ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis, characterization and effects on biochemical parameters of model organism Galleria mellonella L. (Lepidoptera: Pyralidae) of Cu(II) 4-cyanobenzoate with 4-cyanopyridine complex

Mustafa Sertçelik, Serkan Sugeçti, Füreya Elif Öztürkkan, and Tuncer Hökelek

Department of Chemical Engineering, Faculty of Engineering and Architecture, Kafkas University, Kars, Turkey

E-mail: mustafasertcelik@kafkas.edu.tr

Received: 6 March 2023  Accepted: 9 May 2023

Abstract:

The structure of the title complex, C₅₆H₃₂Cu₂N₁₂O₈, was characterized using elemental analysis, Fourier transform infrared (FT-IR) spectroscopy and single-crystal X-ray diffraction technique. In addition, the effects of the newly synthesized complex on metabolic, antioxidant and biochemical parameters of Galleria mellonella larvae were investigated. In the title dinuclear Cu^II complex, [Cu₂(C₆H₄N₂)₄(C₈H₄NO₂)₄], the metal atom is chelated by one carboxylate group from 4-cyanobenzoate (CYNB) anion and coordinated by two 4-cyanopyridine (CYNP) anions; two carboxylate O atoms from the two CYNB anions bridge to the Cu atom, completing the six-coordination geometry. The two axial locations of the two 4-cyanopyridine (CYNP) N atoms complete the distorted octahedral coordination, which is formed by the four carboxylate O atoms in the equatorial plane around the Cu^II atom. In the crystal, the weak C–H·N hydrogen bonds link the molecules into a network architecture, in which they may be effective in the stabilization of the structure. A weak C–H π interaction also further consolidates the crystal packing. According to the Hirshfeld surface study of the crystal structure, the interactions between H N/N H (31.8%), H H (21.3%), H C/C H (18.2%) and C C (11.1%) are the most significant ones for the crystal packing. The two main types of interactions in crystal packing are hydrogen bonds and van der Waals interactions. In this study, metabolic enzyme activities and amount of non-enzymatic antioxidants were increased in hemolymph of G. mellonella larvae exposed to newly synthesized complex. The results of this study showed that newly synthesized complex could be a potential chemical against pests.

Keywords: 4-cyanobenzoate; 4-cyanopyridine; XRD; Copper complex; Galleria mellonella; Transferase enzymes; Metabolic enzymes; Pest control

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-02865-6

Chemical Papers 77 (9) 5331–5342 (2023)