot baru yang berfluorosensi. Sehingga, dapat disimpulkan bahwa senyawa analog kurkumin (2,6-bis-((E)-4-hidroksi-3-metoksibenzilidin)-sikloheksa-1-on) dapat disintesis melalui kondensasi aldol menggunakan starting material vanilin sebagai sumber benzaldehida dan sikloheksanon sebagai sumber keton dengan katalis asam (HCl).THE SYNTHESIS OF CURCUMINE ANALOGUE 2,6-BIS-(E)-4-HIDROKSI-3-METOKSI BENZILIDIN)-SIKLOHEKSA-1-ON FROM VANILIN WITH HYDROCLORIDE ACID CATALYSTThe aim of this study was to modify the β-dicetone group so as to increase the stability of the curcumin analogue. The method used is the synthesis of a curcumin analogue compound based on vanillin as a source of benzaldehyde and cyclohexanone as a source of ketones with an acid catalyst (HCl). Analyzed by TLC and FTIR instrumentation, direct-MS, 1H NMR and 13C NMR. From the analysis of melting point, TLC, FTIR, direct-MS, 1H- and 13C-NMR, that the target compound has been formed in the form of a greenish yellow solid, has a melting point of 210-212 ° C and a yield of 53.00% and the results of TLC are new fluorescent spot. Thus, it can be concluded that the curcumin analogue compound (2,6-bis - ((E) -4-hydroxy-3-methoxy benzylidine) -cyclohexa-1-on) can be synthesized through aldol condensation using vanillin as a source of benzaldehyde and cyclohexanone. as a source of ketones with an acid catalyst (HCl).
Antibacterial Activities of Green Basil (Ocimum Violaceum) Essential Oil and Derivatives By MAOS (Microwave Assisted Organic Synthesis) Against Staphyllococus Aureus and Escherichia Coli Dwiarso Rubiyanto; Hady Anshory; Hardjono Sastrohamidjojo; Chairil Anwar
EKSAKTA: Journal of Sciences and Data Analysis VOLUME 14, ISSUE 1, February 2014
Publisher : Fakultas Matematika dan Ilmu Pengetahuan Alam

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Abstract

Green basil (Ocimum violaceum , Linn.) plantis part of the varieties of basil (Ocimum basilicum, Linn.). Green basil essential oil (GBEO) contain chemical compounds that have an anti- bacterial activities . Methyl eugenol and methyl chavikol are in green basil oil has the potential to be used as a material which is biologically active. Conversion reaction of the compounds in GBEO with MAOS methods (microwave assisted organic synthesis) aims to obtain properties of the main chemical component in a wider sweet basil oil, and are also useful in an attempt to gain more valuable compounds for commercial and higher. The results showed that the optimum reaction conditions on the conversion reaction of compounds in GBEO with MAOS method with ethylene glycol as a solvent is 10 % KF/Al2O3as catalyst and reaction time 3 minutes , while the solvent is glycerol 10 % KF/Al2O3as catalyst and reaction time 2 minutes . Comparison of anti-bacterial activity resulting from this research are : the inhibitory activity to the growth of S. aureus bacteria have the following order : GBEO > green basilEG10-3 > green basil G10-2> amoxicillin with each inhibition zone diameter amounted to 30.7 mm, 21.1 mm, 18.2 mm and 13.4 mm. While the inhibitory activity to the growth of E.coli bacteria are : GBEO> green basil G10-2 >green basil EG10-3 > amoxicillin with each inhibition zone diameter of 21.1 mm, 15.6 mm , 15.2 mm and 7.9 mm . GBEO and its derivatives have minimal inhibitory concentrations below 1.25 %. From the results of the study found that the main derivates obtained are p-methoxy anisaldehyde , caryophyllene oxide , 3-methoxy cinnamaldehyde , humulena oxide and delta cadinol
Synthesis and Anticancer Activity of 2’-hydroxy-2-bromo-4,5-dimetoxychalcone Against Breast Cancer (MCF-7) Cell Line Retno Aliyatul Fikroh; Sabirin Matsjeh; Chairil Anwar
Molekul Vol 15, No 1 (2020)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (252.929 KB) | DOI: 10.20884/1.jm.2020.15.1.558

Abstract

Breast cancer is one of cancer causes of death in woman. Chemotherapy is one cancer treatment give toxic effects on normal cells. Alternative of cancer treatment by using flavonoid derivative have potent anticancer to reduce side effects of cancer. Chalcone is family of flavonoid that have biological activity. Chalcone derivatives have potential compound as anticancer agent. Chalcone with the presence halogen, metoxy group in ring B is know to inhibit cancer cells. The aims of this research were to synthesize chalcone derivate with bromo, methoxy, and hyroxy group in ring chalcone and to determine the anticancer activity of chalcone derivative. The chalcone derivative was synthesized from 2-hydroxyacetophenone with 2-bromo-4,5-dimethoxybenzaldehyde by Claisen-Schmidt reaction. In vitro cytotoxicity against breast cancer cell was tested by MTT assay method. The compound of 2’-hydroxy-2-bromo-4,5-dimethoxychalcone was yield in 78% as yellow solid. The IC50 of 2’-hydroxy-2-bromo-4,5-dimethoxychalcone was 42,19 µg/mL as a moderate activity to inhibiting breast cancer cell line. Cytotoxity of docorubicin againts breast cancer cell line more active than 2’-hydroxy-2-bromo-4,5-dimethoxychalcone with IC50 10,61 µg/mL. Doxorubicin as drug standar had better anticancer activity than 2’-hydroxy-2-bromo-4,5-dimethoxychalcone. Based on the IC50 value, the compound 2’-hydroxy-2-bromo-4,5-dimethoxychalcone has a moderate activity towards breast cancer cell lines. This study can recommend as candidate for anticancer againts breast cancer cell lines.
Co-Authors Dwiarso Rubiyanto Hady Anshory Hardjono Sastrohamidjojo Rahma Diyan Martha Retno Aliyatul Fikroh Sabirin Matsjeh Tutik Dwi Wahyuningsih