Impact of 5-aminoorotic acid and its complex with gallium(III) on the luminol-dependent chemiluminescence in presence of sodium hypochlorite

Todorov, Lozan; Valcheva-Traykova, Maria; Traykov, T.; Kostova, Irena

doi:10.1063/1.5091369

Cited by 3 publications

(4 citation statements)

References 16 publications

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“…Ga(III)-containing compounds are promising anticancer agents [ 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 ], the metal ion being responsible for the toxicity against malignant cells [ 24 , 25 , 26 , 27 ]. The Ga(III) complex of 5-aminoorotic acid proved to be a better antioxidant than the ligand itself at normal homeostatic pH [ 39 , 40 ], but its interaction with O 2 •− at this pH was not elucidated.…”

Section: Discussionmentioning

confidence: 99%

“…A number of complexes of gallium have been researched in recent years for their biological activities [ 38 ]. The Ga(III) complex with 5-aminoorotic acid (HAOA) showed better in vitro antioxidant properties than the ligand alone [ 39 , 40 ]. The interaction of HAOA and gallium(III) 5-aminoorotate (GaAOA) with superoxide radical has still not been investigated.…”

Section: Introductionmentioning

confidence: 99%

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In Vitro Interaction of 5-Aminoorotic Acid and Its Gallium(III) Complex with Superoxide Radical, Generated by Two Model Systems

Todorov

Traykova

Saso³

et al. 2020

IJMS

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Increased levels of the superoxide radical are associated with oxidative damage to healthy tissues and with elimination of malignant cells in a living body. It is desirable that a chemotherapeutic combines pro-oxidant behavior around and inside tumors with antioxidant action near healthy cells. A complex consisting of a pro-oxidant cation and antioxidant ligands could be a potential anticancer agent. Ga(III) salts are known anticancer substances, and 5-aminoorotic acid (HAOA) is a ligand with antioxidant properties. The in vitro effects of HAOA and its complex with Ga(III) (gallium(III) 5-aminoorotate (GaAOA)) on the in vitro accumulation of superoxide and other free radicals were estimated. Model systems such as potassium superoxide (KO2), xanthine/xanthine oxidase (X/XO), and rat blood serum were utilized. Data suggested better antioxidant effect of GaAOA compared to HAOA. Evidently, all three ligands of GaAOA participated in the scavenging of superoxide. The effects in rat blood serum were more nuanced, considering the chemical and biochemical complexity of this model system. It was observed that the free-radical-scavenging action of both compounds investigated may be manifested via both hydrogen donation and electron transfer pathways. It was proposed that the radical-scavenging activities (RSAs) of HAOA and its complex with Ga(III) may be due to a complex process, depending on the concentration, and on the environment, nature, and size of the free radical. The electron transfer pathway was considered as more probable in comparison to hydrogen donation in the scavenging of superoxide by 5-aminoorotic acid and its gallium(III) complex.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

In Vitro Interaction of 5-Aminoorotic Acid and Its Gallium(III) Complex with Superoxide Radical, Generated by Two Model Systems

Todorov

Traykova

Saso³

et al. 2020

IJMS

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“…Important, that 7.8-dihydroxy-4-methylcoumarin was characterized as the most effective anti-QS compound in this study. This data has not been previously reported anywhere, whereas the described 7.8-dihydroxy-4-methylcoumarin bioactivity comprised its antioxidant properties only [ 43 , 44 ]. At the same time, its structural features, particularly the hydroxy groups positions, well-corresponded to all known anti-QS active coumarins [ 23 , 24 , 25 ].…”

Section: Discussionmentioning

confidence: 50%

Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules

Deryabin¹,

Inchagova²,

Rusakova³

et al. 2021

Molecules

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Coumarins are class of natural aromatic compounds based on benzopyrones (2H-1-benzopyran-2-ones). They are identified as secondary metabolites in about 150 different plant species. The ability of coumarins to inhibit cell-to-cell communication in bacterial communities (quorum sensing; QS) has been previously described. Coumarin and its derivatives in plant extracts are often found together with other small molecules that show anti-QS properties too. The aim of this study was to find the most effective combinations of coumarins and small plant-derived molecules identified in various plants extracts that inhibit QS in Chromobacterium violaceum ATCC 31532 violacein production bioassay. The coumarin and its derivatives: 7-hydroxycoumarin, 7.8-dihydroxy-4-methylcoumarin, were included in the study. Combinations of coumarins with gamma-octalactone, 4-hexyl-1.3-benzenediol, 3.4.5-trimethoxyphenol and vanillin, previously identified in oak bark (Quercus cortex), and eucalyptus leaves (Eucalyptus viminalis) extracts, were analyzed in a bioassay. When testing two-component compositions, it was shown that 7.8-dihydroxy-4-methylcoumarin, 4-hexyl-1.3-benzendiol, and gamma-octalactone showed a supra-additive anti-QS effect. Combinations of all three molecules resulted in a three- to five-fold reduction in the concentration of each compound needed to achieve EC50 (half maximal effective concentration) against QS in C. violaceum ATCC 31532.

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“…A number of complexes of gallium (Ga) and lanthanum (La) have been investigated in recent years for their pharmacological activities [ 46 , 47 , 48 , 49 , 50 ]. The Ga(III) and La(III) complexes with 5-aminoorotic acid have been shown to be stronger in vitro antioxidants, compared to the free ligand, at a normal, homeostatic pH [ 51 , 52 , 53 , 54 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Structure and Impact of 5-Aminoorotic Acid and Its Complexes with Lanthanum(III) and Gallium(III) on the Activity of Xanthine Oxidase

Todorov

Saso²,

Benarous

et al. 2021

Molecules

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The superoxide radical ion is involved in numerous physiological processes, associated with both health and pathology. Its participation in cancer onset and progression is well documented. Lanthanum(III) and gallium(III) are cations that are known to possess anticancer properties. Their coordination complexes are being investigated by the scientific community in the search for novel oncological disease remedies. Their complexes with 5-aminoorotic acid suppress superoxide, derived enzymatically from xanthine/xanthine oxidase (X/XO). It seems that they, to differing extents, impact the enzyme, or the substrate, or both. The present study closely examines their chemical structure by way of modern methods—IR, Raman, and 1H NMR spectroscopy. Their superoxide-scavenging behavior in the presence of a non-enzymatic source (potassium superoxide) is compared to that in the presence of an enzymatic source (X/XO). Enzymatic activity of XO, defined in terms of the production of uric acid, seems to be impacted by both complexes and the pure ligand in a concentration-dependent manner. In order to better relate the compounds’ chemical characteristics to XO inhibition, they were docked in silico to XO. A molecular docking assay provided further proof that 5-aminoorotic acid and its complexes with lanthanum(III) and gallium(III) very probably suppress superoxide production via XO inhibition.

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Impact of 5-aminoorotic acid and its complex with gallium(III) on the luminol-dependent chemiluminescence in presence of sodium hypochlorite

Cited by 3 publications

References 16 publications

In Vitro Interaction of 5-Aminoorotic Acid and Its Gallium(III) Complex with Superoxide Radical, Generated by Two Model Systems

In Vitro Interaction of 5-Aminoorotic Acid and Its Gallium(III) Complex with Superoxide Radical, Generated by Two Model Systems

Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules

Synthesis, Structure and Impact of 5-Aminoorotic Acid and Its Complexes with Lanthanum(III) and Gallium(III) on the Activity of Xanthine Oxidase

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