SINTESIS 2',6'-DIHIDROKSI-3,4-DIMETOKSIKHALKON DAN 5-HIDROKSI-3',4'-DIMETOKSIFLAVON SERTA UJI AKTIVITASNYA SEBAGAI TABIR SURYA; SYNTHESIS AND ACTIVITY TEST OF 2',6'-DIHYDROXY-3,4- DIMETHOXYCHALCONE AND 5-HYDROXY-3',4'- DIMETHOXYFLAVONE AS SUNSCREEN

TJANA, PUTU AYU KENANGA HARUM SARI, Sabirin Matsjeh

2016 | Skripsi | FMIPA

The synthesis of 2',6'-dihydroxy-3,4-dimethoxychalcone has been done by using two methods, grinding method with solvent and conventional method without solvent. Claisen-Schmidt condensation reaction in the formation of the compound 2',6'-dihydroxy-3,4-dimethoxychalcone use NaOH as a catalyst. Subsequently 2',6'-dihydroxy-3,4- dimethoxychalcone which has been formed by oxidative cyclization using iodine as a catalyst in DMSO solvent, resulting 5-hydroxy-3',4'- dimethoxyflavone. Products were analyzed by using FT-IR spectrometer, GC-MS, 1H-NMR and UV-Vis spectrophotometer. Both chalcone and flavon activities were in vitro tested as sunscreen compounds by using spectrophotometer UV-Vis. These results indicate that there is a difference between the yield of grinding method (20%) and conventional method (14%) in chalcone synthesized. The synthesis using grinding method requires shorter reaction and higher yield, making it more effective and environmentally friendly. The results of chalcone cyclization to be flavone compound by using oxidative cyclization reactions in generating yield of 69.75%. In vitro tested the activity showed both compounds have SPF values with minimal protection category against UV A. At a concentration of 30 ?g/mL, 2',6'-dihydroxy-3,4-dimethoxychalcone produce Sun Protection Factor (SPF) 2.089 and 5-hydroxy-3',4'-dimetoksiflavon at a concentration of 45 ?g/mL produce SPF 2.067.

Kata Kunci : Chalcone, flavone, sunscreen, in vitro.