Synthesis, characterization and anticancer activity of mono- and dinuclear Ni(II) and Co(II) complexes of a Schiff base derived from o-vanillin

Hadariah Bahron, Siti Solihah Khaidir, Amalina Mohd Tajuddin, Kalavathy Ramasamy, Bohari Mohd. Yamin

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A Schiff base ligand, 6,6′-dimethoxy-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolato (LA), and its mononuclear and dinuclear Ni(II) and Co(II) complexes were synthesized. Structural elucidation was carried out via elemental analysis, molar conductivity, IR, NMR, UV–Vis spectroscopy, TGA and magnetic susceptibility. Single crystal X-ray diffraction of the Ni(LA) complex revealed a square planar geometry of the Ni(II) centre, with the ligand acting as a tetradentate ONNO chelate. Upon coordination to the metal centers, the ν(C[dbnd]N) and ν(C–O) peaks shifted to lower frequencies, with appearance of new peaks assignable to ν(M–N) and ν(M–O) in the ranges 535–560 and 421–460 cm−1, respectively. Ni(LA) and Ni2(LA) complexes are diamagnetic, whereas the Co(LA) and Co2(LA) complexes are paramagnetic with 3 unpaired electrons each. All the complexes displayed low molar conductivities in acetonitrile indicating non-electrolytic behavior. Anticancer screening against human colorectal cancer HCT116 cell lines revealed that both dinuclear complexes were more active than their mononuclear counterparts. Ni2(LA) showed the highest potency with an IC50 value of 0.81 μM.

Original languageEnglish
Pages (from-to)84-92
Number of pages9
JournalPolyhedron
Volume161
DOIs
Publication statusPublished - 15 Mar 2019
Externally publishedYes

Fingerprint

Schiff Bases
imines
Ligands
magnetic permeability
Carbon Monoxide
synthesis
Acetonitrile
Magnetic susceptibility
Nuclear magnetic resonance spectroscopy
Screening
ligands
low conductivity
Metals
Cells
Single crystals
cultured cells
chelates
X ray diffraction
acetonitrile
Geometry

Keywords

  • Anticancer
  • Complexes
  • Dinuclear
  • Mononuclear
  • Schiff base

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Synthesis, characterization and anticancer activity of mono- and dinuclear Ni(II) and Co(II) complexes of a Schiff base derived from o-vanillin. / Bahron, Hadariah; Khaidir, Siti Solihah; Tajuddin, Amalina Mohd; Ramasamy, Kalavathy; Mohd. Yamin, Bohari.

In: Polyhedron, Vol. 161, 15.03.2019, p. 84-92.

Research output: Contribution to journalArticle

Bahron, Hadariah ; Khaidir, Siti Solihah ; Tajuddin, Amalina Mohd ; Ramasamy, Kalavathy ; Mohd. Yamin, Bohari. / Synthesis, characterization and anticancer activity of mono- and dinuclear Ni(II) and Co(II) complexes of a Schiff base derived from o-vanillin. In: Polyhedron. 2019 ; Vol. 161. pp. 84-92.
@article{79669383dae54aaba107651affafb403,
title = "Synthesis, characterization and anticancer activity of mono- and dinuclear Ni(II) and Co(II) complexes of a Schiff base derived from o-vanillin",
abstract = "A Schiff base ligand, 6,6′-dimethoxy-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolato (LA), and its mononuclear and dinuclear Ni(II) and Co(II) complexes were synthesized. Structural elucidation was carried out via elemental analysis, molar conductivity, IR, NMR, UV–Vis spectroscopy, TGA and magnetic susceptibility. Single crystal X-ray diffraction of the Ni(LA) complex revealed a square planar geometry of the Ni(II) centre, with the ligand acting as a tetradentate ONNO chelate. Upon coordination to the metal centers, the ν(C[dbnd]N) and ν(C–O) peaks shifted to lower frequencies, with appearance of new peaks assignable to ν(M–N) and ν(M–O) in the ranges 535–560 and 421–460 cm−1, respectively. Ni(LA) and Ni2(LA) complexes are diamagnetic, whereas the Co(LA) and Co2(LA) complexes are paramagnetic with 3 unpaired electrons each. All the complexes displayed low molar conductivities in acetonitrile indicating non-electrolytic behavior. Anticancer screening against human colorectal cancer HCT116 cell lines revealed that both dinuclear complexes were more active than their mononuclear counterparts. Ni2(LA) showed the highest potency with an IC50 value of 0.81 μM.",
keywords = "Anticancer, Complexes, Dinuclear, Mononuclear, Schiff base",
author = "Hadariah Bahron and Khaidir, {Siti Solihah} and Tajuddin, {Amalina Mohd} and Kalavathy Ramasamy and {Mohd. Yamin}, Bohari",
year = "2019",
month = "3",
day = "15",
doi = "10.1016/j.poly.2018.12.055",
language = "English",
volume = "161",
pages = "84--92",
journal = "Polyhedron",
issn = "0277-5387",
publisher = "Elsevier Limited",

}

TY - JOUR

T1 - Synthesis, characterization and anticancer activity of mono- and dinuclear Ni(II) and Co(II) complexes of a Schiff base derived from o-vanillin

AU - Bahron, Hadariah

AU - Khaidir, Siti Solihah

AU - Tajuddin, Amalina Mohd

AU - Ramasamy, Kalavathy

AU - Mohd. Yamin, Bohari

PY - 2019/3/15

Y1 - 2019/3/15

N2 - A Schiff base ligand, 6,6′-dimethoxy-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolato (LA), and its mononuclear and dinuclear Ni(II) and Co(II) complexes were synthesized. Structural elucidation was carried out via elemental analysis, molar conductivity, IR, NMR, UV–Vis spectroscopy, TGA and magnetic susceptibility. Single crystal X-ray diffraction of the Ni(LA) complex revealed a square planar geometry of the Ni(II) centre, with the ligand acting as a tetradentate ONNO chelate. Upon coordination to the metal centers, the ν(C[dbnd]N) and ν(C–O) peaks shifted to lower frequencies, with appearance of new peaks assignable to ν(M–N) and ν(M–O) in the ranges 535–560 and 421–460 cm−1, respectively. Ni(LA) and Ni2(LA) complexes are diamagnetic, whereas the Co(LA) and Co2(LA) complexes are paramagnetic with 3 unpaired electrons each. All the complexes displayed low molar conductivities in acetonitrile indicating non-electrolytic behavior. Anticancer screening against human colorectal cancer HCT116 cell lines revealed that both dinuclear complexes were more active than their mononuclear counterparts. Ni2(LA) showed the highest potency with an IC50 value of 0.81 μM.

AB - A Schiff base ligand, 6,6′-dimethoxy-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolato (LA), and its mononuclear and dinuclear Ni(II) and Co(II) complexes were synthesized. Structural elucidation was carried out via elemental analysis, molar conductivity, IR, NMR, UV–Vis spectroscopy, TGA and magnetic susceptibility. Single crystal X-ray diffraction of the Ni(LA) complex revealed a square planar geometry of the Ni(II) centre, with the ligand acting as a tetradentate ONNO chelate. Upon coordination to the metal centers, the ν(C[dbnd]N) and ν(C–O) peaks shifted to lower frequencies, with appearance of new peaks assignable to ν(M–N) and ν(M–O) in the ranges 535–560 and 421–460 cm−1, respectively. Ni(LA) and Ni2(LA) complexes are diamagnetic, whereas the Co(LA) and Co2(LA) complexes are paramagnetic with 3 unpaired electrons each. All the complexes displayed low molar conductivities in acetonitrile indicating non-electrolytic behavior. Anticancer screening against human colorectal cancer HCT116 cell lines revealed that both dinuclear complexes were more active than their mononuclear counterparts. Ni2(LA) showed the highest potency with an IC50 value of 0.81 μM.

KW - Anticancer

KW - Complexes

KW - Dinuclear

KW - Mononuclear

KW - Schiff base

UR - http://www.scopus.com/inward/record.url?scp=85060229906&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85060229906&partnerID=8YFLogxK

U2 - 10.1016/j.poly.2018.12.055

DO - 10.1016/j.poly.2018.12.055

M3 - Article

VL - 161

SP - 84

EP - 92

JO - Polyhedron

JF - Polyhedron

SN - 0277-5387

ER -