Synthesis, characterization, anti-tumor activity, photo-luminescence and BHb/HHb/Hsp90 molecular docking of zinc(II) hydroxyl-terpyridine complexes

Huang, Ling; Liu, Rongping; Li, Jiahe; Liang, Xing; Lan, Qingxiang; Shi, Xiaobi; Pan, Lixia; Chen, Hailan; Ma, Zhen

doi:10.1016/j.jinorgbio.2019.110790

Cited by 21 publications

(14 citation statements)

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“…Ligands L 1 –L 3 were prepared according to reported procedures [ 23 , 33 ]. All the complexes were synthesized by reaction of the ligands with ZnBr 2 or ZnI 2 in stoichiometric amounts, respectively.…”

Section: Resultsmentioning

confidence: 99%

“…It is interesting that the strong peaks of the zinc iodide compounds do not change visibly and that the peaks have redshifted in comparison with the strong peaks of the zinc bromide complexes. According to the reported photoluminescent results of 4′-phenyl-terpyridine and other substituted terpyridine compounds, the peaks around 380 nm are assigned tentatively to the π–π*/MLCT mechanism [ 22 , 23 ]. The other peaks of the iodide anion compounds ( 2 , 4 and 6 ) in the low-energy region are assigned temporarily to n –π*/LMCT [ 22 ].…”

Section: Resultsmentioning

confidence: 99%

“…Zinc is the second most abundant essential trace element in the human body, being involved in the synthesis of DNA and proteins [ 20 , 21 ]. Substituted terpyridine compounds are effective ligands for transition metal complexes [ 22 , 23 , 24 , 25 ]. Therefore, Zn(II) terpyridine complexes are worth exploring in molecular biology and related fields.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, the interaction between complexes and proteins plays a key role in the distribution and transport of small molecules into the biological system, which affects the concentration and overall efficacy of drug molecules [ 31 ]. In our previous studies, it has been found that zinc complexes have strong antitumor activity [ 22 , 23 , 32 , 33 , 34 ]. It is noteworthy that the antitumor properties of these complexes can be regulated by the substituents at their 4′-position.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

et al. 2020

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Six new zinc(II) complexes were prepared by the reaction of ZnBr2 or ZnI2 with 4′-(substituted-phenyl)-2,2′:6′,2′′-terpyridine compounds, bearing p-methylsulfonyl (L1), p-methoxy (L2) and p-methyl (L3), which were characterized by elemental analysis, FT-IR, NMR and single crystal X-ray diffraction. The antiproliferative properties against Eca-109, A549 and Bel-7402 cell lines and the cytotoxicity test on RAW-264.7 of these compounds were monitored using a CCK-8 assay, and the studies indicate that the complexes show higher antiproliferative activities than cisplatin. The interactions of these complexes with CT-DNA and proteins (BSA) were studied by UV-Vis, circular dichroism (CD) and fluorescent spectroscopy, respectively. The results indicate that the interaction of these zinc(II) complexes with CT-DNA is achieved through intercalative binding, and their strong binding affinity to BSA is fulfilled through a static quenching mechanism. The simulation of the complexes with the CT-DNA fragment and BSA was studied by using molecular docking software. It further validates that the complexes interact with DNA through intercalative binding mode and that they have a strong interaction with BSA.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

et al. 2020

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“…One recently studied complex includes coumarin-derived Schiff bases and their Cu(II) complexes, which exert toxicity in the breast cancer-zinc-derived MCF-7 mammalian cell line at concentrations that were comparable to the toxicity of the commercially used drug, mitoxantrone ( Creaven et al, 2010 ). On the contrary, Zn(II) complexes also possess a wide range of chemotherapeutic potential, as evidenced by numerous earlier studies ( Filipović et al, 2015 , Huang et al, 2019 , Lazou et al, 2019 , Malarz et al, 2020 , Mohanty et al, 2020 ). Both these metal complexes work via different mechanistic pathways to induce apoptosis or cell death.…”

Section: Introductionmentioning

confidence: 93%

β-Carboline copper complex as a potential mitochondrial-targeted anticancer chemotherapeutic agent: Favorable attenuation of human breast cancer MCF7 cells via apoptosis

Khan

Usman

et al. 2020

Saudi Journal of Biological Sciences

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The development of preferentially selective cancer chemotherapeutics is a new trend in drug research. Thus, we designed and synthesized novel ternary complexes, [Cu(tryp)(Hnor) 2 (DMSO)]NO 3 ( 1) and [Zn(tryp)(Hnor) 2 (DMSO)]NO 3 (2) (tryp = DL-Tryptophane; Hnor = Norharmane, β-carboline; DMSO = Dimethyl sulfoxide), characterized with elemental analysis, FTIR, UV–vis, FL, NMR, ESI-MS, and molar conductivity. Furthermore, the TD-DFT studies with UV–vis and FTIR validated the proposed structures of 1 and 2 . Moreover, we evaluated the HOMO-LUMO energy gap and found that 1 has a smaller energy gap than 2 . Then, 1 and 2 were assessed for anticancer chemotherapeutic potential against cancer cell lines MCF7 (human breast cancer) and HepG2 (human liver hepatocellular carcinoma) as well as the non-tumorigenic HEK293 (human embryonic kidney) cells. The MTT assay illustrated the preferentially cytotoxic behavior of 1 when compared with that of 2 and cisplatin (standard drug) against MCF7 cells. Moreover, 1 was exposed to MCF7 cells, and the results indicated the arrest of the G2/M phases, which followed the apoptotic pathway predominantly. Generation of ROS, GSH depletion, and elevation in LPO validated the redox changes prompted by 1 . These studies establish the great potential of 1 as a candidate for anticancer therapeutics.

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Syntheses, characterizations, crystal structures, DFT/TD‐DFT, luminescence behaviors and cytotoxic effect of bicompartmental Zn (II)‐dicyanamide Schiff base coordination polymers: An approach to apoptosis, autophagy and necrosis type classical cell death

Majumdar

Agrawal

Thomas³

et al. 2019

Applied Organom Chemis

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Two new Zn (II)‐dicyanamide (dca) 1‐D chain coordination polymers (CPs), [Zn (LOMe)(μ1‐dca)(μ1,5‐dca)]n (1) and [Zn (LOEt)(μ1‐dca)(μ1,5‐dca)]n (2) have been successfully synthesized from bicompartmental Schiff base ligands N,N′‐Bis(3‐methoxysalicylidenimino)‐1,3‐diaminopropane (H2LOMe), N,N′‐Bis(3‐ethoxysalicylidenimino)‐1,3‐diaminoproane (H2LOEt) respectively and structurally characterized using various spectroscopic protocols like 1H NMR, IR, Raman, UV–Vis, fluorescence as well as elemental analysis, TGA, PXRD and SCXRD studies. X‐ray single crystal study revealed that both the complexes have two different geometrical arrangement of Zn metal centres with distorted square pyramidal Zn(2) and trigonal prismatic geometry Zn(1). Ab‐initio DFT (Density functional theory) has been executed at B3LYP (Becke, 3‐parameter, Lee‐Yang‐Parr) using DGDVP (Diffuse gradient double valence polarised) basis set to explain FMO (Frontier molecular orbital), TD‐DFT (Time‐dependent density functional theory) and photovoltaic efficiency in Dye Sensitized Solar Cell (DSSC). Hirshfeld surface (HS) and 2D fingerprint plot analyses are shed more light on the non‐covalent supramolecular interactions. The steady state and time‐resolved fluorescence measurements have been conducted in DMSO and solid‐state. CPs exhibited bi‐exponential decay in DMSO as well as solid‐state where fluorescence behaviors are mainly intra‐ligand (π → π*) in nature with lifetimes in the range (1.11–1.06 ns). In particular, in vitro cytotoxic activities were evaluated towards MCF7 (breast cancer) cell line, MDA‐MB‐231 (breast carcinoma) cell line and MCF10A (breast epithelial) cell line using MTT assay. CP1 had lower cytotoxic effect against MCF7 (20 μM), MDA‐MB‐231 (15 μM) cell lines in comparison with cisplatin (42.2 ± 8, 128.2 ± 7 μM). CP1 induced classical cell death apoptosis, autophagy and necrosis. Lower IC50 value of CP1 against MDA‐MB‐231 cell line provide new insights in the development of cancer therapeutics.

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Synthesis, characterization, anti-tumor activity, photo-luminescence and BHb/HHb/Hsp90 molecular docking of zinc(II) hydroxyl-terpyridine complexes

Cited by 21 publications

References 56 publications

Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

β-Carboline copper complex as a potential mitochondrial-targeted anticancer chemotherapeutic agent: Favorable attenuation of human breast cancer MCF7 cells via apoptosis

Syntheses, characterizations, crystal structures, DFT/TD‐DFT, luminescence behaviors and cytotoxic effect of bicompartmental Zn (II)‐dicyanamide Schiff base coordination polymers: An approach to apoptosis, autophagy and necrosis type classical cell death

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