Copper(II) Complex of Bis(1',3'-Hydroxymethyl)-Spiro-(Fluorene-9,4'-Imidazolidine)-2',5'-Dione, Cytotoxicity and Antibacterial Activity of Its Derivative and Crystal Structure of Free Ligand

The aims of the present study were to synthesize, elucidate the structure and investigate the biological properties of substituted fluorenylspirohydantoins: Cu(II)L1 complex of 1,3-dihydroxymethyl-(9'-fluorene)-spiro-5-hydantoin (bis(1',3'-hydroxymethyl)-spiro-(fluorene-9,4'-imidazolidine)-2',5'-dione) (L1) and 4'-bromo-(9'-fluorene)-spiro-5-hydantoin (4'-bromо-spiro-(fluorene-9,4'-imidazolidine)-2',5'-dione) (L2). Based on the experimental data, the most probable structure for the copper(II) complex was suggested with one deprotonated OH group in C-7 position of two ligand L1 molecules and O4-atom and formed six-membered chelate rings CuOCNCO–[CuL1 -H ) 2 ]. We determined their cytotoxic effects on the tumor human cell line A2058 by WST-1 assay (Roche Applied Science). The antimicrobial activity against both Gram-positive, Gram-negative bacteria and the yeast Candida albicans was studied additionally. The structures of the new compounds were discussed based on the performed spectroscopic measurements (UV-Vis, IR, Raman, 1 H- and 13 C NMR spectroscopy) and the single-crystal X-ray diffraction method for 1,3-dihydroxymethyl-(9'-fluorene)-spiro-5-hydantoin. The compound was crystallized in monoclinic crystal system and P 2 1 / c space group.