SINTESIS (2E,5E)-2,5-BIS(3,4-DIMETOKSIBENZILIDIN) SIKLOPENTANON DAN EFEK SINERGISITASNYA DENGAN ASAM FERULAT SEBAGAI INHIBITOR ENZIM ALFA-AMILASE

DEVI NUR ANISA, Prof. Dr. Chairil Anwar, Dr. Endang Astuti, M.Si

2018 | Tesis | MAGISTER KIMIA

Sintesis senyawa analog kurkumin berbahan dasar veratraldehida, dan uji inhibisi enzim alfa-amilase serta sinergisitasnya dengan asam ferulat telah dilakukan. Tahap sintesis melibatkan kondensasi Claisen-Schimdt dari veratraldehida dan siklopentanon menggunakan katalis basa dalam pelarut etanol serta dilakukan dengan sonikasi selama 15 menit, menghasilkan senyawa analog kurkumin ((2E,5E)-2,5-bis(3,4-dimetoksibenzilidin)siklopentanon). Tahap berikutnya adalah uji inhibisi terhadap enzim �±-amilase dan sinergisitasnya dengan asam ferulat menggunakan iodin dan DNS sebagai reagen kemudian diukur absorbansinya dengan microplate reader pada panjang gelombang 550 nm dan dihitung % inhibisinya. Hasil sintesis analog kurkumin dari metode sonokimia yaitu padatan kuning dengan rendemen 85,71%, titik leleh 194 derajat celsius dan waktu reaksi 15 menit. Hasil uji inhibisi analog kurkumin terhadap enzim alfa-amilase menunjukkan %inhibisi sebesar 160,63% pada konsentrasi 0,25 mM (reagen iodin) dan 84,11% pada konsentrasi 1 mM (reagen DNS). Berdasarkan hasil studi analog kurkumin dengan asam ferulat menunjukkan aktivitas inhibisi yang lebih baik seiring penambahan konsentrasi senyawa analog kurkumin menggunakan reagen iodin dan pada reagen DNS menunjukkan hasil optimum pada komposisi (4:1) sebesar 80,13%.

Synthesis of curcumin analogs from veratraldehide and their inhibition test to alpha-amylase enzyme and their synergism effect with ferulic acid have been performed. The synthesis involves Claisen-Schimdt condensation reaction from veratraldehide and cyclopentanone catalyzed with base using ultrasound-assisted in 15 minute to yield curcumin analog ((2E,5E)-2,5-bis(3,4-dimethoxybenzylidene) cyclopentanone). After that, inhibition test of curcumin analog and its synergistic effect with ferulic acid against alpha-amylase enzyme using iodine and DNS as reagent. Inhibition percentages were calculated using the quantized absorbance results from microplate reader at 550 nm wavelength. Result of this sudy showed that curcumin analog yield a yellow colored solid material with rendement of 85.71% and melting point at 194 degree celcius. Inhibition test against alpha-amylase enzyme using curcumin anologue showed inhibition percentage of 160.63% at concentration 0.25 mM (with iodine as reagent) and 84.11% at konsentration 1 mM (with DNS as reagent). Based on the result of synergy study curcumin analogue indicated synergistic effect with ferulic acid that showed high inhibition percentage against �±-amylase enzyme with added curcumin analogue, and with DNS as reagent it was concluded that the optimum inhibition activity at the composition of curcumin analogue : ferulic acid (4:1) with an inhibition percentage of 80.13%.

Kata Kunci : analog kurkumin, alfa-amilase, sinergi, metode sonokimia