Synthesis, Characterization, and Anticancer Activity of Novel Macrocyclic Indenedione Based on the Tröger’s Base and N,N′-Disubstituted Phenhomazine Candidates

1,3-Indenedione has been reacted with p -aminobenzaldehyde to give the corresponding p -aminobenzylidine-1,3-indenedione, treatment of which with paraformaldehyde and trifluroacetic acid has led to the Tröger’s base analogue. Treatment of that compound with dimethyl sulfate, acetic anhydride, benzoyl chloride, or trifluroacetic anhydride can afford the corresponding N , N ′-disubstituted phenhomazines. Complexation of the Tröger’s base with ferric nitrate trihydrate or nickel chloride hexahydrate has resulted in the corresponding complexes. The structures of all compounds have been confirmed by their elemental analyses and spectral data. All the newly synthesized Tröger’s base and the derived N , N ′-disubstituted phenhomazines have been tested for anticancer activity.