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![Docking and 3D-QSAR Studies on the Imidazo[1,5- c]pyrimidine Derivative as EED Inhibitors 2011-2994](/Site/default/Uploads/20220719/bb[11].png "Docking and 3D-QSAR Studies on the Imidazo[1,5- c]pyrimidine Derivative as EED Inhibitors 2011-2994")
ArticleDocking and 3D-QSAR Studies on the Imidazo[1,5-c]pyrimidine Derivative as EED Inhibitors
CHEN Xiao-Zhong, LI Guang-Ping, SHEN Yan, HU Yong, WANG Juan, WANG Yuan-Qiang* and LIN Zhi-Hua*
Chin. J. Struct. Chem. 2021, 40, 689-702 DOI: 10.14102/j.cnki.0254-5861.2011-2994
June 15, 2021
embryonic ectoderm development, CoMFA, CoMSIA, molecular docking
ABSTRACT
Embryonic ectoderm development (EED) has become a novel target for cancer treatment. In this study, a series of EED inhibitors was subjected to a three-dimensional quantitative structure-activity relationship (3D-QSAR) and molecular docking. Accordingly, this is the first of such 3D-QSAR studies in a series of EED inhibitors displaying anti-cancer pharmacological profiles. The CoMFA (q2 = 0.792, r2 = 0.994, r2pred = 0.74) and CoMSIA (q2 = 0.873, r2 = 0.994, r2pred = 0.81) models demonstrated good robustness and predictive ability. Moreover, molecular docking suggested that cation-p,p-p stacking and hydrogen bonding interactions were the main factors affecting the activity of these inhibitors. Five new small molecules were designed based on the CoMFA and CoMSIA contour maps. These molecules were then submitted to further ADME studies, in which the ADME properties of the five designed molecules were found to be within a reasonable range. In view of the corresponding findings, this study may provide theoretical guidance for the rational design of novel EED inhibitors. -
ArticleCoMFA Model of Anti-tumor Activity for Fluoroquinolon-3-yl s-Triazole Sulfide-ketone Derivatives and Implications for Molecular DesignFENG Hui and FENG Chang-Jun*
Chin. J. Struct. Chem. 2021, 40, 703-710 DOI: 10.14102/j.cnki.0254-5861.2011-3000
June 15, 2021
fluoroquinolon-3-yl s-triazole sulfide-ketone derivative, anti-tumor activity, 3D-QSAR, comparative molecular field analysis, molecular design
ABSTRACT
Comparative molecular field analysis (CoMFA) techniques were used to perform three-dimensional quantitative structure-activity relationship (3D-QSAR) studies on the anti-tumor activity (pIH and pIC) of 28 fluoroquinolon-3-yl s-triazole sulfide-ketone derivatives (FQTSDs) against two cancer cell lines, including human hepatoma Hep-3B cells and human pancreatic cancer Capan-1 cells. 23 compounds were randomly selected as the training set to establish the prediction models, which were verified by the test set of 6 compounds containing template molecule. The obtained cross-validation (Rcv2) and non-cross-validation correlation coefficients (R2) of the CoMFA models were 0.477 and 0.850 for pIH, and 0.421 and 0.836 for pIC, respectively. The contributions of steric and electrostatic fields to pIH were determined to be 48.1% and 51.9%, and those to pIC were 49.4% and 50.6%, respectively. The CoMFA models were then used to predict the activities of the compounds in the training and testing sets, and the models had a strong stability and good predictability. Based on the 3D contour maps, four novel FQTSDs with a higher anti-tumor activity were designed. However, the effectiveness of these novel FQTSDs is still needed to be verified by experimental results. -
ArticleStructural Characterization and Aquatic Toxicity Prediction of Esters
LI Jian-Feng and LIAO Li-Min*
Chin. J. Struct. Chem. 2021, 40, 711-721 DOI: 10.14102/j.cnki.0254-5861.2011-3032
June 15, 2021
ester compounds, structural characterization, aquatic toxicity, simulation prediction
ABSTRACT
Based on the three-dimensional structures of the compounds, the structures of 48 ester compounds were expressed parametrically. Through multiple linear regression and partial least-squares regression, the relationship models between ester compound structures and aquatic toxicity log(1/IGC50) were established. The correlation coefficients (R2) of the models were 0.9974 and 0.9940, and the standard deviations (SD) were 0.0469 and 0.0646, respectively. The stability of the models was evaluated by the leave-one-out internal cross-test. The correlation coefficients (RCV2) of the models of interactive tests were 0.9939 and 0.8952, and the standard deviation (SDCV) was 0.0715 and 0.0925, respectively. The external samples were used to test the predictive ability of the models, and the correlation coefficients (Rtest2) of the external predictions were 0.9955 and 0.9955, and the standard deviations (SDtest) were 0.0720 and 0.0716, respectively. The molecular structure descriptors could successfully represent the structural characteristics of the compounds, and the built models had good fitting effects, strong stability and high prediction accuracy. The present study has a good reference value for the study of the structure-toxicity relationship of toxic compounds in the environment. -
ArticleTwo Co(II)-based Coordination Polymers Constructed from π-electron-rich Polycarboxylate Aryl Ether Ligand: Structural Insights and Photocatalytic Dye Degradation
WANG Xiao-Feng, GUO Xin-Yu and LIU Tao*
Chin. J. Struct. Chem. 2021, 40, 722-728 DOI: 10.14102/j.cnki.0254-5861.2011-3046
June 15, 2021
coordination polymer, structural diversity, aryl ether ligand, dye degradation
ABSTRACT
In the present study, two new Co(II)-based coordination polymers (CPs) with chemical formulas of {[Co3(μ3-OH)(L)(H2O)3]·2H2O}n (1) and {[Co3(μ3-OH)(L)(H2O)]·2DMF·3H2O}n (2) have been successfully prepared by the reaction of Co(NO3)2·6H2O with π-electron-rich polycarboxylate aryl ether ligand 5,5΄-((5-carboxy-1,3-phenylene)bis(oxy))diisophthalic acid (H5L) under different solvothermal reaction conditions. Both CPs have been studied via single-crystal X-day diffraction, powder X-ray diffraction (PXRD) and thermogravimetric analysis (TGA). The photophysical studies indicated that complex 2 with good water stability is a potential semiconductive material, which could be applied for the degradation of methylene blue (MB) under UV light irradiation and exhibit good stability and recyclability. -
ArticleFour Complexes of Mn(II), Co(II), Ni(II) and Cu(II) Based on 2-Morpholine-4-yl-4,6-di-pyrazol-1-yl-1,3,5-triazineTIAN Wen-Yu and CHU Jin-Feng*
Chin. J. Struct. Chem. 2021, 40, 729-738 DOI: 10.14102/j.cnki.0254-5861.2011-3033
June 15, 2021
azide bridged complexes, supramolecular, crystal structure, thiocyanate
ABSTRACT
Three azide bridged complexes, namely, [Mn2L2(N3)4(H2O)2] (1), [Co2L2(N3)4]·(H2O)3 (2) and [Ni2L2(N3)3(H2O)]N3·(H2O)4 (3) (L = 2-morpholine-4-yl-4,6-di-pyrazol-1-yl-1,3,5-triazine), were synthesized by the reaction of L ligand, sodium azide with Mn(II), Co(II) and Ni(II) chlorides. The copper(II) chloride combined with thiocyanate and L ligand to form a mononuclear complex [CuL(CH3OH)(SCN)(NCS)] (4). Complexes 1～4 were characterized by IR, elemental analysis and X-ray crystallographic analysis. It was worth noting that two Mn(II) atoms were connected by the end-to-end mode in 1, while Co(II) and Ni(II) atoms were connected by the end-on mode in 2 and 3. In complex 4, the central copper atom was coordinated with a sulfur atom and a nitrogen atom of the two thiocyanate ligands, respectively. Hydrogen bonds, π-π stacking interactions, thermogravimetric analysis and fluorescence properties of 1～4 were studied. -
ArticleSyntheses, Crystal Structures, SHG Response and Purple Luminescent Property of Tetra(isothiocyanate) Mn(II) and Substituted Benzyl Triphenylphosphonium Cations
LI Yu-Kong, TAN Yu-Hui*, LIU Yao, TANG Yun-Zhi, WEI Wen-Juan and SONG Ning
Chin. J. Struct. Chem. 2021, 40, 739-745 DOI: 10.14102/j.cnki.0254-5861.2011-3012
June 15, 2021
benzyltriphenylphonium chloride, crystal structure, SHG responses, luminescent properties
ABSTRACT
Researches on multifunctional molecular materials with both nonlinear optical activity and fluorescence properties have received much interest in molecular chemistry since they have wide application prospects. Here a novel ionic compound 2(BPP)+·[Mn(NCS)4]2- (1) was synthesized via the assembly of benzyltriphenylphosphorus chloride, isothiocyanate and manganese chloride, which displays both strong SHG response and purple luminescence. Compound 1 belongs to monoclinic system and crystallizes in Cc space group. X-ray single-crystal diffraction analysis shows that Mn2+ ions are tetra-coordinated with N atoms of four NCS- ions through forming a distorted tetrahedral configuration. The anion Mn(NCS)42- forms a 1D chain structure through strong S···S interaction. At the same time, there are abundant C–H···S and π···π interactions, which further accumulate into a three-dimensional supramolecular structure. Solid-state fluorescence studies show that the complex 1 has strong purple fluorescence with emission wavelength of 396 nm under excitation wavelength 248 nm. In particular, the second harmonic generation (SHG) measurements show that compound 1 has nonlinear optical activity and its SHG response is 2.25 times that of standard potassium dihydrogen phosphate (KDP). This multifunctional molecular material with SHG response and purple fluorescence is of great significance for the development of new metal organic complexes with potential application prospects.
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ArticleUnusual Coordination Mode of Tetradentate Diiminedioxime Ligand in a Mononickel(II) Complex: Synthesis, Characterization, and Computational Study
LI Hao-Miao, ZHAO Jia-Le, SONG Deng-Meng, SHI Qing*, WANG Ning, LI Jun and XU Wen-Hua*
Chin. J. Struct. Chem. 2021, 40, 746-752 DOI: 10.14102/j.cnki.0254-5861.2011-3002
June 15, 2021
coordination modes, diiminedioxime, mononickel complex, tetradentate ligands, N,O ligands
ABSTRACT
In this work, it is found that 1,8-dihydroxyimino-1,2,7,8-tetraphenyl-3,6-diazocta-2,6-diene (PhdoenH2) could react with nickel(II) salt to yield a mononickel complex Ni(Phdoen) (1) with unusual [2N2O]-coordinated mode, while the analogous diimine-dioxime ligands usually form the [4N]-coordinated mode. The novel complex 1 has been carefully characterized by 1H NMR, elemental analysis, and X-ray diffraction structure analysis. The influences of the coordination modes on the structures and redox properties have been further investigated. Theoretical investigations revealed that the different coordination modes were ascribed to the thermodynamic properties of ligands. -
ArticleSynthesis, Structure and Theoretical Calculation of Metal Coordination Polymers with Pyrazine-2,3-dicarboxylic Acid and 3-(2-Pyridyl)pyrazole as Co-ligands
GAO Yu-Xiang, LI Xiu-Mei*, ZHOU Shi and LIU Bo*
Chin. J. Struct. Chem. 2021, 40, 753-758 DOI: 10.14102/j.cnki.0254-5861.2011-3013
June 15, 2021
coordination polymer, mixed ligands, hydrothermal synthesis, crystal structure, fluorescent property, natural bond orbital
ABSTRACT
A new 2D metal coordination polymer (MCP), [Mn(pzdc)0.5(L)]n (1, pzdc = pyrazine-2,3-dicar- boxylic acid, HL = 3-(2-pyridyl)pyrazole), was synthesized under hydrothermal conditions and characterized by single-crystal X-ray diffraction, powder XRD, FT-IR, TG, fluorescence and elemental analysis techniques. Pale yellow crystals crystallize in orthorhombic system, space group Fdd2 with a = 11.2368(6), b = 38.280(2), c = 10.5682(6) Å, V = 4545.9(4) Å3, C11H7MnN4O2, Mr = 282.15, Dc = 1.649 g/cm3, μ(MoKα) = 1.159 mm-1, F(000) = 2272, Z = 16, the final R = 0.0613 and wR = 0.1773 for 2856 observed reflections (I > 2s(I)). It shows a two-dimensional network structure and is further assembled into a three-dimensional supramolecular framework via hydrogen bonds and abundant π-π interactions. In addition, we analyzed natural bond orbital (NBO) of 1 in using the PBE0/LANL2DZ method established in Gaussian 03 Program. There is obvious covalent interaction between the coordinated atoms and Mn(II) ions. -
ArticleSyntheses, Structures and Photocurrent Response Properties of Two Crystals Based on Tetrathiafulvalene Derivatives
XIAO Ning, HAN Lei, WEN Yi-Hang*, WANG Le-Jia and XIAO Xun-Wen
Chin. J. Struct. Chem. 2021, 40, 759-766 DOI: 10.14102/j.cnki.0254-5861.2011-3011
June 15, 2021
2,6(7)-bis(4΄-pyridyl)-tetrathiafulvalene, crystal structure, interpenetrating, photocurrent responses
ABSTRACT
In this paper, two compounds [Zn22+(2,6-bis(4΄-pyridyl)-TTF)(TPA)22-] (1) and [Cd2+(2,6(7)-bis(4΄-pyridyl)-TTF)(TPA)2-(H2O)2] (TTF = tetrathiafulvalene, TPA = terephthalic acid) (2) were synthesized by using solvothermal method and characterized by single-crystal X-ray. The purity of the two compounds was confirmed by their PXRD data. We also tested the photocurrent responses of these two compounds, and found they could generate photocurrent signal when exposed to light, but the photocurrent intensity of compound 2 is significantly greater than that of 1. From the crystal structure analysis, the possible reason for this phenomenon is that 2 has a more compact ligand arrangement than 1, leading to a higher carrier density and easier excitation. -
ArticleConstruction of Chiral One-dimensional Chains via Mononuclear Chiral Precursors and Circular Dichroism PropertiesJU Hai-Yan, YANG Ming, ZHANG Gang, LIU De-Zheng*, YANG Yong-Sheng* and ZHANG Yan-Bo*
Chin. J. Struct. Chem. 2021, 40, 767-774 DOI: 10.14102/j.cnki.0254-5861.2011-3008
June 15, 2021
mononuclear chiral precursors, 1D chiral chain, circular dichroism spectra
ABSTRACT
One-dimensional (1D) chiral chain complexes [CuLSCu(Pydc)] (2S) and [CuLRCu(Pydc)] (2R) (LS = (E)-3-(((1S,2S)-2-(((E)-3-oxo-3-(4-pyridin-4-yl)phenyl)propylidene)amono)-1,2-diphenyl)imino)-1-(4-(py- ridi-4-yl)phenyl)butan-1-one) and LR = (E)-3-(((1R,2R)-2-(((E)-3-oxo-3-(4-pyridin-4-yl)phenyl)propyli- dene)amono)-1,2-diphenyl)imino)-1-(4-(pyridi-4-yl)phenyl)butan-1-one and Pydc = 2,6-pyridinedicarboxylic acid) have been synthesized vis mononuclear chiral enantiomer precursors CuLS (1S) and CuLR (1R). Their different chiral configurations of 1S, 1R, 2S and 2R were determined by single-crystal X-ray diffraction analyses and further characterized by elemental analyses, infrared spectra (IR), powder X-ray diffraction (PXRD), thermal gravimetric analyses (TGA) and circular dichroism spectra (CD). -
ArticleHaloplumbate Nanochains Templated by Quaternary Phosphorus: Good Water Stabilities, Thermochromic Luminescence and Photocurrent Responses
CUI Jian-Hao, ZHANG Wen-Ting, ZHENG Hui-Dong* and LI Hao-Hong*
Chin. J. Struct. Chem. 2021, 40, 775-784 DOI: 10.14102/j.cnki.0254-5861.2011-3009
June 15, 2021
organic-inorganic hybrid, haloplumbate, quaternary phosphorus, photoluminescence, photocurrent response
ABSTRACT
Two triphenylmethylphosphonium/haloplumbate hybrids, i.e., [(PPh3Me)2(Pb2I6)∙CH3CN]n (1) and [(PPh3Me)(PbBr3)]n (2), have been prepared, in which the (PbX3)nn- nanochains built from face-sharing PbX6 octahedra are surrounded by organic templates to assemble the core-shell quantum well. Besides, C−H···π interactions among Ph3PMe+ cations can also be detected, which give rise to the 2-D organic layer of 1 and 1-D chain for 2. The good water stabilities could be induced by the strong C−H···π interactions, which can deter the hydrolysis reaction. The energy band gaps of this work mainly derive from the charge transfer of organic components, but their luminescence stems from the inorganic (PbX3)nn- nanochains with co-existence of free excitons and self-trapped excitons. At temperature lower than 117 K, strong quantum confinement will rule out the free excitons, and self-trapped excitons will dominate, resulting in red-shift luminescence. Moreover, effective and repeatable photocurrent responses can be found in these hybrids. -
ArticleSyntheses, Structures and Catalytic Properties of Two Mn(II) and Cd(II) Coordination Polymers through in Situ Ligand ReactionZHAO Su-Qin* and GU Jin-Zhong*
Chin. J. Struct. Chem. 2021, 40, 785-796 DOI: 10.14102/j.cnki.0254-5861.2011-3052
June 15, 2021
coordination polymer, tricarboxylic acid, luminescent properties, catalytic properties, in situ reaction
ABSTRACT
Two coordination polymers, namely [Mn(μ-Hcpia)(bipy)(H2O)2]n (1) and [Cd3(μ3-Hcpia)2(μ- Hbiim)2(μ-H2biim)(H2O)2]n (2), have been constructed hydrothermally using H2cbia (H2cbia = 5-(4΄-cyano- benzoxy)isophthalic acid), bipy (bipy = 4,4΄-bipyridine), H2biim (H2biim = 2,2΄-biimidazole), and manganese or cadmium chlorides at 160 °C. Interestingly, the H3cpia (H3cpia = 5-(4΄-carboxylphenoxy)isophthalic acid) ligand was generated by in situ hydrolysis of cyano group in H2cbia. The products were isolated as stable crystalline solids and were characterized by IR spectra, elemental analyses, thermogravimetric analyses (TGA), and single-crystal X-ray diffraction analyses. Both compounds crystallize in the triclinic system, space group P. Compound 1 discloses a 1D linear chain of the 2C1 topological type. Adjacent chains are assembled into a 2D supramolecular sheet through O–H∙∙∙O/N hydrogen bonds. Compound 2 features a 3D framework with a 3,4,4T25 topology. The luminescent and catalytic properties of two compounds were investigated. Compound 1 exhibits a superior catalytic activity in the cyanosilylation at room temperature. -
ArticleMesh-liked Carbon Nanosheets Intercalated into Layered TiO2 as a Zero-strain Anode for Lithium-ion Storage
FU Wen-Wu, ZHANG Ming* and SHEN Zhong-Rong*
Chin. J. Struct. Chem. 2021, 40, 797-805 DOI: 10.14102/j.cnki.0254-5861.2011-3054
June 15, 2021
layered titanium dioxide, Schiff base reaction, lithium-ion battery, zero-strain anode
ABSTRACT
Volume change during the insertion/extraction of Li+ in electrode materials is an important issue to affect the safety and stability of Li-ion batteries. Here, we prepare a near-zero volume change material of COF derived mesh-liked carbon/TiO2 (MC/TiO2) composite by using a layered TiO2 as a template, and a two-dimensional COF material is inserted into the interlayers by the Schiff base polymerization between melamine and terephthalaldehyde, followed by carbonization at 500 ℃ to convert COF to mesh-liked carbon nanosheets. Due to the introduction of mesh-liked carbon nanosheets, the interlayer conductivity of TiO2 is improved, and the nanocavities in mesh-liked carbon nanosheets provide additional chambers for the insertion/extraction of Li-ions without any change of the interlayer distance. The MC/TiO2 shows a specific capacity of 472.7 mAh/g at a current density of 0.1 A/g, and good specific capacity retention of 65% remains after 1000 cycles at a current of 1 A/g. -
ArticleMicrowave Pyrolysis and Electrochemical Supercapacitor of S-doped g-C3N4 Nanoparticles
LIU Min-Min, HE Na-Ting, GUO Hong-Xu*, YING Shao-Ming and CHEN Zhang-Xu
Chin. J. Struct. Chem. 2021, 40, 806-810 DOI: 10.14102/j.cnki.0254-5861.2011-3016
June 15, 2021
S-doped g-C3N4 nanoparticles, microwave pyolysis, supercapacitor
ABSTRACT
In this study, S-doped g-C3N4 nanoparticles were successfully prepared by one-step solid-state microwave synthesis. The detailed characterizations through XRD, FT-IR, SEM and XPS were studied. In addition, the electrochemical properties as supercapacitor of the sample were tested by cyclic voltammetry (CV), galvanostatic charge-discharge (GCD) and electrochemical impedance spectroscopy (EIS) techniques. The results showed a high specific capacitance of 691 F/g at current density of 4 A/g in 2 M KOH + 0.15 M K3[Fe(CN)6] electrolyte. This study shows that the microwave synthesis is a promising way to design carbon-based electrodes for supercapacitor. -
ArticleSynthesis and Characterization of Organoboryl Germanium(II) Oxides Containing Ge–O–B and Ge–O–B–O–Ge CoresZHANG De-Xiang, LI Yao, PENG Lan-Xin, LI Hai-Pu and YANG Ying*
Chin. J. Struct. Chem. 2021, 40, 811-820 DOI: 10.14102/j.cnki.0254-5861.2011-3042
June 15, 2021
organic boronic acid, germylene, synthesis, crystal structure
ABSTRACT
Organoboryl germanium(II) oxides were synthesized from the 1,4-addition reaction of L′Ge (L′ = HC[C(CH2)N(Ar)]C(Me)N(Ar), Ar = 2,6-iPr2C6H3) with selected monosubstituted arylboronic acids RB(OH)2 (R = 2,6-Me2C6H3, 2,4,6-Me3C6H2, 1-Naph) at the molar ratios of 1:1 and 2:1. The mononuclear products RB(OH)OGeL (L = CH[C(Me)N(Ar)]2, Ar = 2,6-iPr2C6H3; R = 2,6-Me2C6H3 (1), 2,4,6-Me3C6H2 (2), 1-Naph (3)) containing the Ge–O–B core were obtained smoothly through the 1:1 reaction. However, the reaction of L′Ge with 2,6-Me2C6H3B(OH)2 in a 2:1 ratio gave only the mononuclear product (1) instead of the expected binuclear one. What’s more, a new borate compound [(2,6-Me2C6H3)4B5O6]-[H:C]+ (4) (:C = C[N(iPr)C(Me)]2) was concomitantly formed when the in situ prepared L′Ge was used as the precursor. In contrast, the use of 2,4,6-Me3C6H2B(OH)2 or 1-NaphB(OH)2 as the organoboryl source in the similar reaction led to the formation and isolation of the binuclear products RB(OGeL)2 (R = 2,4,6-Me3C6H2 (5), 1-Naph (6)) containing the Ge–O–B–O–Ge core in a straight way. Compounds 1～6 were determined by single-crystal X-ray diffraction analysis.
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ArticleSyntheses and Crystal Structures of a Pair of Z-E Enaminonitrile Isomerisms
ZHENG Bin, WANG Shu-Qin, ZHANG Xiao-Ting and HUANG Wan-Yun*
Chin. J. Struct. Chem. 2021, 40, 821-826 DOI: 10.14102/j.cnki.0254-5861.2011-3001
June 15, 2021
enaminonitrile, Z-E isomers, crystal structure, X-ray crystallography
ABSTRACT
A pair of Z-E enaminonitrile isomerisms 2-(3,4-dimethoxyphenyl)-3-((3-methoxyphenyl)ami- no)acrylonitrile (C18H18N2O3, Mr = 310.34) were synthesized and separated by flash column chromatography, and their structures were determined by IR, 1H NMR, 13C NMR, MS and single-crystal X-ray diffraction. The crystal of compound 2a belongs to the monoclinic system, space group C2/c with a = 33.805(7), b = 5.4496(12), c = 18.401(4) Å, β = 112.45(2)º, V = 3133.1(12) Å3, Z = 8, μ = 0.091 mm-1, Dc = 1.143 g×cm-3, the final R = 0.0491 and wR = 0.1439 for 2764 observed reflections (I > 2σ(I)). The crystal of compound 2b belongs to the triclinic system, space group P1, with a = 8.8403(7), b = 9.0390(6), c = 12.0044(74) Å, α = 72.075(5), β = 86.291(5), γ = 81.216(5)º, V = 901.82(10) Å3, Z = 2, T = 293(2) K, μ = 0.079 mm-1, Dc = 1.143 g×cm-3, the final R = 0.0474 and wR = 0.1377 for 3176 observed reflections (I > 2σ(I)). The crystal packing of 2a and 2b is governed by intermolecular N(2)–H(2)···N(1) and N(2)–H(2)···O(2) interactions respectively to stabilize the structure. -
ArticleSyntheses, Crystal Structures and Inhibitory Activity against MCF-7, NCI-H460 and HepG2 Cancer Cells of the Di-2,4-dichlorobenzyltin Thiophene-2-carbohydrazone Complexes
XU Jia-Chi, HU Ze-Cheng, CUI Ying, JIANG Wu-Jiu, TAN Yu-Xing and FAN Shan-Ji*
Chin. J. Struct. Chem. 2021, 40, 827-835 DOI: 10.14102/j.cnki.0254-5861.2011-3007
June 15, 2021
diorganotin, carboxylate, synthesis, crystal structure, biological activity
ABSTRACT
Di-2,4-dichlorobenzyltin-2-(2-(thiophen-2-formyl)hydrazono)-propanoic carboxylate complex I {[C4H3S(O)C=N-N=C(CH3)COO]2[(2,4-Cl2-C6H3CH2)2Sn]2(CH3OH)2} and di-2,4-dichlorobenzyltin-2-(2-(thio- phen-2-formyl)hydrazono)-3-phenylpropanoic carboxylate complex II {[C4H3S(O)C=N-N=C(PhCH2)COO](2,4- Cl2-C6H3CH2)2Sn}n were synthesized and characterized by IR, 1H, 13C and 119Sn NMR spectra, HRMS, elemental analysis and thermal stability analysis, and the crystal structures were determined by X-ray diffraction. The crystal of complex I belongs to monoclinic system, space group P21/n with a = 11.987(3), b = 35.359(9), c = 12.982(3) Å, b = 103.028(5)°, Z = 4, V = 5361(2) Å3, Dc = 1. 688 Mg·m–3, m(MoKα) = 1.463 mm–1, F(000) = 2704, R = 0.0572 and wR = 0.1423. The crystal of complex II is of monoclinic system, space group P21/n with a = 15.5758(17), b = 9.6020(10), c = 19.599(2) Å, b = 98.886(2)°, Z = 4, V = 2896.0(5) Å3, Dc = 1.663 Mg·m–3, m(MoKα) = 1.357 mm–1, F(000) = 1440, R = 0.0341 and wR = 0.0936. In vitro antitumor activities of both complexes were evaluated by MTT against three human cancer cell lines (MCF7, NCI-H460 and HepG2), and they all exhibited good antitumor activity. The interaction between complexes and calf thymus DNA was studied by UV-vis and fluorescence spectroscopy, it indicated intercalation as probable mode of interaction.
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