Interactions of Salicyluric Acid with Metal Ions and Ascorbic Acid: Possible Biological and Toxicity Implications in Aspirin Use.
- 1Institute of Chemical Kinetics & Combustion, 630090 Novosibirsk, Russia.
- 2Department of Physics, Novosibirsk State University, 630090 Novosibirsk, Russia.
- 3Postgraduate Research Institute of Science, Technology, Environment and Medicine, CY-3021 Limassol, Cyprus.
Abstract
Aspirin is one of the most widely used pharmaceuticals, yet its long-term use is associated with some side effects, including iron-deficiency anemia, which has been mainly linked to the iron-chelating properties of its major metabolite, salicyluric acid (SUA). In this study, the chelating and redox properties of SUA in the presence of iron (Fe³⁺), copper (Cu²⁺), and aluminum (Al³⁺), under neutral pH conditions were investigated using UV-Vis spectrophotometry, Job plot analysis, and ¹H NMR spectroscopy. The stability constants determined for SUA complexes with Cu²⁺ and Al³⁺ were K = 9.9 × 10⁶ and 1.40 × 10⁴ M⁻¹, respectively, classifying SUA as a moderate-affinity chelator. No detectable complexes of SUA with Fe²⁺ or Cu⁺ were observed, indicating selectivity of SUA for higher oxidation states. Competition experiments with the chelating drug deferiprone (L1) confirmed the quantitative displacement of SUA from metal coordination spheres. In a Fenton-initiated lipid peroxidation model using linoleic acid micelles, SUA-copper and iron metal complexes accelerated lipid oxidation, demonstrating pro-oxidant activity. However, the combination of SUA and vitamin C resulted in a net decrease in the lipid peroxidation rate compared to the system containing SUA alone, suggesting a complex interplay between chelation and redox modulation.
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BibTeX
@article{timoshnikov2026interactions,
title = {{Interactions of Salicyluric Acid with Metal Ions and Ascorbic Acid: Possible Biological and Toxicity Implications in Aspirin Use.}},
author = {Viktor A Timoshnikov and Aleksandr A Deriskiba and Vladimir E Koshman and Nikolay E Polyakov and George J Kontoghiorghes},
journal = {Biology},
year = {2026},
month = oct,
doi = {10.3390/biology15191740},
url = {https://europepmc.org/article/MED/42883413},
note = {CC BY},
}
RIS
TY - JOUR
TI - Interactions of Salicyluric Acid with Metal Ions and Ascorbic Acid: Possible Biological and Toxicity Implications in Aspirin Use.
AU - Viktor A Timoshnikov
AU - Aleksandr A Deriskiba
AU - Vladimir E Koshman
AU - Nikolay E Polyakov
AU - George J Kontoghiorghes
PY - 2026
DA - 2026/10/01
JO - Biology
DO - 10.3390/biology15191740
UR - https://europepmc.org/article/MED/42883413
AB - Aspirin is one of the most widely used pharmaceuticals, yet its long-term use is associated with some side effects, including iron-deficiency anemia, which has been mainly linked to the iron-chelating properties of its major metabolite, salicyluric acid (SUA). In this study, the chelating and redox properties of SUA in the presence of iron (Fe³⁺), copper (Cu²⁺), and aluminum (Al³⁺), under neutral pH conditions were investigated using UV-Vis spectrophotometry, Job plot analysis, and ¹H NMR spectroscopy. The stability constants determined for SUA complexes with Cu²⁺ and Al³⁺ were K = 9.9 × 10⁶ and 1.40 × 10⁴ M⁻¹, respectively, classifying SUA as a moderate-affinity chelator. No detectable complexes of SUA with Fe²⁺ or Cu⁺ were observed, indicating selectivity of SUA for higher oxidation states. Competition experiments with the chelating drug deferiprone (L1) confirmed the quantitative displacement of SUA from metal coordination spheres. In a Fenton-initiated lipid peroxidation model using linoleic acid micelles, SUA-copper and iron metal complexes accelerated lipid oxidation, demonstrating pro-oxidant activity. However, the combination of SUA and vitamin C resulted in a net decrease in the lipid peroxidation rate compared to the system containing SUA alone, suggesting a complex interplay between chelation and redox modulation.
SN - 2079-7737
ER -