One-pot synthesis of a new 2-substituted 1,2,3-triazole 1-oxide derivative from dipyridyl ketone and isonitrosoacetophenone hydrazone: Nickel(II) complex, DNA binding and cleavage properties

Güp, Ramazan; Erer, Oktay; Dilek, Nefise

doi:10.1016/j.bioorg.2017.03.003

Cited by 20 publications

(7 citation statements)

References 62 publications

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“…The DNA susceptibility test can explore new ways of designing more effective therapeutic agents that can inhibit the growth of tumor cells or inhibit the multiplication of bacteria. UV–visible absorption spectroscopy is a useful technique to probe compound–DNA interaction in which the change in absorption maxima λ max and intensity due to conformational changes in DNA structure caused by interaction with any compound is quantified [13]. The magnitude of any change directs the strength and mode of interaction.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization and biological activities of imidazo[1,2-a]pyridine based gold(III) metal complexes

Kanthecha

Bhatt

Patel

2019

Heliyon

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Five imidazo [1,2- a ]pyridine derivatives and their Au(III) complexes were synthesized. The compounds were characterized by 1 H-NMR, 13 C-NMR, IR, mass, UV-visible, elemental analysis, conductivity and magnetic measurement studies. All the compounds were screened for diverse biological activities to check the effect of coordination of Au(III) with imidazo [1,2- a ]pyridine heterocycles. The DNA interaction ability of compounds were studied as the change in absorption maxima and position of HS-DNA in presence of compounds and viscosity measurement due to change in DNA length under the influence of compounds. The computational insight of compound-DNA interaction was taken in docking study. All the results suggest intercalation mode of binding. The cellular level cytotoxic nature of compounds was evaluated using trypan blue dye staining of dead cell in cell viability assay. The smearing of DNA was observed, while DNA extracted from S. pombe cells in presence of complexes was subjected to gel electrophoresis, which shows their toxic effect on DNA. The complexes were evaluated for cytotoxicity on human A549 (Lung adenocarcinoma) cell line by MTT assay (IC 50 values). The in vitro cytotoxicity in terms of LC 50 value was checked on a simple zoological organism, brine shrimp.

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Section: Resultsmentioning

confidence: 99%

Synthesis, characterization and biological activities of imidazo[1,2-a]pyridine based gold(III) metal complexes

Kanthecha

Bhatt

Patel

2019

Heliyon

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“…Thus prepared 1,2,3-triazole 1-oxides interact with DNA through non-covalent binding mode and show nuclease activity. 29,30 Scheme 10 Main approaches for the synthesis of 1,2,3-triazole 1-oxides C(5)-H bond in the 1,2,3-triazole 1-oxide ring is rather acidic due to the strong electron-withdrawing effect of the Noxide moiety. It was shown that the proton at the C(5) position underwent rapid and quantitative H/D exchange in CD3OD in the presence of K3PO4 as a base.…”

Section: 23-triazole-1-oxidesmentioning

confidence: 99%

“…The obtained 1,2,3-triazole 1-oxides interact with DNA through noncovalent binding modes and show nuclease activity. 29,30 Scheme 10 Main approaches for the synthesis of 1,2,3-triazole 1-oxides…”

Section: 23-triazole 1-oxidesmentioning

confidence: 99%

Five-Membered Hetarene N-Oxides: Recent Advances in Synthesis and Reactivity

Ферштат

Teslenko

2021

Synthesis

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Five-membered heterocyclic N-oxides attracted special attention due to their strong application potential in medicinal chemistry and advanced materials science. In this regard, novel methods for their synthesis and functionalization are constantly required. In this short review, recent state-of-the-art achievements in the chemistry of isoxazoline N-oxides, 1,2,3-triazole 1-oxides and 1,2,5-oxadiazole 2-oxides are briefly summarized. Main routes to transition-metal-catalyzed and metal-free functionalization protocols along with mechanistic considerations are outlined. Transformation patterns of the hetarene N-oxide rings as precursors to other nitrogen heterocyclic systems are also presented.

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“…Electronic titration spectra are a very effective technique to study the interaction activities of transition metal complexes by the DNA molecule. In this method, it is wellrecognized that variations in the intensity of electronic absorption spectra show the DNA binding mechanism because packing with DNA base pairs harms the DNA's coiled structure [34]. The electronic titration spectra of the compounds 4 and 5 in the absence and the presence of calf thymus DNA at varied amounts were determined as shown in Figs.…”

Section: Dna Interaction Studiesmentioning

confidence: 99%

DNA binding studies of the 2,10,16,24–tetrakis (phenoxy-3-methoxybenzoic acid)phthalocyaninato) Co(II) and Cu(II) compounds

et al. 2020

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Tetra phenoxy-3-methoxybenzoic acid substituted Co(II) and Cu(II) metal phthalocyanine compounds were reported for the first time. The structures of these compounds were elucidated by NMR, FT-IR, UV-vis spectroscopy, and elemental analysis. The UV/Vis, fluorescence spectra, viscosity and the thermal melting point techniques were implemented to analyze the DNA bonding activities of cobalt (II) and copper (II) complexes of phthalocyanine by calf thymus DNA. These techniques showed that the phthalocyanine complexes interacted with the DNA molecule through the intercalation mechanism. Additionally, among the methods above, the binding properties of DNA with the compounds 4 and 5 were studied by means of the agarose gel electrophoresis method. The complexes 4 and 5 bonded to the DNA molecule in the buffer system at a pH of 7.02. The findings of these methods proved that the Co(II) and Cu(II) complexes of phthalocyanine could be evaluated as potential cancer medicine for cancer treatment in the near future.

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One-pot synthesis of a new 2-substituted 1,2,3-triazole 1-oxide derivative from dipyridyl ketone and isonitrosoacetophenone hydrazone: Nickel(II) complex, DNA binding and cleavage properties

Cited by 20 publications

References 62 publications

Synthesis, characterization and biological activities of imidazo[1,2-a]pyridine based gold(III) metal complexes

Synthesis, characterization and biological activities of imidazo[1,2-a]pyridine based gold(III) metal complexes

Five-Membered Hetarene N-Oxides: Recent Advances in Synthesis and Reactivity

DNA binding studies of the 2,10,16,24–tetrakis (phenoxy-3-methoxybenzoic acid)phthalocyaninato) Co(II) and Cu(II) compounds

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