Binding fullerenol C60(OH)24 to dsDNA

Pinteală, Mariana; Dascalu, Andrei; Ungurenasu, Cezar

doi:10.2147/ijn.s6630

Cited by 7 publications

(5 citation statements)

References 51 publications

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“…The Gd 3d spectrum of Gd@C 82 (OH) 22 showed the presence of a peak at 1188.1 eV assigned to the Gd atoms enclosed in the C 82 cage, confirming that the fullerene core remained intact during hydroxylation. The presence of hydroxygroups on the Gd@C 82 surface was also confirmed by the O 1s and C1s regions of the corresponding spectra (Figure S4), where peaks attributed to C–O bonds were observed at 285.6 and 532.7 eV, respectively.…”

Section: Resultsmentioning

confidence: 99%

Kinetics of Metallofullerenol Reactions with the Products of Water Radiolysis: Implications for Radiotherapeutics

Grebowski,

Konarska,

Piotrowski

et al. 2023

ACS Appl. Nano Mater.

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Radiotherapy is one of the basic treatments for cancer, involving the damage of cancer cells caused by reactive oxygen species generated upon ionizing radiation. As radiation and oxidative damage also affect normal cells, modern treatments include the application of effective radioprotectors in order to minimize side effects. In this study, pulse radiolysis was used for the kinetic evaluation of antiradical properties of three watersoluble metallofullerenols (MFs), Sc 3 N@C 80 (OH) 18 , Lu 3 N@ C 80 (OH) 18 , and Gd@C 82 (OH) 22 , as potential candidates for radioprotectors. The rate constants for their reactions with hydroxyl radicals (HO • ) are 2.24 × 10 9 , 4.32 × 10 9 , and 1.11 × 10 10 M −1 s −1 , respectively. The ability of MFs to trap HO • is well correlated with their protecting effect against hemolysis of human erythrocytes (red blood cells, RBC) induced by radiolysis under anaerobic conditions, suggesting that MFs effectively scavenge HO • radicals before they attack the biomembranes. This correlation is no longer valid for aerobic conditions, when HO • attacks the membrane lipids and the process turns into peroxidation mediated by lipidperoxyl radicals, but all three MFs exhibited much better radioprotection than vitamin C or Trolox (water-soluble analogue of tocopherol). The high polarity (bioavailability) of MFs and their ability to effectively trap radicals make them potential good inhibitors of oxidative damage caused as a side effect of radiotherapy.

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Section: Resultsmentioning

confidence: 99%

Kinetics of Metallofullerenol Reactions with the Products of Water Radiolysis: Implications for Radiotherapeutics

Grebowski,

Konarska,

Piotrowski

et al. 2023

ACS Appl. Nano Mater.

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“…Positive values of Δ H and Δ S are typical of hydrophobic interactions; therefore, it can be assumed that the formation of C 60 (OH) 24 complexes with DNA occurs due to the fullerene core. In ref , the authors showed that fullerenol C 60 (OH) 24 interacts with the phosphate backbone of the outer side of the native DNA double helix, as well as with pairs of nitrogenous bases inside the major groove of DNA. Comparison of K b shows that the values obtained in ref exceed the K b values obtained in this study by one to two orders of magnitude.…”

Section: Resultsmentioning

confidence: 99%

“…In ref , the authors showed that fullerenol C 60 (OH) 24 interacts with the phosphate backbone of the outer side of the native DNA double helix, as well as with pairs of nitrogenous bases inside the major groove of DNA. Comparison of K b shows that the values obtained in ref exceed the K b values obtained in this study by one to two orders of magnitude. This fact is due to the different temperature ranges in which the binding study was carried out, as well as due to the fact that different methods were used to obtain fullerenols and, as a consequence, the synthesized adducts had different compositions.…”

Section: Resultsmentioning

confidence: 99%

In Vitro and In Silico Investigation of Water-Soluble Fullerenol C₆₀(OH)₂₄: Bioactivity and Biocompatibility

et al. 2021

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Light fullerenes, C 60 and C 70 , have significant potential in biomedical applications due to their ability to absorb reactive oxygen species, inhibit the development of tumors, inactivate viruses and bacteria, and as the basis for developing systems for targeted drug delivery. However, the hydrophobicity of individual fullerenes complicates their practical use; therefore, creating water-soluble derivatives of fullerenes is increasingly important. Currently, the most studied soluble adducts of fullerenes are polyhydroxy fullerenes or fullerenols. Unfortunately, investigations of fullerenol biocompatibility are fragmental. They often lack reproducibility both in the synthesis of the compounds and their biological action. We here investigate the biocompatibility of a welldefined fullerenol C 60 (OH) 24 obtained using methods that minimize the content of impurities and quantitatively characterize the product's composition. We carry out comprehensive biochemical and biophysical investigations of C 60 (OH) 24 that include photodynamic properties, cyto-and genotoxicity, hemocompatibility (spontaneous and photo-induced hemolysis, platelet aggregation), and the thermodynamic characteristics of C 60 (OH) 24 binding to human serum albumin and DNA. The performed studies show good biocompatibility of fullerenol C 60 (OH) 24 , which makes it a promising object for potential use in biomedicine.

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“…The high purity C 60 (OH) 24 sample was prepared as previously described [14–15] (see Supporting Information File 1). Freshly produced ultrapure water (TKA Lab TowerEDI 0.067–0.080 µS/cm) was used for sample preparation and as the mobile phase.…”

Section: Methodsmentioning

confidence: 99%

“…However, to the best of our knowledge, except for the compositionally and structurally well characterized C 60 (OH) 24 , prepared by alkaline hydrolysis of C 60 Br 24 [14–15], most of these fullerenols are not pure C 60 (OH) x , but a complex mixture of products with an average composition of C 60 (OH) x–y , C 60 O x (OH) y [16–19] or C 60 (OH) x (ONa) y [20]. …”

Section: Introductionmentioning

confidence: 99%

A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄

Silion¹,

Dascalu²,

Pinteala³

et al. 2013

Beilstein J. Org. Chem.

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SummaryFull characterization of fullerenol C60(OH)24 by HPLC ESI-MS in negative and positive ionization modes was achieved. Fragmentor voltage and capillary voltage were optimized in order to obtain a good signal stability and the best peak intensity distribution for the fullerenol C60(OH)24 in both negative and positive modes. While the predominant base peak observed for C60(OH)24 in the negative ionization mode was [M − H]− at m/z 1127, those observed in the positive mode were multiply charged [M − H2O + 4H]4+ at m/z 279 and [M − 12H2O + 2NH3 + 6H]6+ at m/z 158.

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Binding fullerenol C60(OH)24 to dsDNA

Cited by 7 publications

References 51 publications

Kinetics of Metallofullerenol Reactions with the Products of Water Radiolysis: Implications for Radiotherapeutics

Kinetics of Metallofullerenol Reactions with the Products of Water Radiolysis: Implications for Radiotherapeutics

In Vitro and In Silico Investigation of Water-Soluble Fullerenol C₆₀(OH)₂₄: Bioactivity and Biocompatibility

A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄

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Binding fullerenol C60(OH)24 to dsDNA

Cited by 7 publications

References 51 publications

Kinetics of Metallofullerenol Reactions with the Products of Water Radiolysis: Implications for Radiotherapeutics

Kinetics of Metallofullerenol Reactions with the Products of Water Radiolysis: Implications for Radiotherapeutics

In Vitro and In Silico Investigation of Water-Soluble Fullerenol C60(OH)24: Bioactivity and Biocompatibility

A study on electrospray mass spectrometry of fullerenol C60(OH)24

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Product

Resources

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In Vitro and In Silico Investigation of Water-Soluble Fullerenol C₆₀(OH)₂₄: Bioactivity and Biocompatibility

A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄