DNA-interacting properties of two analogous square-planar cis-chlorido complexes: copper versus palladium

AbstractTwo square-planar coordination compounds, namely [Cu(CPYA)Cl2] (1) and [Pd(CPYA)Cl2] (2), were prepared from the ligand 4-chloro-N-(pyridin-2-ylmethyl)aniline (CPYA) and two chloride salts, and were fully characterized, including by X-ray diffraction. Spectroscopic, electrophoretic and AFM studies revealed that the two isostructural compounds were interacting differently with DNA. In both cases, the initial interaction involves electrostatic contacts of the CPYA ligand in the minor groove (as suggested by molecular docking), but subsequent strong binding occurs with the palladium(II) complex 2, whereas the binding with the copper complex 1 is weaker and concentration dependent. The strong binding of 2 eventually leads to the cleavage of the double strand and the redox activity of 1 allows to oxidatively cleave the biomolecule. Graphic abstract

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Preparation, and complexes with nickel(II) and copper(II), of a diazepane amine alcohol. The structure of [4,4-dimethyl-7-(5,5,7-trimethyl-1,4-diazepan-1-yl)-5-azaheptan-2-ol]nickel(II) perchlorate

Australian Journal of Chemistry ◽

10.1071/ch9831341 ◽

1983 ◽

Vol 36 (7) ◽

pp. 1341 ◽

Cited By ~ 4

Author(s):

KR Morgan ◽

GJ Gainsford ◽

NF Curtis

Keyword(s):

Ground State ◽

Coordination Compounds ◽

Major Product ◽

Boat Conformation ◽

Singlet Ground State ◽

X Ray Diffraction ◽

X Ray ◽

Oxygen Donor ◽

Square Planar ◽

Coordination Plane

Reduction of 4,4,12,12-tetramethyl-5,8,11-triazapentadecane-2,14-dione diperchlorate by sodium borohydride yields as the major product one isomer of 4,4-dimethyl-7-(5,5,7-trimethyl-1,2-diazepam 1-yl)-5-azaheptan-2-ol, pyaz. The coordination compounds [M(pyaz)] (ClO4), and [Ni(pyaz)(NCS)] CNS (M = NiII, CuII) were prepared, the latter being assigned five-coordinate structures. The structure of singlet ground state [Ni(pyaz)] (ClO4)2 was determined by X-ray diffraction [space group P212121, Z 4, a 1450.8(2), b 1522.2(1), c 1048.5(1) pm, R 0.0675, Rw 0.0768 for 2461 reflections]. The compound has a square-planar coordination arrangement, with the three nitrogen and the oxygen donor atoms of the pyaz ligand approximately coplanar [Ni-O 190.0(6) pm; Ni-N 192.8(6), 189.2(6), 189.2(6) pm in sequence N(5) of chain, N(l), N(4) of diazepane]. The diazepane ring adopts a boat conformation. One side of the nickel(II) coordination plane is sterically crowded by the presence of two axial methyl substituents. The ligand has two non-equivalent chiral centres (C(14) of the diazepane ring and C(2) of the amine alcohol chain), both present in the R configuration in the crystal studied. The three nitrogen atoms, which became chiral centres upon coordination, are present in the S configuration for two diazepane nitrogen atoms and in the R configuration for the 5-aza chain nitrogen.

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Synthesis and Structure of a Clathrated Two-Dimensional Metal-Organic Framework: [Cd(4,4'-bpy)2(H2O)2](ClO4)2·(L)2·H2O (L = Bis(1-pyrazinylethylidene)hydrazine)

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc20080024 ◽

2008 ◽

Vol 73 (1) ◽

pp. 24-31

Author(s):

Dayu Wu ◽

Genhua Wu ◽

Wei Huang ◽

Zhuqing Wang

Keyword(s):

Metal Organic Framework ◽

Channel Structure ◽

Two Dimensional ◽

X Ray Diffraction ◽

Guest Molecules ◽

X Ray ◽

Square Planar ◽

Metal Organic ◽

Aqueous Meoh ◽

Organic Framework

The compound [Cd(4,4'-bpy)2(H2O)2](ClO4)2·(L)2 was obtained by the reaction of Cd(ClO4)2, bis(1-pyrazinylethylidene)hydrazine (L) and 4,4'-bipyridine in aqueous MeOH. Single-crystal X-ray diffraction has revealed its two-dimensional metal-organic framework. The 2-D layers superpose on each other, giving a channel structure. The square planar grids consist of two pairs of shared edges with Cd(II) ion and a 4,4'-bipyridine molecule each vertex and side, respectively. The square cavity has a dimension of 11.817 × 11.781 Å. Two guest molecules of bis(1-pyrazinylethylidene)hydrazine are clathrated in every hydrophobic host cavity, being further stabilized by π-π stacking and hydrogen bonding. The results suggest that the hydrazine molecules present in the network serve as structure-directing templates in the formation of crystal structures.

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Metal(II) Coordination Polymers from Tetracarboxylate Linkers: Synthesis, Structures, and Catalytic Cyanosilylation of Benzaldehydes

Catalysts ◽

10.3390/catal11020204 ◽

2021 ◽

Vol 11 (2) ◽

pp. 204

Author(s):

Yu Li ◽

Chumin Liang ◽

Xunzhong Zou ◽

Jinzhong Gu ◽

Marina V. Kirillova ◽

...

Keyword(s):

Coordination Polymers ◽

Polycarboxylic Acid ◽

X Ray Diffraction ◽

X Ray ◽

Trimethylsilyl Cyanide ◽

Effect Of Solvent ◽

Highly Active ◽

Solvent Type ◽

Metal Organic ◽

Chloride Salts

Three 2D coordination polymers, [Cu2(µ4-dpa)(bipy)2(H2O)]n∙6nH2O (1), [Mn2(µ6-dpa)(bipy)2]n (2), and [Zn2(µ4-dpa)(bipy)2(H2O)2]n·2nH2O (3), were prepared by a hydrothermal method using metal(II) chloride salts, 3-(2′,4′-dicarboxylphenoxy)phthalic acid (H4dpa) as a linker, as well as 2,2′-bipyridine (bipy) as a crystallization mediator. Compounds 1–3 were obtained as crystalline solids and fully characterized. The structures of 1–3 were established by single-crystal X-ray diffraction, revealing 2D metal-organic networks of sql, 3,6L66, and hcb topological types. Thermal stability and catalytic behavior of 1–3 were also studied. In particular, zinc(II) coordination polymer 3 functions as a highly active and recoverable heterogeneous catalyst in the mild cyanosilylation of benzaldehydes with trimethylsilyl cyanide to give cyanohydrin derivatives. The influence of various parameters was investigated, including a time of reaction, a loading of catalyst and its recycling, an effect of solvent type, and a substrate scope. As a result, up to 93% product yields were attained in a catalyst recoverable and reusable system when exploring 4-nitrobenzaldehyde as a model substrate. This study contributes to widening the types of multifunctional polycarboxylic acid linkers for the design of novel coordination polymers with notable applications in heterogeneous catalysis.

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Crystal and molecular structure and 31P and 195Pt nmr spectroscopy of [Pt3S2(PMe2Ph)6][BEt4]2; a trinuclear complex containing triply-bridging sulphide ligands

Canadian Journal of Chemistry ◽

10.1139/v84-116 ◽

1984 ◽

Vol 62 (4) ◽

pp. 696-702 ◽

Cited By ~ 19

Author(s):

Gordon William Bushnell ◽

Keith Roger Dixon ◽

Reiko Ono ◽

Alan Pidcock

Keyword(s):

Trinuclear Complex ◽

Complete Analysis ◽

Monoclinic Space Group ◽

X Ray Diffraction ◽

X Ray ◽

Metal Interactions ◽

Nuclear Magnetic Resonance Spectra ◽

Square Planar ◽

Metal Metal ◽

Pd Complexes

An X-ray diffraction study of [Pt3S2(PMe2Ph)6][BEt4]2 shows that it crystallises in the monoclinic space group, C2/c, with a = 15.447(2), b = 18.033(3), c = 26.505(5) Å, β = 96.73(2)°. The cation consists of three, distorted, square-planar cis-PtS2(PMe2Ph)2 moieties combined by sharing of the two sulphur atoms to produce a central Pt3S2 unit with C2 symmetry and Pt—Pt distances of 3.182(1) Å (one edge) and 3.108(1) Å (two edges). Complete analysis and computer simulation of 31P{1H} and 195Pt{1H} nuclear magnetic resonance spectra give values for 1J(Pt—P), 3202 Hz; 3J(Pt—P), −25 Hz; and 2J(Pt—Pt), 476 Hz. The structure is compared with previous results for analogous Ni and Pd complexes and the structural and nmr parameters are discussed with reference to the possibility of metal–metal interactions.

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Potent Anticancer Activities of Beauvericin against KB cells In Vitro by Inhibiting the Expression of ACAT1 and Exploring Binding Affinity

Anti-Cancer Agents in Medicinal Chemistry ◽

10.2174/1871520621666210805123739 ◽

2021 ◽

Vol 21 ◽

Author(s):

Haiming Zhou ◽

Jing Zhang ◽

Xiaoqing Chen ◽

Shili Guo ◽

Huimei Lin ◽

...

Keyword(s):

Molecular Docking ◽

Cell Line ◽

Binding Affinity ◽

X Ray Diffraction ◽

Kb Cells ◽

Anticancer Activities ◽

Monoclinic Crystal ◽

X Ray ◽

Multiple Tumor

Background and Objective: Beauvericin (BEA), a cyclic hexadepsipeptide mycotoxin, is a potent inhibitor of the acyl-CoA: cholesterol acyltransferase enzyme 1 (ACAT1) which involved in multiple tumor-correlated pathways. However, the binding mechanisms between BEA and ACAT1 were not elucidated. Methods: BEA was purified from a mangrove entophytic Fusarium sp. KL11. Single-crystal X-ray diffraction was used to determine the structure of BEA. Wound healing assays of BEA against KB cell line and MDA-MB-231 cell line were evaluated. Inhibitory potency of BEA against ACAT1 was determined by ELISA assays. Molecular docking was carried out to illuminate the bonding mechanism between BEA and ACAT1. Results: The structure of BEA was confirmed by X-ray diffraction, indicating a monoclinic crystal system with P21 space group (α = 90°, β = 92.2216(9)o, γ= 90o). BEA displayed migration-inhibitory activities against KB cells and MDA-MB-231 cells in vitro. ELISA assays revealed the protein expression level of ACAT1 in KB cells was significantly decreased after BEA treatment (P ＜0.05). Molecular docking demonstrated that BEA formed hydrogen bond with His425 and pi-pi staking with Tyr429 in ACAT1. Conclusions: BEA sufficiently inhibited the proliferation and migration of KB cells and MDA-MB-231 cells by downregulating ACAT1 expression. In addition, BEA potentially possessed a strong binding affinity with ACAT1. BEA may serve as a potential lead compound for the development of a new ACAT1-targeted anticancer drug.

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The molecular and crystal structure of [Pt(diethylenetriamine)(guanosine)](ClO4)2

Canadian Journal of Chemistry ◽

10.1139/v79-009 ◽

1979 ◽

Vol 57 (1) ◽

pp. 57-61 ◽

Cited By ~ 20

Author(s):

R. Melanson ◽

F. D. Rochon

Keyword(s):

Crystal Structure ◽

Hydrogen Bonding ◽

Least Squares ◽

Platinum Atom ◽

X Ray Diffraction ◽

Orthorhombic Space Group ◽

X Ray ◽

R Factor ◽

Square Planar ◽

Coordination Plane

The crystal structure of [Pt(diethylenetriamine)(guanosine)](ClO4)2 has been determined by X-ray diffraction. The crystals are orthorhombic, space group P212121, with a = 12.486(6), b = 13.444(7), c = 14.678(11) Å, and Z = 4. The structure was refined by block-diagonal least-squares analysis to a conventional R factor of 0.050 and a weighted Rw = 0.045.The coordination around the platinum atom is square planar. Guanosine is bonded to platinum through N(7). The purine planar ring makes an angle of 62.7° with the platinum coordination plane. The structure is stabilized by hydrogen bonding.

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Copper(II) and Zinc(II) Complexes Derived from N,N’-Bis(4-bromosalicylidene)propane-1,3-diamine: Syntheses, Crystal Structures and Antimicrobial Activity

Acta Chimica Slovenica ◽

10.17344/acsi.2020.6205 ◽

2021 ◽

Vol 68 (1) ◽

pp. 102-108

Author(s):

Yu-Mei Hao

Keyword(s):

Escherichia Coli ◽

Antimicrobial Activity ◽

Candida Parapsilosis ◽

Antibacterial Activities ◽

X Ray Diffraction ◽

Deprotonated Form ◽

X Ray ◽

Square Planar ◽

Vis Spectroscopy ◽

Elemental Analyses

A mononuclear copper(II) complex, [CuL] (1), and a phenolato-bridged trinuclear zinc(II) complex, [Zn3Cl2L2(DMF)2] (2), where L is the deprotonated form of N,N’-bis(4-bromosalicylidene)propane-1,3-diamine (H2L), have been prepared and characterized by elemental analyses, IR and UV-Vis spectroscopy, and single crystal X-ray diffraction. The Cu atom in complex 1 is in square planar coordination, while the terminal and central Zn atoms in complex 2 are in square pyramidal and octahedral coordination, respectively. The antibacterial activities of the complexes have been tested on the bacteria Staphylococcus aureus and Escherichia coli, and the yeast Candida parapsilosis.

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Rubidium tetrafluoridobromate(III): redetermination of the crystal structure from single-crystal X-ray diffraction data

IUCrData ◽

10.1107/s2414314619015955 ◽

2019 ◽

Vol 4 (11) ◽

Author(s):

Artem V. Malin ◽

Sergei I. Ivlev ◽

Roman V. Ostvald ◽

Florian Kraus

Keyword(s):

Crystal Structure ◽

Single Crystal ◽

Single Crystals ◽

Diffraction Data ◽

Structure Type ◽

X Ray Diffraction ◽

X Ray ◽

Square Planar ◽

Atomic Coordinates

Single crystals of rubidium tetrafluoridobromate(III), RbBrF4, were grown by melting and recrystallizing RbBrF4 from its melt. This is the first determination of the crystal structure of RbBrF4 using single-crystal X-ray diffraction data. We confirmed that the structure contains square-planar [BrF4]− anions and rubidium cations that are coordinated by F atoms in a square-antiprismatic manner. The compound crystallizes in the KBrF4 structure type. Atomic coordinates and bond lengths and angles were determined with higher precision than in a previous report based on powder X-ray diffraction data [Ivlev et al. (2015). Z. Anorg. Allg. Chem. 641, 2593–2598].

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Crystal structure and molecular docking studies of new pyrazole-4-carboxamides

Heterocyclic Communications ◽

10.1515/hc-2019-0012 ◽

2019 ◽

Vol 25 (1) ◽

pp. 66-72 ◽

Cited By ~ 2

Author(s):

Li Qiao ◽

Peng-Peng Cai ◽

Zhong-Hua Shen ◽

Hong-Ke Wu ◽

Cheng-Xia Tan ◽

...

Keyword(s):

Crystal Structure ◽

Molecular Docking ◽

Botrytis Cinerea ◽

Inhibitory Activity ◽

Docking Studies ◽

Active Group ◽

X Ray Diffraction ◽

X Ray ◽

Molecular Docking Studies ◽

H Nmr

AbstractTwo pyrazol-4-carboxamides, 3-(difluoromethyl)-N-(mesitylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxa-mide (7a) and 3-(difluoromethyl)-N-((3,5-dimethylphenyl) carbamoyl)-1-methyl-1H-pyrazole-4-carboxamide (7b) were synthesized and their structures were confirmed by the aid of 1H NMR and HRMS analyses. The structure of the pyrazole-4-carboxamide, 7a was also determined by X-ray diffraction. The preliminary activity results demonstrate that these two compounds exhibit good inhibitory activity against Botrytis cinerea. Further docking results indicated that the key active group is difluoromethyl pyrazole moiety.

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Metal Complexes of π-Expanded Ligand (7): Syntheses, Structures and Properties of Pt(II) Complexes Containing the Isomeric 1- and 2-Alkyliminomethyl Pyrene Ligands

Crystals ◽

10.3390/cryst10060476 ◽

2020 ◽

Vol 10 (6) ◽

pp. 476 ◽

Cited By ~ 1

Author(s):

Xuan-Dien Luong ◽

Xuan-Truong Nguyen

Keyword(s):

Molecular Structure ◽

Planar Geometry ◽

X Ray Diffraction ◽

X Ray ◽

Pt Complex ◽

Physico Chemical ◽

Clear Explanation ◽

Square Planar ◽

Structures And Properties ◽

The Relationship

A [O,N] bidentate π-expanded ligand system, (E)-1-(n-octylimino)methylpyren-2-ol (2), was newly synthesized via a six-step synthesis from pyrene. The ligand 2 reacts with [PtCl2(PhCN)2] in chlorobenzene and the presence of a base at reflux for 2 h under the formation of (2(Pt)) complex with a yield of 70%. The molecular structure of (2(Pt)), studied by common spectroscopic methods and X-ray diffraction, shows a square planar geometry with a trans-configuration of the ligands. The molecular structure, absorption spectra, electrochemical properties, and phosphorescence characteristics of the (2(Pt)) complex are discussed, emphasizing the comparison with those of the previously reported Pt complex (1(Pt)) containing the isomeric ligands of 2, (E)-2-(n-octylimino)methylpyren-1-ol. The DFT calculations of the two Pt complexes are carried out and exhibit a clear explanation of the relationship between their physico-chemical characteristics.

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