DESAIN DAN SINTESIS SENYAWA ACES (ANALOG CURCUMIN SERIES) DENGAN METODE SOLID PHASE REACTION SEBAGAI SENYAWA ANTIKANKER POTEN DENGAN MEKANISME MENGHAMBAT PROTEIN NF-kB
Abstract: Analog of curcumin in forms of enone and
dienone aromatic is known for their activity as an NF-κB inhibitor. In this
study, will be synthesize 2-(4'-N, N-dimethylamino benzilidine)
cyclohexane-1,3-dione as an analog that predicted has an activity as an NF-κB
inhibitor. This research was conducted based on the crossed aldol condensation
reaction by reacting 3 mmole pN,N-dimethylamino benzaldehide and 6 mmole
cyclohexane-1,3-dione with hydrochloric acid as the catalyst using solid phase
reaction method. Based on computational analysis, 2-(4'-N,Ndimethylamino
benzilidine) cyclohexane-1,3-dione showed a better interaction with NF-κB
protein with PLANTSPLP score was -69,7895. The outcome of the reaction was
yellow colored powder, no odor and soluble in hydrochloric acid 3N. The yield
value was 78.8%. Liquid chromatography showed 100% purity. The melting point
range was 237.5-240.3°C. The results of structure elucidation by 1H-NMR,
infrared and mass spectroscopy tests indicated the compound was
2-(4-(dimetilamino)benzilidena)-4-(3-oksosiklohex-1-enil)
sikloheksana-1,3-dion.
Key words: 2-(4'-N,
N-dimethylamino benzilidine) cyclohexane-1,3-dione, crossed aldol condensation,
solid phase reaction
Penulis: Monica Sabrina
Widiapranolo, Eva Mayangsari, Venny Valeria, Jeffry Julianus
Kode Jurnal: jpfarmasidd130304