SINTESIS 2’,6’-DIHIDROKSI-3,4-DIMETOKSIKHALKON DAN 5- HIDROKSI-3’,4’-DIMETOKSIFLAVON SERTA UJI AKTIVITASNYA SEBAGAI ANTIBAKTERI SYNTHESIS OF 2’,6’-DIHYDROXY-3,4-DIMETHOXYCHALCONE AND 5- HYDROXY-3’,4’-DIMETHOXYFLAVONE WITH ITS ACTIVITY TEST AS ANTIBACTERIAL

ANGGA, STEVIN CAROLIUS, Sabirin Matsjeh

2016 | Skripsi | FMIPA

Synthesis of 2’,6’-dihydroxy-3,4-dimethoxychalcone and 5-hydroxy-3’,4’- dimethoxyflavone with its activity test as antibacterial have been carried out. This research was began with synthesis of chalcone through Claisen-Schmidt reaction by reacting veratraldehyde and 2,6-dihydroxyacetophenone with NaOH as base catalyst via grinding methods for 30 minutes at room temperature. Furthermore, flavone was synthesized through oxidative cyclization by refluxing the synthesized chalcone and I2 in dimethylsulfoxide for 45 minutes. Structure elucidation of chalcone and flavone compounds were confirm by FT-IR, GC-MS and 1H-NMR spectrometers. The produced compounds were tested for its antibacterial activity by agar well diffusion method against Gram positive (Staphyloccocus aureus, Bacillus cereus) and Gram negative bacteria (Salmonella typhimurium, Escherichia coli). The 2’,6’-dihydroxy-3,4-dimethoxychalcone was obtained as yellow solid in 20.08% yield and its melting point is 144-146 °C. The 5-hydroxy-3’,4’- dimethoxyflavone was obtained as brown solid in 68.90% yield and its melting point is 328-333 °C. Antibacterial test showed that produced compounds were active against Gram positive and Gram negative bacteria. Highest activity against Staphylococcus aureus, Bacillus cereus, Salmonella typhimurium, and Escherichia coli showed by its inhibition zone (mm)/tested compound concentration (ppm) for 2’,6’-dihydroxy-3,4-dimethoxychalcone were 2.97/1000; 4.52/1000; 3.94/1000; and 4.42/700 meanwhile for 5-hydroxy-3',4'- dimethoxyflavone were 3.22/1000; 4.82/1000; 4.20/1000; and 5.80/500 respectively.

Kata Kunci : flavone, chalcone, antibacterial