Synthesis of 2, 4-disubstituted acridones and their evaluation for anticancer activity in MDR cells
By N.B Lonikar, Y.C Mayur, S .M. Sonvane, D.Nagraju and D.S.Gujrathi
Synthesis of 2, 4-dimethylacridone starts with 2-[(2, 4-dimethylphenyl) amino] Benzoic acid, which was obtained by Ullmann condensation between 2-halogenbenzoic acid and 2, 4-dimethylamine. Ullman showed that traces of copper activate the halogen in 2-halobenzoic acid that it can be condensed with any aromatic amine. The 2, 4-dimethylphenylamino-benzoic acid was cyclized with polyphosphoric acid to get 2, 4-dimethylacridone. N-Alkylation is carried out by stirring 24 hours of acridone at room temperature with alkylating agent bromochloropropane or bromochlorobutane in a two phase system consisting of an organic solvent (Tetrahydrofuran) and 6 N aqueous potassium hydroxide solution in the presence of tetrabutylammonium bromide leads to the formation of respective 10-(3-chloropropyl) or 10-(4-chlorobutyl) acridone in good yield.
Key Word: - 2, 4 Dimethyl Acridone, Multi Drug Resistance Cells,