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Hydrazone-flavonol based oxidovanadium(V) complexes: Synthesis, characterization and antihyperglycemic activity of chloro derivative in vivo

Zahirović, Adnan; Fočak, Muhamed; Fetahović, Selma; Tüzün, Burak; Višnjevac, Aleksandar; Muzika, Višnja; Brulić, Maja Mitrašinović; Žero, Sabina; Čustović, Samra; Crans, Debbie C.; Roca, Sunčica (2024) Hydrazone-flavonol based oxidovanadium(V) complexes: Synthesis, characterization and antihyperglycemic activity of chloro derivative in vivo. Journal of Inorganic Biochemistry, 258 . ISSN 0162-0134

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Abstract

Wet synthesis approach afforded four new heteroleptic mononuclear neutral diamagnetic oxidovanadium(V) complexes, comprising salicylaldehyde-based 2-furoic acid hydrazones and a flavonol coligand of the general composition [VO(fla)(L-ONO)]. The complexes were comprehensively characterized, including chemical analysis, conductometry, infrared, electronic, and mass spectroscopy, as well as 1D 1H and proton-decoupled 13C(1H) NMR spectroscopy, alongside extensive 2D 1Hsingle bond1H COSY, 1Hsingle bond13C HMQC, and 1Hsingle bond13C HMBC NMR analyses. Additionally, the quantum chemical properties of the complexes were studied using Gaussian at the B3LYP, HF, and M062X levels on the 6–31++g(d,p) basis sets. The interaction of these hydrolytically inert vanadium complexes and the BSA was investigated through spectrofluorimetric titration, synchronous fluorimetry, and FRET analysis in a temperature-dependent manner, providing valuable thermodynamic insights into van der Waals interactions and hydrogen bonding. Molecular docking was conducted to gain further understanding of the specific binding sites of the complexes to BSA. Complex 2, featuring a 5-chloro-substituted salicylaldehyde component of the hydrazone, was extensively examined for its biological activity in vivo. The effects of complex administration on biochemical and hematological parameters were evaluated in both healthy and diabetic Wistar rats, revealing antihyperglycemic activity at millimolar concentration. Furthermore, histopathological analysis and bioaccumulation studies of the complex in the brain, kidneys, and livers of healthy and diabetic rats revealed the potential for further development of vanadium(V) hydrazone complexes as antidiabetic and insulin-mimetic agents.

Item Type: Article
Uncontrolled Keywords: Vanadium(V) hydrazone complexes; Salicylaldehyde 2-furoic acid; BSA binding affinity; Antidiabetic in vivo potential; Histopathology, bioaccumulation
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Physical Chemistry
NMR Center
Depositing User: Lorena Palameta
Date Deposited: 23 Oct 2025 08:49
URI: http://fulir.irb.hr/id/eprint/10088
DOI: 10.1016/j.jinorgbio.2024.112637

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