SINTESIS ANALOG KURKUMIN MONOKETON BERBAHAN DASAR PARA-DIMETILAMINOBENZALDEHIDA DAN UJI AKTIVITASNYA SEBAGAI INHIBITOR ENZIM ALFA-AMILASE

ARIFAH TRI JAYANTI, Dr. Endang Astuti M.Si dan Prof. Dr. Sabirin Matsjeh

2018 | Skripsi | S1 KIMIA

Sintesis analog kurkumin monoketon berbahan dasar para-dimetilaminobenzaldehida dan uji aktivitasnya sebagai inhibitor enzim alfa-amilase telah berhasil dilakukan. Sintesis ini dilakukan dengan tujuan memperoleh senyawa analog kurkumin dari para-dimetilaminobenzaldehida dengan aseton dan siklopentanon, melakukan uji aktivitas penghambatan senyawa analog kurkumin hasil sintesis terhadap enzim alfa-amilase, dan mengetahui tipe inhibitor senyawa analog kurkumin yang menghambat aktivitas enzim alfa-amilase. Penelitian ini dilakukan dengan mereaksikan para-dimetilaminobenzaldehida dengan aseton dan siklopentanon menggunakan pelarut etanol dan katalis KOH 5% yang dilakukan dengan metode refluks selama 50 menit pada suhu 50 derajat C. Hasil sintesis dikarakterisasi menggunakan FTIR, Direct Inlet-MS (DI-MS), 1H-NMR, dan 13C-NMR. Hasil sintesis analog kurkumin kemudian diuji aktivitas penghambatannya sebagai inhibitor enzim alfa-amilase menggunakan pereaksi iodin serta ditentukan tipe inhibitor analog kurkumin hasil sintesis. Produk hasil sintesis kurkumin yang diperoleh yaitu (1E,4E)-1,5-bis(4-(dimetilamino)fenil)penta-1,4-dien-3-on dengan rendemen 68,13% dan (2E,5E)-2,5-bis(4-dimetilamino)benzilidin)siklopentanon dengan rendemen 76,87%. Persen inhibisi tertinggi analog kurkumin hasil sintesis berturut-turut yaitu 96,91% dan 95,89 % pada konsentrasi 0,5 mM. Berdasarkan hasil penentuan nilai KM dan Vmaks maka diketahui tipe inhibitor analog kurkumin hasil sintesis berupa tipe inhibitor unkompetitif.

Synthesis of monoketone curcumin analogue from para-dimethylaminobenzaldehyde and its activity test as inhibitor of alfa-amylase enzyme has been done. The aims of the synthesis are to obtain curcumin analog compound from para-dimethylaminobenzaldehyde by reaction with acetone and cyclopentanone, to test the inhibition activity of curcumin analogue on alfa-amylase enzyme, and to know the type of inhibitor of analogue monoketone curcumin.The synthesis was initiated by reacting para-dimethylaminobenzaldehyde with aceton and cyclopentanone using ethanol as a solvent in the presence of KOH 5% catalyst by reflux method for 50 min at 50 degree C. The products were characterized using FTIR, Direct Inlet-MS, 1H-NMR, and 13C-NMR. Inhibitory activity as an amylase enzyme inhibitor was tested using iodine reagent and the inhibitor type of product was determined. The curcumin synthesis products obtained were (1E,4E)-1,5-bis(4- (dimethylamino)phenyl)penta-1,4-dien-3-on with 68.13% yield and (2E, 5E)-2,5-bis(4-dimethylamino)benzylidine)cyclopentanone with 76.87% yield. The highest inhibition percentages of curcumine analogue were 96.91% and 95.89% respectively at 0.5 mM concentration. The determination of KM and Vmax showed that the type of curcumin analogue products are uncompetitive inhibitor type

Kata Kunci : kurkumin, para-dimetilaminobenzaldehida, enzim alfa-amilase