Copper(ii) complexes with terpene derivatives of ethylenediamine: synthesis, and antibacterial, antifungal and antioxidant activity

Yana A Gur'eva; Olga A Zalevskaya; Oksana G Shevchenko; Pavel A Slepukhin; Vadim A Makarov; Aleksandr V Kuchin

doi:10.1039/d2ra00223j

Copper(ii) complexes with terpene derivatives of ethylenediamine: synthesis, and antibacterial, antifungal and antioxidant activity

RSC Adv. 2022 Mar 23;12(15):8841-8851. doi: 10.1039/d2ra00223j. eCollection 2022 Mar 21.

Authors

Yana A Gur'eva¹, Olga A Zalevskaya¹, Oksana G Shevchenko², Pavel A Slepukhin³, Vadim A Makarov⁴, Aleksandr V Kuchin¹

Affiliations

¹ Institute of Chemistry, Komi Scientific Center, Ural Branch of the Russian Academy of Sciences 48, Pervomayskaya St. Syktyvkar 167000 Komi Republic Russian Federation zalevskayaoa@rambler.ru.
² Institute of Biology, Komi Scientific Center, Ural Branch of the Russian Academy of Sciences 28, Kommunisticheskaya St. Syktyvkar 167982 Komi Republic Russian Federation.
³ I.Ya. Postovskii Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences 22/20, S. Kovalevskoy St. Ekaterinburg 620108 Russian Federation.
⁴ Bach Institute of Biochemistry, Research Center of Biotechnology of the Russian Academy of Sciences 33-2, Leninsky Prospekt Moscow 119071 Russian Federation.

Abstract

The synthesis of new chiral copper(ii) complexes with terpene derivatives of ethylenediamine and the results of studying their antibacterial, antifungal and antioxidant activity in vitro are discussed. All studied copper complexes (1-4) showed significantly higher antifungal activity against the strains of C. albicans, S. salmonicolor and P. notatum compared to the activity of the clinical antifungal drug amphotericin. High antibacterial activity of copper complexes with terpene derivatives of ethylenediamine was revealed against the S. aureus (MRSA) strain, which is resistant to the reference antibiotic ciprofloxacin. Using various test systems, a comparative assessment of the antioxidant activity (AOA) of the synthesized copper complexes and the ligands was carried out. The salen-type complex 4, which has the highest AOA in the model of initiated oxidation of a substrate containing animal lipids, was superior to other copper complexes in the ability to protect erythrocytes under conditions of H₂O₂-induced hemolysis.