DFT analysis and bioactivity of 2-((E)-(4-methoxybenzylimino)methyl)phenol and its Ni(II) and Pd(II) complexes

Amalina Mohd Tajuddin, El Hassane Anouar, Kalavathy Ramasamy, Bohari Mohd. Yamin, Abdulrahman I. Alharthi, Hadariah Bahron

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

This paper reports the synthesis, characterisation and DFT analysis of an N,O bidentate Schiff base, ((E)-(4-methoxybenzylimino)methyl)phenol, (L1c) and its Ni(II) and Pd(II) complexes. The structures were elucidated via elemental analysis, UV-Visible, NMR, IR and single crystal X-ray diffraction. Complexation of L1c with Ni(II) and Pd(II) was observed to induce different degrees of bathochromic effect on n→π* and π→π* electronic transitions. A comparison of the experimental data of UV-Visible, NMR, IR and X-ray with those calculated using DFT and TD-DFT methods where five hybrid functionals were tested in gas, IEF-PCM and SS-PCM models was also carried out. The results show that the reproduction of maximum absorption bands n→π* and π→π* is strongly related to the tested hybrid functionals and solvatochromic effects. Relatively good concordance was obtained between experimental and calculated NMR chemical shifts, IR and X-ray parameters. A bioactivity evaluation against HCT116 and Escherichia coli displayed that the parent ligand L1c is a more superior anticancer and antibacterial agent than the positive controls of 5FU and gentamicin respectively. However, both complexes showed poor activity as anticancer agent and no activity observed against tested bacteria.

Original languageEnglish
JournalArabian Journal of Chemistry
DOIs
Publication statusAccepted/In press - 28 Aug 2016

Fingerprint

Phenol
Bioactivity
Discrete Fourier transforms
Phenols
Pulse code modulation
Nuclear magnetic resonance
Antineoplastic Agents
Bactericides
X rays
Schiff Bases
Chemical shift
Gentamicins
Complexation
Fluorouracil
Escherichia coli
Absorption spectra
Bacteria
Gases
Ligands
Single crystals

Keywords

  • DFT
  • Escherichia coli
  • HCT116
  • Ni(II)
  • Pd(II)
  • Schiff base

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

DFT analysis and bioactivity of 2-((E)-(4-methoxybenzylimino)methyl)phenol and its Ni(II) and Pd(II) complexes. / Tajuddin, Amalina Mohd; Anouar, El Hassane; Ramasamy, Kalavathy; Mohd. Yamin, Bohari; Alharthi, Abdulrahman I.; Bahron, Hadariah.

In: Arabian Journal of Chemistry, 28.08.2016.

Research output: Contribution to journalArticle

Tajuddin, Amalina Mohd ; Anouar, El Hassane ; Ramasamy, Kalavathy ; Mohd. Yamin, Bohari ; Alharthi, Abdulrahman I. ; Bahron, Hadariah. / DFT analysis and bioactivity of 2-((E)-(4-methoxybenzylimino)methyl)phenol and its Ni(II) and Pd(II) complexes. In: Arabian Journal of Chemistry. 2016.
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AU - Ramasamy, Kalavathy

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