Synthesis, characterization, cytotoxicity and antibacterial activity of an anthracenyl-linked bis(pyrazolyl)methane ligand and its zinc(II) complexes

Ruan, Ban‐Feng; Zhu, Yingzhong; Liu, Wan-Ding; Song, Baoan; Tian, Yupeng

doi:10.1016/j.ejmech.2013.10.064

Cited by 23 publications

(2 citation statements)

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“…3–6 The zinc( ii ) ion is a bioessential transition metal ion for the growth and death of organisms, the development of all fundamental biological processes, and the occurrence of some diseases. 7–10 Additionally, many zinc( ii ) metal complexes containing, for example, Zn( ii )-3-bromo-5-chloro-salicylaldehyde compounds, 1 zinc( ii )-bis(dipyrrinato)/porphyrin/phthalocyanine compounds, 11 zinc( ii )-benzothiazolyl/dithiocarbazate compounds, 12 zinc( ii )-cryptolepine compounds, 13 zinc( ii )-boron-dipyrromethene compounds, 9,14 zinc( ii )-terpyridine compounds, 15 zinc( ii )-bis(pyrazolyl)methane compounds, 16 zinc( ii )-thiosemicarbazone–alkylthiocarbamate compounds, 17 zinc( ii )-Schiff-base compounds, 18 and zinc( ii )-mixed tryptanthrin derivatives 19 have been shown to exhibit intriguing anticancer activity. However, little data have been obtained regarding the cytotoxicity of zinc( ii ) metal coordination compounds against human tumor cells in the field of medicine.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and anticancer mechanisms of zinc(ii)-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands

Zhang

Huang

et al. 2023

Dalton Trans.

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Section: Introductionmentioning

confidence: 99%

Synthesis and anticancer mechanisms of zinc(ii)-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands

Zhang

Huang

et al. 2023

Dalton Trans.

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“…Compounds 62a and 62c effectively inhibited Pseudomonas putida growth with MIC values of 0.011 and 0.042 μg/ml, respectively, and the activity was 16 and 4 fold stronger, respectively, than that of the reference drug chloramphenicol. However, the supramolecular complex 62b, obtained by replacing chlorine with bromine, showed almost no inhibitory activity on either strains, indicating that the chlorine ligand was of great significance to enhance the antibacterial activity of the supramolecular complex, and that supermolecule 62a had potential to be developed as an antibacterial drug [37]. Phenanthroline is a widely used organic ligand; the Cu 2+ ion can cleave DNA by oxidation.…”

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confidence: 99%

Supermolecules as Medicinal Drugs

Zhou¹,

Sui²

2019

Handbook of Macrocyclic Supramolecular Assembly

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Chiral Magnesium(II) Complex‐Catalyzed Enantioselective Desymmetrization of meso‐Aziridines with Pyrazoles

Guo

Lin

et al. 2017

Adv Synth Catal

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A highly enantioselective catalytic protocol for the desymmetrization of meso-aziridines via ring-opening with pyrazoles is reported using an N,N'-dioxide-Mg(OTf) 2 complex as the catalyst. The corresponding trans-a-pyrazole-substituted amines were obtained in good yields and enantioselectivities (up to 99% yield and 94% ee) under mild reaction conditions. Moreover, a remarkably high asymmetric amplification was observed in the catalytic system.Enantioselective desymmetrization is a powerful strategy for the construction of complex molecules with multiple stereocentres from relatively simple meso starting materials. [1] In particular, the enantioselective desymmetrization of meso-aziridines has captured much attention for providing access to important chiral 1,2-difunctionalized molecules with vicinal stereocenters by ring opening with nucleophiles in one single step. [2] Over the past decades, many nucleophiles such as trimethylsilyl azide, [3] trimethylsilyl cyanide, [4] amines, [5] alcohols, [6] halogen, [7] etc. [8] have been demonstrated successfully for desymmetrization of meso-aziridines. As a pioneer report, Jacobsen and co-workers described the highly enantioselective ring opening of meso-aziridines, which reacted with trimethylsilyl azide to give 1,2-azidoamines in good yields with 83-94% ee under the catalysis of the chiral chromium (III)-salicylimine complex. [9] Shibasaki and co-workers subsequently provided 1,2-amidonitriles in good yields with 81-93% ee in the presence of a catalyst prepared in situ from Gd(OiPr) 3 and the chiral ligand derived from glucose in 2005. [10] Follow-ing these early reports, many excellent researches have been furnished in desymmetrization of mesoaziridines. Recently, Wang's group realized the enantioselective dearomatization reaction and [3 + 2]-cycloaddition of meso-aziridines via an in situ generated magnesium catalyst. [11] In spite of these impressive advances, there are few reports on the direct catalytic asymmetric ring-opening of meso-aziridines with pyrazoles, [12] although pyrazole motif also exists in a number of small molecules that possess diverse chemical, biological, and pharmaceutical activities. [13]

show abstract

Synthesis, characterization, cytotoxicity and antibacterial activity of an anthracenyl-linked bis(pyrazolyl)methane ligand and its zinc(II) complexes

Cited by 23 publications

References 21 publications

Synthesis and anticancer mechanisms of zinc(ii)-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands

Synthesis and anticancer mechanisms of zinc(ii)-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands

Supermolecules as Medicinal Drugs

Chiral Magnesium(II) Complex‐Catalyzed Enantioselective Desymmetrization of meso‐Aziridines with Pyrazoles

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