Effects of counterions of colorful sandwich-type zinc(II) 4′-phenyl-terpyridine compounds on photoluminescent and thermal properties

Zhang, Yongqiang; Zhou, Peng; Liang, Baohuan; Huang, Ling; Zhou, Yanling; Ma, Zhen

doi:10.1016/j.molstruc.2017.05.129

Cited by 17 publications

(13 citation statements)

References 44 publications

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“…The terpyridine molecule serves as a tridentate, nearly coplanar, N 3 donor ligand, and, in some cases, also as a mono or bidentate ligand [28]. Square planar and octahedral metal complexes with TPY ligands have been reported to be of great biological interest, and complexes exhibiting planar structures can easily insert themselves in DNA base pairs [29][30][31]. Zinc, being one of the most important trace metals for human being, appears as an attractive metal due to its importance in the regulation of the metabolism of cells, cytoprotective effect, and suppressing the apoptotic pathways [32][33][34][35][36].…”

Section: Introductionmentioning

confidence: 99%

Zinc(II) Terpyridine Complexes: Substituent Effect on Photoluminescence, Antiproliferative Activity, and DNA Interaction

Liu

Jiang

et al. 2019

Molecules

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A series of ZnCl2 complexes (compounds 1–10) with 4′-(substituted-phenyl)-2,2′:6′,2′′-terpyridine that bears hydrogen (L1), p-methyl (L2), p-methoxy (L3), p-phenyl (L4), p-tolyl (L5), p-hydroxyl (L6), m-hydroxyl (L7), o-hydroxyl (L8), p-carboxyl (L9), or p-methylsulfonyl (L10) were prepared and then characterized by 1H NMR, electrospray mass-spectra (ESI-MS), IR, elemental analysis, and single crystal X-ray diffraction. In vitro cytotoxicity assay was used to monitor the antiproliferative activities against tumor cells. Absorption spectroscopy, fluorescence titration, circular dichroism spectroscopy, and molecular modeling studied the DNA interactions. All of the compounds display interesting photoluminescent properties and different maximal emission peaks due to the difference of the substituent groups. The cell viability studies indicate that the compounds have excellent antiproliferative activity against four human carcinoma cell lines, A549, Bel-7402, MCF-7, and Eca-109, with the lowest IC50 values of 0.33 (10), 0.66 (6), 0.37 (7), and 1.05 (7) μM, respectively. The spectrophotometric results reveal that the compounds have strong affinity binding with DNA as intercalator and induce DNA conformational transition. Molecular docking studies indicate that the binding is contributed by the π…π stacking and hydrogen bonds, providing an order of nucleotide sequence binding selectivity as ATGC > ATAT > GCGC. These compounds intercalate into the base pairs of the DNA of the tumor cells to affect their replication and transcription, and the process is supposed to play an important role in the anticancer mechanism.

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Section: Introductionmentioning

confidence: 99%

Zinc(II) Terpyridine Complexes: Substituent Effect on Photoluminescence, Antiproliferative Activity, and DNA Interaction

Liu

Jiang

et al. 2019

Molecules

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“…7B, L1 2 -Zn exhibited the emission peak at 405 nm with a noticeable bathochromic shift in comparison with that in solution, which was presumably due to C–H⋯π interaction 60 and supported by the crystal structures of a previous report. 43 In sharp contrast, a slightly blue-shifted emission was observed for L2 2 -Zn in solid compared with that of the solution samples (Fig. 7B).…”

Section: Resultsmentioning

confidence: 80%

“…1), we have systematically synthesized and characterized complexes L2 2 -M (M = Mn 2+ , Fe 2+ . Co 2+ , Ni 2+ , Cu 2+ , Zn 2+ ) and L1 2 -M 42,43 for comparison. The unique coordination geometry and further onedimensional (1D) supramolecular chiral double helix chains of L2 2 -M were characterized by NMR and X-ray single crystal diffraction.…”

Section: Introductionmentioning

confidence: 99%

Substituents make a difference: 6,6″-modified terpyridine complexes with helix configuration and enhanced emission

Liu

Zhao

et al. 2023

Dalton Trans.

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“…Terpyridine metal complexes are gaining wide attention both for their ability to intercalate into DNA, and hence for inhibitory effects on tumor cells, and for their photoluminescence properties, that make them potential fluorescent materials or bioprobes [ 68 , 69 , 70 , 71 , 133 , 134 , 135 , 136 , 137 , 138 , 139 , 140 ].…”

Section: Terpyridine and Pyridine-based Systemsmentioning

confidence: 99%

Zinc Complexes with Nitrogen Donor Ligands as Anticancer Agents

et al. 2020

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The search for anticancer metal-based drugs alternative to platinum derivatives could not exclude zinc derivatives due to the importance of this metal for the correct functioning of the human body. Zinc, the second most abundant trace element in the human body, is one of the most important micro-elements essential for human physiology. Its ubiquity in thousands of proteins and enzymes is related to its chemical features, in particular its lack of redox activity and its ability to support different coordination geometries and to promote fast ligands exchange. Analogously to other trace elements, the impairment of its homeostasis can lead to various diseases and in some cases can be also related to cancer development. However, in addition to its physiological role, zinc can have beneficial therapeutic and preventive effects on infectious diseases and, compared to other metal-based drugs, Zn(II) complexes generally exert lower toxicity and offer few side effects. Zinc derivatives have been proposed as antitumor agents and, among the great number of zinc coordination complexes which have been described so far, this review focuses on the design, synthesis and biological studies of zinc complexes comprising N-donor ligands and that have been reported within the last five years.

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Effects of counterions of colorful sandwich-type zinc(II) 4′-phenyl-terpyridine compounds on photoluminescent and thermal properties

Cited by 17 publications

References 44 publications

Zinc(II) Terpyridine Complexes: Substituent Effect on Photoluminescence, Antiproliferative Activity, and DNA Interaction

Zinc(II) Terpyridine Complexes: Substituent Effect on Photoluminescence, Antiproliferative Activity, and DNA Interaction

Substituents make a difference: 6,6″-modified terpyridine complexes with helix configuration and enhanced emission

Zinc Complexes with Nitrogen Donor Ligands as Anticancer Agents

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