SINTESIS SENYAWA 2AKSEN,4AKSEN-DIHIDROKSI-4-KLOROKHALKON DAN SENYAWA 7-HIDROKSI-4AKSEN-KLOROFLAVANON SERTA UJI AKTIVITASNYA SEBAGAI ANTIBAKTERI

IIN KRISNA WIJAYANTI, Dr. Winarto Haryadi, M.Si. ; Prof. Drs. Sabirin Matsjeh, Ph.D.

2018 | Skripsi | S1 KIMIA

Sintesis senyawa 2aksen,4aksen-dihidroksi-4-klorokhalkon dan 7-hidroksi-4aksen-kloroflavanon serta uji aktivitasnya sebagai antibakteri telah dilakukan. Sintesis senyawa khalkon dilakukan melalui reaksi Claisen-Schmidt dari bahan awal 2,4-dihidroksiasetofenondan 4-klorobenzaldehida menggunakan katalis basa NaOH 40%. Senyawa khalkon yang diperoleh kemudian digunakan untuk sintesis senyawa senyawa flavanon. Sintesis senyawa 7-hidroksi-4aksen-kloroflavanon dilakukan dengan reaksi siklisasi oksidatif dengan mereaksikan senyawa 2aksen,4aksen-dihidroksi-4-klorokhalkon dengan natrium asetat dalam pelarut etanol:air 10:3. Senyawa 2aksen,4aksen-dihidroksi-4-klorokhalkon dan 7-hidroksi-4aksen-kloroflavanon dilakukan elusidasi struktur dengan menggunakan spektrometer FT-IR, DI-MS, TLC Scanner dan 1H-NMR. Senyawa hasil sintesis diuji ativitas antibakterinya menggunakan metode difusi sumuran terhadap bakteri Staphylococcus aureus dan Salmonella thypimurium. Hasil sintesis khalkon diperoleh rendemen sebesar 24,58%, berwujud padatan berwarna kuning muda dan titik lebur sebesar 141-144 derajat C. Hasil sintesis flavanon diperoleh rendemen sebesar 69,34%, berwujud padatan berwarna kuning tua dengan titik lebur sebesar 160-163 derajat C. Hasil uji antibakteri terhadap senyawa khalkon dan flavanon memiliki aktivitas untuk bakteri Gram positif maupun bakteri Gram negatif. Senyawa khalkon memiliki aktivitas tertinggi pada konsentrasi 1000 ppm memiliki diameter zona hambat untuk bakteri Gram positif 18 mm dan bakteri Gram negatif 6 mm. Senyawa flavanon memiliki aktivitas tertinggi pada 1000 ppm memiliki diameter zona hambat untuk bakteri Gram positif 16 mm dan bakteri Gram negatif 6 mm.

Synthesis of 2accent,4accent-dihydroxy-4-chlorochalcone and 7-hydroxy-4accent-chloroflavanone compound with activity test for antibacterial agents have been carried out. Synthesis of 2accent,4accent-dihydroxy-4-chlorochalcone carried out by react some 4-chlorobenzaldehyde and 2,4-dihidroxyacetophenone with NaOH 40% as base catalyst. The chalcone that produced from the reaction was used for synthesis some flavanone. The synthesis of 7-hydroxy-4accent-chloroflavanone was carried out by react 2accent,4accent-dihydroxy-4-chlorochalcone with sodium acetate in ethanol:aquadest (10:3) with oxidative cyclization method. Structure elucidation of 2accent,4ccent-dihydroxy-4-chlorochalcone and 7-hydroxy-4accent-chloroflavanone that obtained were confirm by FT-IR, DI-MS,TLC Scanner and 1H-NMR spectrometers. The produced compound was determine their antibacterial activity by well diffusion methods against some bacteria as Staphylococcus aureus and Salmonella thypimurium. Compound 2accent,4accent-dihydroxy-4-chlorochalcone was successfully synthesized with a yield of 24.58%, the compound had bright yellow solid and melting point of 141-144 degree C. The compound 7-hydroxy-4accent-chloroflavanone was succesfully synthesized with a yield of 69.34%, the compound has dark yellow solid with a melting point of 160-163 degree C. Antibacterial test result on chalcone and flavanone, both of the compound have activity of antibacterial agent for Gram positive and Gram negative bacteria. For Gram positive bacteria Staphylococcus aureus chalcone compound has the highest activity at 1000 ppm 18 mm and for Gram negative Salmonella thypimurium at 1000 ppm 6 mm. Flavanone compound has the highest activity for positive bacteria Staphylococcus aureus at 1000 ppm 16 mm and Gram negative Salmonella thypimurium at 1000 ppm 6 mm.

Kata Kunci : flavanon, khalkon, uji aktivitas antibakteri