Photocytotoxic Activity of Copper(II) and Zinc(II) Complexes of Curcumin and (Acridinyl)dipyridophenazine

摘要: Copper(II) and zinc(II) beta-diketonates of N,N-donor ligands, viz. Cu(dppz)(cur)](NO3) (1), Cu(acdppz)(cur)](NO3) (2), Cu(acdppz) (acac)](NO3) (3), Zn(dppz)(cur)](NO3) (4) Zn(acdppz)(cur)] (NO3) (5), where dppz is dipyrido3,2-a:2',3'-c]phenazine, acdppz 11-(9-acridinyl)dipyrido3,2-a:2',3'-c]phenazine, cur acac are mono-deprotonated curcumin (Hcur) acetyl acetone (Hacac), were synthesized, characterized their photocytotoxicity studied. An analogue complex 3, (acac)(H2O)]Cl 1/2 1= 2 (3a), structurally by X-ray crystallography, has a cationic in square-pyramidal geometry with CuN2O3 core an axial aqua ligand. Complexes 1, 2, 4 5 displayed emission at similar to 520 nm (lambda(exc): 430 nm) dimethyl sulfoxide (DMSO) giving fluorescence quantum yield value within 0.01-0.06. The complexes, contrast free curcumin, fairly stable cellular media up 36 h, no apparent degradation the bound curcumin. complexes photocytotoxic (IC50: 0.3 4.5 mu M) human cervical cancer (HeLa), breast (MCF-7) liver (HepG2) cells. apoptotic cell death due reactive oxygen species formation. showed significant uptake HeLa cells, localizing predominantly cytoplasm. Mechanistic data from pUC19 DNA photocleavage study suggest involvement acridine photo-generation singlet hydroxyl radicals as ROS light 400-700 nm.