4.6 Article

Magnetic NiFe2O4 nanoparticles: efficient, heterogeneous and reusable catalyst for synthesis of acetylferrocene chalcones and their anti-tumour activity

Journal

APPLIED ORGANOMETALLIC CHEMISTRY
Volume 30, Issue 11, Pages 917-923

Publisher

WILEY-BLACKWELL
DOI: 10.1002/aoc.3521

Keywords

magnetic NiFe2O4 nanoparticles; efficient catalyst; recovered catalyst; acetylferrocene; chalcone derivatives; anti-tumour activity

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A robust synthesis of magnetic NiFe2O4 nanoparticles via a hydrothermal technique was investigated. The prepared magnetic NiFe2O4 nanoparticles were characterized using powder X-ray diffraction (XRD), scanning electron microscopy, transmission electron microscopy (TEM), high-resolution TEM, energy-dispersive X-ray spectroscopy, thermogravimetric analysis, infrared spectroscopy and vibrating sample magnetometry. XRD and TEM analyses confirmed the formation of single-phase ultrafine nickel ferrite nanoparticles with highly homogeneous cubic shape and elemental composition. Moreover, the prepared magnetic NiFe2O4 nanoparticles were used as an efficient, cheap and eco-friendly catalyst for the Claisen-Schmidt condensation reaction between acetylferrocene and various aldehydes (aromatic and/or heterocyclic) yielding acetylferrocene chalcones in excellent yields, with easywork-up and reduced reaction time. The productswere purified via crystallization. The structures of the produced compounds were elucidated using various spectroscopic analyses (H-1 NMR, C-13 NMR, GC-MS). The catalyst is readily recovered by simple magnetic decantation and can be recycled several times with no discernible loss of catalytic activity. Furthermore, the prepared chalcone derivatives were evaluated for their anti-tumour activity against three human tumour cell lines, namely HCT116 (colon cancer), MCF7 (breast cancer) and HEPG2 (liver cancer), and showed a good activity against colon cancer. Copyright (C) 2016 John Wiley & Sons, Ltd.

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