SINTESIS 2(apostrof),4(apostrof)-DIHIDROKSI-3,4-DIMETOKSIKHALKON DAN 7-HIDROKSI-3(apostrof),4(apostrof)-DIMETOKSIFLAVON SERTA UJI AKTIVITASNYA SEBAGAI TABIR SURYA SECARA IN VITRO

YEVIKA SUCI ARIFIA, Prof. Dr. Sabirin Matsjeh; Dr. Tri Joko Raharjo, M.Si.

2017 | Skripsi | S1 KIMIA

Sintesis 2(apostrof),4(apostrof)-dihidroksi-3,4-dimetoksikhalkon dan 7-hidroksi-3(apostrof),4(apostrof)-dimetoksiflavon serta uji aktivitasnya sebagai tabir surya secara in vitro telah dilakukan. Senyawa 2(apostrof),4(apostrof)-dihidroksi-3,4-dimetoksikhalkon telah disintesis dari 2,4-dihidroksiasetofenon dan veratraldehida. Campuran ditambahkan NaOH 50% dan etanol yang diaduk selama 24 jam pada suhu kamar. Senyawa 2(apostrof),4(apostrof)-dihidroksi-3,4-dimetoksikhalkon hasil sintesis disiklisasi secara oksidatif menggunakan iodin dalam DMSO, sehingga diperoleh senyawa 7-hidroksi-3(apostrof),4(apostrof)-dimetoksiflavon. Senyawa khalkon dan flavon yang dihasilkan diuji aktivitasnya sebagai senyawa tabir surya secara in vitro mengunakan spektrofotometer UV-Vis. Senyawa 2(apostrof),4(apostrof)-dihidroksi-3,4-dimetoksikhalkon yang dihasilkan berupa padatan kuning terang dengan randemen 37,33%. Siklisasi senyawa khalkon menghasilkan 7-hidroksi-3(apostrof),4(apostrof)-dimetoksiflavon yang berupa padatan kuning gelap dengan randemen 59,91%. Uji aktivitas tabir surya secara in vitro terhadap 2(apostrof),4(apostrof)-dihidroksi-3,4-dimetoksikhalkon menunjukkan bahwa senyawa tersebut mampu memberikan perlindungan maksimal terhadap radiasi UV-A pada konsentrasi 10 mikrogram/mL, pada konsentrasi yang sama senyawa 7-hidroksi-3(apostrof),4(apostrof)-dimetoksi flavon memberikan perlindungan dibawah minimal.

Synthesis of 2(apostrophe),4(apostrophe)-dihydroxy-3,4-dimethoxychalcone and 7-hydroxy-3(apostrophe),4(apostrophe)-dimethoxyflavone and their activity test as sunscreen with in vitro method has been done. The 2(apostrophe),4(apostrophe)-dihydroxy-3,4-dimethoxychalcone was syntesized from 2,4-dihydroxyacetophenone and veratraldehyde. The mixture was performed by using NaOH 50% as base and ethanol for 24 hour in room temperature. Furthermore, the 2(apostrophe),4(apostrophe)-dihydroxy-3,4-dimethoxy chalcone has been formed by oxydative cyclization used iodine as catalyst and DMSO as solvent, resulting 7-hydroxy-3(apostrophe),4(apostrophe)-dimethoxy flavone. Both chalcone and flavone activities were tested with in vitro method as sunscreen by using UV-Vis spectrofotometer. The result showed that 2(apostrophe),4(apostrophe)-dihydroxy-3,4-dimethoxychalcone compound has bees succesfully synthesized in 34.52 % yield. The oxydative cyclization of chalcone yielded the flavone compound in 59.91 %. Sunscreen activity test with in vitro method shows that chalcone compound have SPF values with maximum protection category againts UV-A at concentration 10 microgram/mL, while flavone compound at the same concentration have SPF values under minimal protection category.

Kata Kunci : khalkon, flavon, tabir surya, SPF