This study aimed to evaluate the antibacterial properties of ethyl-<em>p</em>-methoxycinnamate and <em>p</em>-methoxycinnamate acid from Kaempheria galanga L. Ethyl-<em>p</em>-methoxycinnamate was isolated from the <em>n</em>-hexane rhizome extract of <em>Kaempheria galanga L</em>. Separation and purification of this compound was carried out with vacuum liquid chromatography and column chromatography. Hydrolysis of ethyl-<em>p</em>-methoxycinnamic under alkaline conditions obtained <em>p</em>-methoxycinnamic acid with a good yield of 85 %. The structure of the compounds were charactrized with IR, NMR spectrophotometer (<sup>1</sup>H-NMR and <sup>13</sup>C-NMR) and mass spectrophotometer. The antibacterial properties of the compounds were evaluated using microdilution methods against <em>B. cereus</em> ATCC 11778, <em>L. monocytogenes</em> ATCC 7644, <em>E. coli</em> ATCC 25922, <em>S. enterica sv Typhimurium</em> ATCC 14028, and <em>E. aerogenes</em> ATCC 13048. The compounds showed weak antibacterial properties. Only ethyl <em>p</em>-methoxycinnamate showed the strongest antibacterial activity, especially against <em>B. cereus</em> ATCC 11778 bacteria with MIC values of 62.5 mg /mL. The change of the functional groups provided no significant impact on the antibacterial activity.
<p>Senyawa 3,4,4’-trimetoksikalkon dapat disintesis dari 4-metoksi asetofenon dan 3,4-dimetoksi benzaldehid melalui reaksi <em>Claisen-Schmidt</em>. Reaksi <em>Claisen-Schmidt</em> dipengaruhi jumlah katalis basa dan lama reaksi. Penelitian ini bertujuan untuk mengetahui variasi waktu reaksi dan jumlah NaOH terhadap rendemen 3,4,4’-trimetoksikalkon. Penelitian ini meliputi sintesis 10 mmol 3,4,4’-trimetoksikalkon dari 10 mmol 4-metoksi asetofenon dan 3,4-dimetoksi benzaldehid dengan jumlah katalis NaOH 2, 4, 8, 12, 16 dan 20 mmol dengan waktu reaksi pembentukan enolat 1, 2, 3, 4 dan 5 jam. Hasil sintesis diuji kemuriannya dengan Kromatografi Lapis Tipis (KLT) dan titik lebur kemudian dikarakterisasi dengan spektrofotometri UV-<em>visibl</em><em>e</em> dan <em>Nuclear Magnetic Resonance</em> (NMR). Peningkatan konsentrasi NaOH dari 2, 4 dan 8 mmol meningkatkan rendemen hasil sintesis dari 60,06%; 62,60% dan 80,19%, tetapi penambahan NaOH di atas 8 mmol menurunkan rendemen. Peningkatan waktu reaksi dari 1, 2 dan 3 jam meningkatkan rendemen dari 74,20%; 78,61% dan 87,66 %, tetapi penambahan waktu 4 dan 5 jam menurunkan rendemen. Analisis KLT menunjukkan bahwa hasil sintesis murni dengan titik lebur 82 – 85 <sup>o</sup>C. Karakterisasi menggunakan UV-visibel dan NMR menunjukkan senyawa hasil sintesis adalah 3,4,4’-trimetoksikalkon. Konsentrasi NaOH dan lama waktu reaksi pembentukan enolat mempengaruhi rendemen sintesis 3,4,4’-trimetoksikalkon dengan rendemen terbesar menggunakan katalis NaOH 8 mmol dengan waktu reaksi pembentukan enolat selama 3 jam.</p>
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