Synthesis, Structure and Biological Activity of Cu(II), Ni(II), Co(II) Complexes with N-[2-[(E)-2-furylmethylaminomethyl)phenyl]-4-methyl-benzenesulfamide

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Abstract

Synthesized N-[2-[(E)-2-furylmethyliminomethyl)phenyl]-4-methyl-benzenesulfamide (HL) and complexes of Cu(II), Ni(II), Co(II) based on its ML2 composition. The composition, structure, and spectral properties of the obtained compounds were studied using elemental analysis, 1H NMR (for HL), IR spectroscopy, and electron absorption spectroscopy. The crystal structure of Cu(II), Ni(II), and Co(II) complexes was determined by X-ray diffraction (CCDC No. 2420740, 2420738, and 2420739, respectively). It is shown that two deprotonated ligands are chelated coordinated to metal ions by nitrogen atoms of the tosylamine and azomethine fragments of the ligand. The geometry of the surroundings of copper(II), nickel(II), and cobalt(II) ions corresponds to a strongly distorted tetrahedron. The electronic absorption spectra of HL and metal complexes have been studied. Azomethine HL and metal complexes were studied for antibacterial, protistocidal, and fungistatic activities. It was found that all compounds did not have fungistatic activity against Penicillium italicum, antibacterial activity against Staphylococcus aureus and Escherichia coli, and only for HL showed procystoid activity against Colpoda steinii at the level of the reference drug chloroquine.

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About the authors

A. A. Shiryaeva

Institute of Physics, Southern Federal University

Author for correspondence.
Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

V. G. Vlasenko

Institute of Physics, Southern Federal University

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

A. S. Burlov

Institute of Physical and Organic Chemistry, Southern Federal University

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

Yu. V. Koshienko

Institute of Physical and Organic Chemistry, Southern Federal University

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

B. V. Chaltsev

Institute of Physical and Organic Chemistry, Southern Federal University

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

V. A. Lazarenko

National Research Center “Kurchatov Institute”

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Moscow

N. I. Makarova

Institute of Physical and Organic Chemistry, Southern Federal University

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

A. V. Metelitsa

Institute of Physical and Organic Chemistry, Southern Federal University

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

A. A. Zubenko

North Caucasian Zonal Research Veterinary Institute

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Novocherkassk

S. A. Mashchenko

Institute of Physical and Organic Chemistry, Southern Federal University

Email: anastasia.shiryaeva00@mail.ru
Russian Federation, Rostov-on-Don

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Supplementary files

Supplementary Files
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1. JATS XML
2. Scheme 1. Synthesis of azomethine HL and complexes Ia (M = Cu), Ib (M = Ni), Ic (M = Co).

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3. Fig. 1. Molecular structure of compound Ia.

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4. Fig. 2. Molecular structure of compound Ib.

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5. Fig. 3. Molecular structure of compound Ib.

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6. Fig. 4. π–π-Interaction for complex Ib.

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7. Fig. 5. ESP of HL solutions and complexes Ia, Ib, Ic.

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