Interactions of di- and trihydroxybenzenes with transition metals and their biological consequences
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F25%3A10507721" target="_blank" >RIV/00216208:11160/25:10507721 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=gdcH_IJ0R0" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=gdcH_IJ0R0</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1080/10715762.2025.2598763" target="_blank" >10.1080/10715762.2025.2598763</a>
Alternative languages
Result language
angličtina
Original language name
Interactions of di- and trihydroxybenzenes with transition metals and their biological consequences
Original language description
Small dihydroxy- and trihydroxybenzenes are polyphenolic compounds found in plant-based materials and formed by the human gut microbiota from other dietary phenolics. This study aimed to explore how 5 structurally related hydroxybenzenes interact with the biologically relevant metals iron and copper under various (patho)physiological pH conditions, focusing on their chelating and reducing abilities, influence on the metal-driven Fenton reactions, and their role in copper-induced hemolysis. Only compounds with hydroxyl groups in an ortho-position, specifically pyrogallol and 4-methylcatechol, were able to strongly chelate Fe2+ at neutral pH and exhibited the largest capacity to reduce Fe3+ and Cu2+. However, the ability to chelate metals did not translate into inhibition of the Fenton reaction. Only 2,4-dihydroxyacetophenone and resorcinol, compounds with hydroxyl groups in a meta-position that lack chelating capability, were effective in suppressing hydroxyl radical formation triggered by the Fe2+-driven Fenton reaction. Interestingly, pyrogallol, despite its strong pro-oxidant properties, was the only compound that protected human erythrocytes from Cu-induced lysis. In conclusion, solely pyrogallol seems to have a protective effect against copper-induced toxicity under biologically relevant conditions.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
30104 - Pharmacology and pharmacy
Result continuities
Project
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Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Free Radical Research
ISSN
1071-5762
e-ISSN
1029-2470
Volume of the periodical
59
Issue of the periodical within the volume
10-12
Country of publishing house
GB - UNITED KINGDOM
Number of pages
16
Pages from-to
824-839
UT code for WoS article
001640227700001
EID of the result in the Scopus database
2-s2.0-105025048944