Synthesis, Characterization, Antioxidant and Antimicrobial Potentials of Novel Organometallic Compounds Derived from Quercetin

Quercetin, one of the most abundant flavonoids in nature, has attracted the attention of many researchers due to its chemical and biological properties. A series of metal–quercetin complexes (Cu2+, Co2+, Zn2+, Sn2+, Al3+, Cd2+ and Mg2+) were synthesized and systematically characterized by Fourier transform infrared spectroscopy (FTIR), UV-visible spectroscopy (UV–Vis) and nuclear magnetic resonance (NMR). These analyses confirmed that the complexes predominantly form through coordination with the 4-carbonyl group and adjacent phenolic hydroxyls. This induces measurable shifts in the ν(C=O), ν(O–H), and π→π* transition bands relative to free quercetin. The antioxidant capacity of the complexes was evaluated using 2,2-Diphenyl-1-Picrylhydrazyl (DPPH•) radical scavenging method, 2,2′-Azinobis(3-Ethylbenzothiazoline-6-Sulfonic Acid) (ABTS•)+ radical activity, and Ferric Reducing Antioxidant Power (FRAP) assay. Several complexes exhibited higher radical scavenging efficiency than quercetin, with inhibition percentages exceeding 80% in the DPPH• and ABTS•+ assays. Others showed reduced activity due to the masking of redox-active hydroxyl groups during metal coordination. FRAP results corroborated these trends, indicating metal-dependent modulation of reducing power. Antimicrobial evaluation revealed that selected complexes were more active than free quercetin, particularly against Staphylococcus aureus and Candida spp., with minimum inhibitory concentrations (MICs) ranging from 75–250 μg mL−1. Overall, metal complexation significantly alters the electronic structure and biological behavior of quercetin, highlighting the potential of metal–flavonoid complexes as multifunctional antioxidants and antimicrobials.

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Journal
Scientia Pharmaceutica
Published
2026-03-27
DOI
https://doi.org/10.3390/scipharm94020026
Primary Topic
Free Radicals and Antioxidants
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article
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article

Synthesis, Characterization, Antioxidant and Antimicrobial Potentials of Novel Organometallic Compounds Derived from Quercetin

Ivana Ferreira Simões, Lourdes Cardoso de Souza Neta, Aníbal de Freitas Santos Júnior, Saul Vislei Simões da Silva et al.
Scientia Pharmaceutica
Free Radicals and Antioxidants
article

Synthesis, Characterization, Antioxidant and Antimicrobial Potentials of Novel Organometallic Compounds Derived from Quercetin

Ivana Ferreira Simões, Lourdes Cardoso de Souza Neta, Aníbal de Freitas Santos Júnior, Saul Vislei Simões da Silva, Orlando Maia Barboza, Kaique Souza Santos de Jesus, Victor Pena Ribeiro, Silvia Lima Costa, Luís Filipe Gomes Santos, Luís Guilherme dos Santos de Sant’Anna, Felipe dos Santos Mendes, Tainá Santos Lima, Carlos Fernando da Silva Ferreira, Luan Henrique Santos Barreto, Gustavo Souza dos Santos
article en

Abstract

Quercetin, one of the most abundant flavonoids in nature, has attracted the attention of many researchers due to its chemical and biological properties. A series of metal–quercetin complexes (Cu2+, Co2+, Zn2+, Sn2+, Al3+, Cd2+ and Mg2+) were synthesized and systematically characterized by Fourier transform infrared spectroscopy (FTIR), UV-visible spectroscopy (UV–Vis) and nuclear magnetic resonance (NMR). These analyses confirmed that the complexes predominantly form through coordination with the 4-carbonyl group and adjacent phenolic hydroxyls. This induces measurable shifts in the ν(C=O), ν(O–H), and π→π* transition bands relative to free quercetin. The antioxidant capacity of the complexes was evaluated using 2,2-Diphenyl-1-Picrylhydrazyl (DPPH•) radical scavenging method, 2,2′-Azinobis(3-Ethylbenzothiazoline-6-Sulfonic Acid) (ABTS•)+ radical activity, and Ferric Reducing Antioxidant Power (FRAP) assay. Several complexes exhibited higher radical scavenging efficiency than quercetin, with inhibition percentages exceeding 80% in the DPPH• and ABTS•+ assays. Others showed reduced activity due to the masking of redox-active hydroxyl groups during metal coordination. FRAP results corroborated these trends, indicating metal-dependent modulation of reducing power. Antimicrobial evaluation revealed that selected complexes were more active than free quercetin, particularly against Staphylococcus aureus and Candida spp., with minimum inhibitory concentrations (MICs) ranging from 75–250 μg mL−1. Overall, metal complexation significantly alters the electronic structure and biological behavior of quercetin, highlighting the potential of metal–flavonoid complexes as multifunctional antioxidants and antimicrobials.

Scientia PharmaceuticaVol. 94(2)
Universidade Federal da Bahia (BR), Universidade do Estado da Bahia (BR), Universidade de Ribeirão Preto (BR), Universidade de São Paulo (BR)
Openalex Percentile: Top 5%
Free Radicals and Antioxidants
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