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- Cobalt and Zinc Compounds Bearing 1,10-Phenanthroline-5,6-dione or 1,3,5-Triaza-7-phosphaadamantane Derivatives - Synthesis, Characterization, Cytotoxicity, and Cell Selectivity StudiesPublication . Silva, Telma F. S.; Smolenski, Piotr; Martins, Luisa; Guedes Da Silva, M. Fátima C.; Fernandes, Alexandra R.; Luis, Daniel; Silva, Ana; Santos, Susana; Borralho, Pedro M.; Rodrigues, Cecilia M. P.; Pombeiro, ArmandoThe compounds [mPTA][CoCl4] (1, mPTA = N-methyl-1,3,5-triaza-7-phosphaadamantane cation), [CoCl(H2O)(DION)(2)][BF4] (2, DION = 1,10-phenanthroline-5,6-dione), [Zn(DION)(2)]Cl-2 (3) and [ZnCl(O-PTA=O)(DION)][BF4] (4) were synthesized by reaction of CoCl2 with [mPTA]I or DION and ZnCl2 with DION or 1,3,5-triaza-7-phosphaadamantane-7-oxide (PTA=O) and DION, respectively. All complexes are water soluble and have been characterized by IR, far-IR, H-1, C-13 and P-31{H-1} NMR spectroscopy, ESI-MS, elemental analyses and single-crystal X-ray diffraction structural analysis (for 1). They were screened against the human tumour cell lines HCT116, HepG2 and MCF7. Complexes 2 and 3 exhibit the highest in vitro cytotoxicity and show lower cytotoxic activities in normal human fibroblast cell line than in HCT116 tumour cell line, which demonstrates their slight specificity for this type of tumour cell.
- Synthesis, Antimicrobial and Antiproliferative Activity of Novel Silver(I) Tris(pyrazolyl)methanesulfonateand 1,3,5-Triaza-7-phosphadamantane ComplexesPublication . Pettinari, Claudio; Marchetti, Fabio; Lupidi, Giulio; Quassinti, Luana; Bramucci, Massimo; Petrelli, Dezemona; Vitali, Luca A.; Guedes Da Silva, M. Fátima C.; Martins, Luisa; Smolenski, Piotr; Pombeiro, ArmandoFive new silver(I) complexes of formulas [Ag(Tpms)] (1), [Ag(Tpms)-(PPh3)] (2), [Ag(Tpms)(PCy3)] (3), [Ag(PTA)][BF4] (4), and [Ag(Tpms)(PTA)] (5) {Tpms = tris(pyrazol-1-yl)methanesulfonate, PPh3 = triphenylphosphane, PCy3 = tricyclohexylphosphane, PTA = 1,3,5-triaza-7-phosphaadamantane) have been synthesized and fully characterized by elemental analyses, H-1, C-13, and P-31 NMR, electrospray ionization mass spectrometry (ESI-MS), and IR spectroscopic techniques. The single crystal X-ray diffraction study of 3 shows the Tpms ligand acting in the N-3-facially coordinating mode, while in 2 and 5 a N2O-coordination is found, with the SO3 group bonded to silver and a pendant free pyrazolyl ring. Features of the tilting in the coordinated pyrazolyl rings in these cases suggest that this inequivalence is related with the cone angles of the phosphanes. A detailed study of antimycobacterial and antiproliferative properties of all compounds has been carried out. They were screened for their in vitro antimicrobial activities against the standard strains Enterococcus faecalis (ATCC 29922), Staphylococcus aureus (ATCC 25923), Streptococcus pneumoniae (ATCC 49619), Streptococcus pyogenes (SF37), Streptococcus sanguinis (SK36), Streptococcus mutans (UA1S9), Escherichia coli (ATCC 25922), and the fungus Candida albicans (ATCC 24443). Complexes 1-5 have been found to display effective antimicrobial activity against the series of bacteria and fungi, and some of them are potential candidates for antiseptic or disinfectant drugs. Interaction of Ag complexes with deoxyribonucleic acid (DNA) has been studied by fluorescence spectroscopic techniques, using ethidium bromide (EB) as a fluorescence probe of DNA. The decrease in the fluorescence of DNA EB system on addition of Ag complexes shows that the fluorescence quenching of DNA EB complex occurs and compound 3 is particularly active. Complexes 1-5 exhibit pronounced antiproliferative activity against human malignant melanoma (A375) with an activity often higher than that of AgNO3, which has been used as a control, following the same order of activity inhibition on DNA, i.e., 3 > 2 > 1 > 5 > AgNO3 >> 4.
- Molybdenum complexes bearing the tris(1-pyrazolyl)methanesulfonate ligand: synthesis, characterization and electrochemical behaviourPublication . Dinoi, Chiara; Guedes Da Silva, M. Fátima C.; Alegria, Elisabete; Smolenski, Piotr; Martins, Luisa; Poli, Rinaldo; Pombeiro, ArmandoThe tris(1‐pyrazolyl)methanesulfonate lithium salt Li(Tpms) [Tpms = SO3C(pz)3–] reacts with [Mo(CO)6] in NCMe heated at reflux to yield Li[Mo(Tpms)(CO)3] (1 ), which, upon crystallization from thf, forms the coordination polymer [Mo(Tpms)(CO)2(μ‐CO)Li(thf)2]n (2 ). Reaction of 1 with I2, HBF4 or AgBF4 yields [Mo(Tpms)I(CO)3] (3 ), [Mo(Tpms)H(CO)3] (5 ) or [Mo(Tpms)O2]2(μ‐O) (7 ), respectively. The high‐oxidation‐state dinuclear complexes [{Mo(Tpms)O(μ‐O)}2] (4 ) and [{Mo(tpms)OCl}2](μ‐O) (6 ) are formed upon exposure to air of solutions of 3 and 5 , respectively. Compounds 1 –7 , which appear to be the first tris(pyrazolyl)methanesulfonate complexes of molybdenum to be reported, were characterized by IR, 1H and 13C NMR spectroscopy, ESI‐MS, elemental analysis, cyclic voltammetry and, in the cases of Li(Tpms) and compounds 2 , 4· 2CH3CN, 6· 6CHCl3 and 7 , by X‐ray diffraction analyses. Li(Tpms) forms a 1D polymeric structure {i.e., [Li(tpms)]n } with Tpms as a tetradentate N2O2 chelating ligand that bridges two Li cations with distorted tetrahedral coordination. Compound 2 is a 1D coordination polymer in which Tpms acts as a bridging tetradentate N3O ligand and each Li(thf)2+ moiety is coordinated by one bridging CO ligand and by the sulfonyl group of a contiguous monomeric unit. In 4 , 6 and 7 , the Tpms ligand is a tridentate chelator either in the NNO (in 4 ) or in the NNN (in 6 and 7 ) fashion. Complexes 1 , 3 and 5 exhibit, by cyclic voltammetry, a single‐electron oxidation at oxidation potential values that indicate that the Tpms ligand has an electron‐donor character weaker than that of cyclopentadienyl.