Synthesis, biological activity, DNA binding and anion sensors, molecular structure and quantum chemical studies of a novel bidentate Schiff base derived from 3,5-bis(triflouromethyl)aniline and salicylaldehyde

Yıldız, Mustafa; Karpuz, Özge; Zeyrek, Celal Tuğrul; Boyacıoğlu, Bahadır; Dal, Hakan; Demir, Neslihan; Yıldırım, Nuray; Ünver, Hüseyin

doi:10.1016/j.molstruc.2015.03.047

Cited by 60 publications

(45 citation statements)

References 72 publications

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“…S3), whereas the TD-DFT results in gas phase predict these bands around 227.59 and 331.21 nm. Experimentally, the long-wavelength maximum shifts towards high energy when the solvent polarity is increased, in agreement with previous reports[40,41,53]. In addition, the UV absorption band at 310.92 nm of the compound results from an electronic transition from HOMO to LUMO+1 localized mainly on the aromatic ring π-π* transition of the C=C from experimental results.…”

supporting

confidence: 91%

“…The phenolic C-OH stretching vibration was observed at 1291 cm -1 and calculated at 1273 cm -1 [40,41]. For title Schiff base, the phenolic C-OH stretching vibration is observed at 1225 cm -1 and assigned at (Table S4).…”

Section: The Vibrational Band Assignmentsmentioning

confidence: 95%

“…The determining of MEP region is best suit for identifying sites for intra-and inter-molecular interactions [40,41]. According to the MEP surface of the compound, the weak negative region associated with O1, O2 and F1-F12 atoms and also the weak positive region by the nearby H1a, H2a and H7a atom.…”

Section: Molecular Electrostatic Potential (Mep) Surfacementioning

confidence: 99%

“…The binding ability of the sensor compound (5x10 -6 M) was firstly studied using UV-Vis spectral titrations in DMSO [25,40,66]. The ab initio B3LYP calculations allow a more accurate prediction of the NLO activity for the compound.…”

Section: Colorimetric Anion-sensingmentioning

confidence: 99%

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Synthesis, spectral and quantum chemical studies and use of ( E )-3-[(3,5-bis(trifluoromethyl)phenylimino)methyl]benzene-1,2-diol and its Ni(II) and Cu(II) complexes as an anion sensor, DNA binding, DNA cleavage, anti-microbial, anti-mutagenic and anti-cancer agent

Ünver

Boyacıoğlu

Zeyrek

et al. 2016

Journal of Molecular Structure

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supporting

confidence: 91%

Section: The Vibrational Band Assignmentsmentioning

confidence: 95%

Section: Molecular Electrostatic Potential (Mep) Surfacementioning

confidence: 99%

Section: Colorimetric Anion-sensingmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis, spectral and quantum chemical studies and use of ( E )-3-[(3,5-bis(trifluoromethyl)phenylimino)methyl]benzene-1,2-diol and its Ni(II) and Cu(II) complexes as an anion sensor, DNA binding, DNA cleavage, anti-microbial, anti-mutagenic and anti-cancer agent

Ünver

Boyacıoğlu

Zeyrek

et al. 2016

Journal of Molecular Structure

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“…When fluoride ion was introduced (3.0 equv), the signals at 10.46, 10.23 and 9,34 ppm disappeared, indicating the -OH moiety of the compound acted as anion binding sites and exhibited deprotonation upon interacting with strong basic anions. Therefore, the significant red shifts in absorption and color changes resulted from deprotonation of the anion binding sites [24,25].…”

Section: Nmr Titrationmentioning

confidence: 99%

Synthesis, Characterization and Applications of (E)-3-((5-bromo-2-hydroxy-3-methoxycyclohexa-1,3-dienyl)methyleneamino)-6-(hydroxymethyl)-tetrahydro-2H-pyran-2,4,5-triol

Tadesse¹,

Alpaslan²,

Yıldız³

et al. 2016

Nano BioMed ENG

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We present the synthesis, characterization, biological and sensing applications of a Schiff base, (E)-3-((5-bromo-2-hydroxy-3-methoxycyclohexa-1, 3-dienyl)methyleneamino)-6-(hydroxymethyl)-tetrahydro-2H-pyran-2,4,5-triol. Characterization of the title compound was carried out using theoretical quantum-mechanical calculations and experimental spectroscopic methods. The molecular structure of the title compound was confirmed using NMR and FTIR, which was in good agreement with the structure predicted by the theoretical calculations. The title compound was evaluated for its ability to detect anions in DMSO and on a solid surface and for its antimicrobial activity against several common microorganisms.

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Structural characterisation of novel mononuclear Schiff base metal complexes, DFT calculations, molecular docking studies, free radical scavenging, DNA binding evaluation and cytotoxic activity

Aziz

Ramadan

Sidqi

et al. 2022

Applied Organom Chemis

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New mononuclear metal complexes (M = Mn(II), Fe(III), Co(II), Ni(II), Cu(II) and Zn(II)) derived from a novel tetradentate N2O2 Schiff base ligand (H2L) were efficiently produced. Physico‐chemical and spectroscopic approaches were used to characterize the synthesized metal complexes. The data indicated that the synthesized Schiff base acted as a tetradentate ligand and linked to various metal ions through the imine group's nitrogen and the phenolate oxygen. The capability of the produced complexes to bind CT‐DNA using absorbance, fluorescence, viscosity and thermal denaturation assays along with DPPH radical scavenging was evaluated. The results revealed that both Mn(II) and Cu(II) complexes have a higher binding affinity and antioxidant activity when compared with other complexes. In vitro anti‐proliferative activity of the new complexes using MTT assay was also performed against tumor cell lines HepG‐2 and MCF‐7. The results showed good activity on comparing with the reference medication cisplatin. Molecular geometry of metal complexes was examined using density functional theory (DFT) simulations. In addition, the DNA‐interaction studies of complexes were validated by molecular docking experiments using molecular operating environment (MOE) software.

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Synthesis, biological activity, DNA binding and anion sensors, molecular structure and quantum chemical studies of a novel bidentate Schiff base derived from 3,5-bis(triflouromethyl)aniline and salicylaldehyde

Cited by 60 publications

References 72 publications

Synthesis, spectral and quantum chemical studies and use of ( E )-3-[(3,5-bis(trifluoromethyl)phenylimino)methyl]benzene-1,2-diol and its Ni(II) and Cu(II) complexes as an anion sensor, DNA binding, DNA cleavage, anti-microbial, anti-mutagenic and anti-cancer agent

Synthesis, spectral and quantum chemical studies and use of ( E )-3-[(3,5-bis(trifluoromethyl)phenylimino)methyl]benzene-1,2-diol and its Ni(II) and Cu(II) complexes as an anion sensor, DNA binding, DNA cleavage, anti-microbial, anti-mutagenic and anti-cancer agent

Synthesis, Characterization and Applications of (E)-3-((5-bromo-2-hydroxy-3-methoxycyclohexa-1,3-dienyl)methyleneamino)-6-(hydroxymethyl)-tetrahydro-2H-pyran-2,4,5-triol

Structural characterisation of novel mononuclear Schiff base metal complexes, DFT calculations, molecular docking studies, free radical scavenging, DNA binding evaluation and cytotoxic activity

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