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In the solid state each of three binuclear zinc dithiocarbamates bearing hydroxyethyl groups, {Zn[S2CN(R)CH2CH2OH]2}2 for R = iPr (1), CH2CH2OH (2), and Me (3), and an all alkyl species, [Zn(S2CNEt2)2]2 (4), features a centrosymmetric {ZnSCS}2 core with a step topology; both 1 and 3 were isolated as monohydrates. All compounds were broadly cytotoxic, specifically against human cancer cell lines compared with normal cells, with greater potency than cisplatin. Notably, some selectivity were indicated with 2 being the most potent against human ovarian carcinoma cells (cisA2780), and 4 being more cytotoxic toward multidrug resistant human breast carcinoma cells (MCF-7R), human colon adenocarcinoma cells (HT-29), and human lung adenocarcinoma epithelial cells (A549). Based on human apoptosis PCR-array analysis, caspase activities, DNA fragmentation, cell apoptotic assays, intracellular reactive oxygen species (ROS) measurements and human topoisomerase I inhibition, induction of apoptosis in HT-29 cells is demonstrated via both extrinsic and intrinsic pathways. Compounds 2-4 activate the p53 gene while 1 activates both p53 and p73. Cell cycle arrest at the S and G2/M phases correlates with inhibition of HT-29 cell growth. Cell invasion is also inhibited by 1-4 which is correlated with down-regulation of NF-κB., (Copyright © 2015 Elsevier Inc. All rights reserved.)

The crystal and molecular structures of two homoleptic morpholine-derived dithiocarbamates of zinc, binuclear {Zn[S2CN(CH2CH2)2O)2]2}2 (1), and cadmium, one-dimensional coordination polymer {Cd[S2CN(CH2CH2)2O)2]2}2 (2), are described. In 1, a centrosymmetric binuclear molecule is found as there are equal numbers of chelating and bidentate bridging dithiocarbamate ligands; weak transannular Zn···S interactions are found within the resultant eight-membered {···SCSZn}2 ring which has the form of a chair. The resultant 4+1 S5 donor set is highly distorted with the geometry tending towards a square-pyramid. By contrast, a square-planar geometry is found in centrosymmetric 2 defined by symmetrically chelating dithiocarbamate ligands. The presence of Cd···S secondary bonding in the crystal of 2 leads to a distorted 4+2 S6 octahedron and a linear coordination polymer, which is unprecedented in the structural chemistry of cadmium dithiocarbamates. The analyses of the Hirshfeld surfaces for 1 and 2 show the dominance of H···H, S···H/H···S and O···H/H···O contacts to the surface, i.e. contributing around 90 and 80%, respectively. [ABSTRACT FROM AUTHOR]

The common feature of the title compounds, [Zn(C5H10NO2S2)2(C10H8N2)]-- 2H2O, (I), and [Zn(C6H12NOS2)2(C10H8N2)], (II), is the location of the Znn atoms on a twofold rotation axis. Further, each ZnII atom is chelated by two symmetry-equivalent and symmetrically coordinating dithiocarbamate ligands and a 2,20-bipyridine ligand. The resulting N2S4 coordination geometry is based on a highly distorted octahedron in each case. In the molecular packing of (I), supramolecular ladders mediated by O--H···O hydrogen bonding are found whereby the uprights are defined by {···HO(water)···HO(hydroxy)···}n chains parallel to the a axis and with the rungs defined by 'Zn[S2CN(CH2CH2)2]2'. The water molecules connect the ladders into a supramolecular layer parallel to the ab plane via water-O--H···S and pyridyl-C--H···O(water) interactions, with the connections between layers being of the type pyridyl-C--H···S. In (II), supramolecular layers parallel to the ab plane are sustained by hydroxy-O -- H···S hydrogen bonds with connections between layers being of the type pyridyl-C--H···S. [ABSTRACT FROM AUTHOR]

The Zn atom in the title compound, [Zn(C14H6BrO3)2(C5H5N)2], lies on a centre of inversion. It is chelated by the bromo-substituted hydroxy­anthro­quinone mol­ecule and is coordinated by the pyridine mol­ecules in an all- trans octahedral geometry. [ABSTRACT FROM AUTHOR]