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All Journal Pharmaciana: Jurnal Kefarmasian Indonesian Journal of Cancer Chemoprevention
. Sardjiman
Faculty of Pharmacy, Gadjah Mada University  
Biochemistry, Genetics & Molecular Biology Medicine & Pharmacology

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SINTESIS 4–HIDROKSI–5–KLORO–3–METOKSIBENZALDEHID DAN ELUSIDASI STRUKTURNYA Warsi, .; Sardjiman, .; Riyanto, Sugeng
PHARMACIANA Vol 2, No 2: November 2012
Publisher : PHARMACIANA

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Abstract

Telah dilakukan sintesis senyawa baru dengan reaksi klorinasi vanilin yang bertujuan untuk menghasilkan vanilin terklorinasi sebagai bahan dasar dalam sintesis analog kurkumin dengan substituen –Cl pada inti aromatiknya. Senyawa ini telah dilakukan elusidasi strukturnya. Reaksi klorinasi vanilin dilakukan dengan gas Cl2, yang merupakan hasil reaksi dari kaporit dengan asam klorida pekat. Reaksi ini berlangsung pada temperatur 35ºC selama 30 menit dalam katalis AlCl3 dan digunakan THF sebagai pelarut. Kemurnian senyawa hasil sintesis ditentukan berdasarkan titik leburnya serta kromatografi lapis tipis. Identifikasi struktur senyawa hasil sintesis dilakukan menggunakan teknik spektrometri, meliputi spektra UV–Vis, spektra inframerah (cm-1, KBr) dan spektra resonansi megnetik inti proton (_, ppm, DMSO–d6, 1H–NMR, 500 MHz). Reaksi klorinasi vanilin menghasilkan 4–hidroksi–5–kloro–3–metoksibenzaldehid yang berwarna kuning, dengan titik lebur 163,3–164,8ºC. Rendemen rata–rata yang dihasilkan sebesar 40,54 %.
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, .
Indonesian Journal of Cancer Chemoprevention Vol 1, No 1 (2010)
Publisher : Indonesian Research Gateway

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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. 
Co-Authors Endang Sri Rejeki Ismi Rahmawati Sugeng Riyanto