Inorganic Chemistry Communications, cilt.182, 2025 (SCI-Expanded)
In this study, (Z)-4-(4-(5-benzylidene-4-oxo-2-thioxothiazolidin-3-yl)phenoxy)phthalonitrile (6) and its peripheral tetra-substituted metal-free and metallo-phthalocyanines [H2Pc (7), ZnPc (8), CuPc (9), CoPc (10), MnPc (11), and GaPc (12)] were successfully prepared. The cytotoxic effect of the newly synthesized ligand (6), H2Pc (7), ZnPc (8), CuPc (9), CoPc (10), MnPc (11), and GaPc (12) compounds on A549 lung cancer and HT-29 colon cancer cell lines was examined by the MTT method. It was determined that novel compounds had anti-cancer effects on A549 lung cancer and HT-29 colon cancer cell lines. The anti-cancer effects of them on A549 and HT-29 cancer cell lines may indicate that these compounds may be one of the new treatment strategies for cancer treatment and may be used for the treatment of cancer after further studies. Also, ligand (6), H2Pc (7), ZnPc (8), CuPc (9), CoPc (10), MnPc (11), and GaPc (12) compounds were evaluated by the Elman method for in vitro enzyme activity measurements. IC50 values ranged from 15.03 to 64.30 μM. It was found that all of the substances used were able to decrease acetylcholinesterase activity. Furthermore, the antimicrobial activities of the novel phthalocyanines (Pcs) were investigated by the broth-microdilution method against 6 different Gram-positive, Gram-negative bacteria, and a yeast-like fungi. All Pcs displayed antibacterial and antifungal activities ranging between >500 and 7.8 μg ml−1. Finally, ligand (6), H2Pc (7), ZnPc (8), CuPc (9), CoPc (10), MnPc (11), and GaPc (12) compounds were studied by Gaussian computations at the B3LYP, HF, and M062X levels utilizing the 6–31++g(d,p) basis set. The proteins that were subjected to molecular docking calculations included colon cancer protein (PDB ID: 3DTC and 4UYA), lung cancer protein (PDB ID: 4ZXT and 5ZMA), and AChE enzyme proteins (PDB ID: 4M0E, 1OCE).