title: Synthesis, characterization and biological activity of Cu(II), Zn(II) and Re(I) complexes derived from S-benzyldithiocarbazate and 3-acetylcoumarin.
abstract: Cu(II), Zn(II) and Re(I) complexes have been synthesized with the Schiff base, N'-[1-(2-oxo-2H-chromen-3-yl)-ethylidene]-hydrazinecarbodithioic acid benzyl ester (SBCM-H) which was prepared by condensation of S-benzyldithiocarbazate and 3-acetylcoumarin. The metal complexes were characterized on the basis of various physico-chemical and spectroscopic techniques including elemental analysis and electrochemical studies, and FT-IR, UV-Vis, NMR, EPR and mass spectroscopy. The Schiff base was found to behave as a bidentate ligand coordinating with Cu(II) and Zn(II) in the thiolate form with 1:2 metal to ligand stoichiometry. Crystals suitable for X-ray diffractometry (XRD) were obtained from the reaction of ReCl(CO)5 with SBCM-H forming a centrosymmetric dimeric complex Re2L2(CO)6 linked by Re-S-Re bridges, where S is the thiolate sulfur of the N,S-bidentate ligand. This Re(I) complex is the first metal carbonyl complex with a bidentate dithiocarbazate ligand to have been characterized by XRD. Cytotoxicity assays revealed enhancement of the bioactivity of SBCM-H upon complexation. Both Cu(II) and Re(I) complexes are found to be active against human breast adenocarcinoma cancer cell lines MDA-MB-231 and MCF-7. TOC diagram.
authors.affiliation: École Normale Supérieure-PSL Research University, Département de Chimie, Sorbonne Universités - UPMC, Univ Paris 06, CNRS UMR 7203 LBM, 24, rue Lhomond, 75005, Paris, France.
authors.forename: May Lee
authors.initials: ML
authors.lastname: Low
authors.forename: Georgiana
authors.initials: G
authors.lastname: Paulus
authors.forename: Pierre
authors.initials: P
authors.lastname: Dorlet
authors.forename: Régis
authors.initials: R
authors.lastname: Guillot
authors.forename: Rozita
authors.initials: R
authors.lastname: Rosli
authors.forename: Nicolas
authors.initials: N
authors.lastname: Delsuc
authors.forename: Karen A
authors.initials: KA
authors.lastname: Crouse
authors.forename: Clotilde
authors.initials: C
authors.lastname: Policar
mesh_terms: D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry*; D006801:Humans; D006834:Hydrazines / Q000737:chemistry*; D061986:MCF-7 Cells; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D012211:Rhenium / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D003374:Coumarins; D006834:Hydrazines; C094809:3-acetylcoumarin; D012211:Rhenium; D003300:Copper; D015032:Zinc