SYNTHESIS OF 7-hydroxy-4'-METOKSIFLAVANON AND TEST CELL cytotoxic against cervical cancer (HeLa) AND CANCER CELLS KOLON (WiDr) FOR IN VITRO
ABSTRACT: Synthesis of 7-hydroxy-4'-methoxyflavanone has been conducted using p-anisaldehyde which derived from anetol of fennel oils. The 7-hydroxy-4'-methoxyflavanone has been tested their cytotoxicity against cervical and colon cancer cells (HeLa and WiDr cell lines) to detemine the potential of the compound as a candidate of anticancer agent. Synthesis has been performed in two steps. The first step was synthesis of 2',4'-dihydroxy-4-methoxychalcone as an intermediate. The second step was cyclization of the chalcone to the flavanone. Synthesis of the chalcone was carried out by stirring at room temperature for 48 hours in the presence of KOH as catalyst. Cyclization of the chalcone to the flavanone was carried out by refluxing for 12 hours in ethanol in the presence of H2SO4 as catalyst. Cytotoxicity of 7-hydroxy-4'-methoxyflavanone was tested in vitro by MTT assay method. The compounds were analyzed by UV-Vis, FTIR, GC-MS, 1H and 13C NMR. The result showed that 7-hydroxy-4'-methoxyflavanone was successfully obtained as a bright yellow solids with melting points 172-174 ����¯�¿�½���¯���¿���½������¯������¿������½����¯�¿�½������¯����¯�¿�½������¿����¯�¿�½������½����¯�¿�½���¯���¿���½����¯�¿�½������¯����¯�¿�½���¯���¿���½����¯�¿�½������¿����¯�¿�½���¯���¿���½����¯�¿�½������½����¯�¿�½���¯���¿���½������¯������¿������½����¯�¿�½������¯����¯�¿�½������¿����¯�¿�½������½����¯�¿�½���¯���¿���½������¯������¿������½����¯�¿�½���¯���¿���½����¯�¿�½������ºC, and yield percentage of 56.67%. Cytotoxic test gave the IC50 values of HeLa and WiDr cell lines were 40.13 and 37.85 ����¯�¿�½���¯���¿���½������¯������¿������½����¯�¿�½������¯����¯�¿�½������¿����¯�¿�½������½����¯�¿�½���¯���¿���½����¯�¿�½������¯����¯�¿�½���¯���¿���½����¯�¿�½������¿����¯�¿�½���¯���¿���½����¯�¿�½������½����¯�¿�½���¯���¿���½������¯������¿������½����¯�¿�½������¯����¯�¿�½������¿����¯�¿�½������½����¯�¿�½���¯���¿���½������¯������¿������½����¯�¿�½���¯���¿���½����¯�¿�½������µg/mL, respectively. Based on the IC50 values were measured the 7-hydroxy-4'-methoxyflavanone has cytotoxicity quite active and can be potentially as a candidate of anticancer agent.
