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

A. A. Shiryaeva; Ширяева А. А.; V. G. Vlasenko; Власенко В. Г.; A. S. Burlov; Бурлов А. С.; Yu. V. Koshienko; Кощиенко Ю. В.; B. V. Chaltsev; Чальцев Б. В.; V. A. Lazarenko; Лазаренко В. А.; N. I. Makarova; Макарова Н. И.; A. V. Metelitsa; Метелица А. В.; A. A. Zubenko; Зубенко А. А.; S. A. Mashchenko; Мащенко С. А.

doi:10.31857/S0132344X25060053

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

Autores: Shiryaeva A.A.¹, Vlasenko V.G.¹, Burlov A.S.², Koshienko Y.V.², Chaltsev B.V.², Lazarenko V.A.³, Makarova N.I.², Metelitsa A.V.², Zubenko A.A.⁴, Mashchenko S.A.²
Afiliações:
1. Institute of Physics, Southern Federal University
2. Institute of Physical and Organic Chemistry, Southern Federal University
3. National Research Center “Kurchatov Institute”
4. North Caucasian Zonal Research Veterinary Institute
Edição: Volume 51, Nº 6 (2025)
Páginas: 400-410
Seção: Articles
URL: https://cijournal.ru/0132-344X/article/view/687271
DOI: https://doi.org/10.31857/S0132344X25060053
EDN: https://elibrary.ru/KISLQY
ID: 687271

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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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azomethine, metallochelates, 2-(N-tosylamino)benzaldehyde, IR, ¹H NMR, UV-spectroscopy, X-ray diffraction analysis

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Hernandez-Molina R., Mederos A. // Comprehensive Coordination Chemistry / Ed. Lever A.B.P. Oxford: Elsevier–Pergamon Press, 2003. V. 1. Р. 411.
Vigato P.A., Tamburini S. // Coord. Chem. Rev. 2004. V. 248. № 17–20. Р. 1717. https://doi.org/10.1016/j.cct.2003.09.003
Vigato P.A., Tamburini S., Bertolo L. // Coord. Chem. Rev. 2007. V. 251. № 11–12. Р. 1311. https://doi.org/10.1016/j.ccr.2006.11.016
Vigato P.A., Tamburini S. // Coord. Chem. Rev. 2008. V. 252. № 18. Р. 1871. https://doi.org/10.1016/j.ccr.2007.10.030
Garnovskii A.D., Vasilchenko I.S., Garnovskii D.A., Kharisov B.I. // J. Coord. Chem. 2009. V. 62. № 2. Р. 151. https://doi.org/10.1080/00958970802398178
Chohan Z.H., Arif M., Sarfraz M. // Appl. Organomet. Chem. 2007. V. 21. Р. 294.
Kaczmarek M.T., Jastrzab R., Holderna-Kedzia E., Radecka–Paryzek W. // Inorg. Chim. Acta. 2009. V. 362. Р. 3127.
Huang Q., Pan Z., Wang P. et al. // Bioorg. Med. Chem. Lett. 2006. V. 16. Р. 3030. https://doi.org/10.1016/j.bmcl.2005.02.094
Rodriguez–Arguelles M.C., Belicchi-Ferrari M., Bisceglie F. et al. // J. Inorg. Biochem. 2004. V. 98. Р. 313. https://doi.org/10.1016/j.jinorgbio.2003.10.006
Zhang H., Liu C.S., Bu X.H., Yang M. // J. Inorg. Biochem. 2005. V. 99. Р. 1119.
Nakayama A., Hiromura M., Adachi Y., Sakurai H. // J. Biol. Inorg. Chem. 2008. V. 13. Р. 675. https://doi.org/10.1007/s00775-008-0352-0
Sakurai H., Yoshikawa Y., Yasui H. // Chem. Soc. Rev. 2008. V. 37. Р. 2383.
Yadav A., Poonia K. // Appl. Organomet. Chem. 2024. V. 38. № 6. Art. e7496. https://doi.org/10.1002/aoc.7496
Chernova N.I., Ryabokobylko Yu.S., Brudz’ V.G., Bolotin B.M. // Z. Org. Khim. 1971. V. 7. Р. 1680.
Lazarenko V.A., Dorovatovskii P.V., Zubavichus Y.V. et al. // Crystals. 2017. V. 7. p. 325. https://doi.org/10.3390/cryst7110325
Kabsch W. // Acta Crystallogr. D. 2010. V. 66. Р. 125.
Sheldrick G.M. // Acta Crystallogr. A. 2015. V. 71. Р. 3. https://doi.org/10.1107/S2053273314026370
Burlov A.S., Vlasenko V.G., Koshchienko Y.V. et al. // Polyhedron. 2018. V. 144. Р. 249. https://doi.org/10.1016/j.poly.2018.01.020
Burlov A.S., Vlasenko V.G., Koshchienko Y.V. et al. // Optical. Mat. 2024. V. 157. P. 116412. https://doi.org/10.1016/j.optmat.2024.116412
Burlov A.S., Vlasenko V.G., Koshchienko Yu.V. et al. // Polyhedron. 2018. V. 154. P. 65. https://doi.org/10.1016/j.poly.2018.07.034
Burlov A.S., Vlasenko V.G., Milutka M.S. et al. // Materials. 2024. V. 17. P. 438. https://doi.org/10.3390/ma17020438
Burlov A.S., Koshchienko Y.V., Vlasenko V.G. et al. // Appl. Organomet. Chem. 2024. V. 38. № 3. Art. e7375. https://doi.org/10.1002/aoc.7375
Yang L., Powell D.R., Houser R.P. // Dalton Trans. 2007. V. 9. P. 955.
Vlasenko V.G., Burlov A.S., Koshchienko Y.V. et al. // J. Mol. Struct. 2020. V. 1203. P. 127450. https://doi.org/10.1016/j.molstruc.2019.127450
Vlasenko V.G., Burlov A.S., Koshchienko Y.V. et al. // Inorg. Chim. Acta. 2020. V. 510. P. 119776. https://doi.org/10.1016/j.ica.2020.119766
Власенко В.Г., Бурлов А.С., Милутка М.С. и др. // Коорд. химия. 2023. V. 49. № 3. Р. 163. (Vlasenko V.G., Burlov A.S., Milutka M.S. et al. // Russ. J. Coord. Chem. 2023. V. 49, P. 148). https://doi.org/10.1134/S1070328422700221