Synthesis, structural elucidation and antiradical activity of a copper (II) naringenin complex

Céliz, Gustavo; Suárez, Sebastián; Arias, Analía Natalí; Molina, José; Brondino, Carlos D.; Doctorovich, Fabio

doi:10.1007/s10534-019-00187-3

Cited by 19 publications

(11 citation statements)

References 42 publications

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“…The 3 d 9 configuration of Cu +2 ions means that its compounds are paramagnetic, making EPR a useful tool for structural compounds containing Cu(II). Due to the relatively broad individual line (Δ H ≈ 80 G), only the hyperfine structure (HFS) of Cu +2 nuclei ( I = 3/2) in parallel orientation (with g ǁ = 2.63–2.70 and A Cu = 125–176 Gs) is clearly resolved in the spectra [ 48 ] (see Figure 4 ). In a perpendicular orientation, the spectral lines give an unresolved line with an effective g -factor in the region g ┴ ≈ 2.15–2.20.…”

Section: Resultsmentioning

confidence: 99%

“…Studies on the stress resistance of potato plants have shown that both in plants infected by Cms and in the presence of AGr-Cu, the DC content in the tissues of roots and leaves decreased compared to that in the control ( Figure 8 ), which may be due to the action of the immune system of resistance to stress of potato Solanum tuberosum L. At the same time, a decrease in ROS under the influence of the NC is also observed ( Figure 7 ), which is probably due to the antioxidant effect of nanoparticles [ 4 , 68 , 69 , 70 ], it is explained by single-electron transfer, the mechanism of which is discussed in review [ 68 ]. Such inorganic nanoparticles, including nanocrystallites of copper oxides [ 48 ], can have pronounced antioxidant activity. It is also important to note that the flavonoids contained in AGr themselves act as spin traps and are capable of intercepting ROS [ 71 ], which may make an additional contribution to the effect of antioxidant activity.…”

Section: Discussionmentioning

confidence: 99%

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Copper-Containing Bionanocomposites Based on Natural Raw Arabinogalactan as Effective Vegetation Stimulators and Agents against Phytopathogens

Khutsishvili,

Perfileva,

Kon’kova

et al. 2024

Polymers

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Novel copper-containing bionanocomposites based on the natural raw arabinogalactan have been obtained as universal effective agents against phytopathogen Clavibacter sepedonicus and development stimulants of agricultural plants. Thus, the use of such nanosystems offers a solution to the tasks set in biotechnology while maintaining high environmental standards using non-toxic, biocompatible, and biodegradable natural biopolymers. The physicochemical characteristics of nanocomposites were determined using a number of analytical methods (elemental analysis, transmission electron microscopy and spectroscopic parameters of electron paramagnetic resonance, UV–visible, etc.). The results of the study under the influence of the nanocomposites on the germination of soybean seeds (Glycine max L.) and the vegetation of potatoes (Solanum tuberosum L.) showed the best results in terms of biometric indicators. It is especially worth noting the pronounced influence of the nanocomposite on the development of the root system, and the increase in the mass of the potato root system reached 19%. It is also worth noting that the nanocomposites showed a stimulating effect on the antioxidant system and did not have a negative effect on the content of pigments in potato tissues. Moreover, the resulting bionanocomposite showed a pronounced antibacterial effect against the phytopathogenic bacterium. During the co-incubation of phytopathogen Clavibacter sepedonicus in the presence of the nanocomposite, the number of cells in the bacterial suspension decreased by up to 40% compared to that in the control, and a 10% decrease in the dehydrogenase activity of cells was also detected.

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Section: Resultsmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Copper-Containing Bionanocomposites Based on Natural Raw Arabinogalactan as Effective Vegetation Stimulators and Agents against Phytopathogens

Khutsishvili,

Perfileva,

Kon’kova

et al. 2024

Polymers

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“…These results are consistent with ATR-FTIR results, which also showed incomplete conversion of SUL into the amorphous form in the 2:1 ratio. The peak assigned to the phenol group (-OH) proton in NARI shows a chemical shift drift in the CAM systems, which is ascribed to hydrogen bonding of the phenol group of NARI with SUL in the CAM system [42]. The results obtained from ATR-FTIR and solution NMR spectroscopy clearly indicate the formation of intermolecular interactions between SUL and NARI, leading to the successful development of CAM systems.…”

Section: Nmrmentioning

confidence: 91%

A study of monophasic supramolecular formulation of Sulpiride with P-glycoprotein efflux inhibitor to enhance solubility and intestinal permeability with molecular modeling insights

Pardhi¹,

Tomar²,

Khemchandani³

et al. 2023

Preprint

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The aim of the study was to design and develop a supramolecular formulation of sulpiride (SUL) to enhance its solubility, dissolution, and permeability. This was accomplished by co-amorphizing SUL with Naringin (NARI) to improve its physicochemical properties. In addition, NARI was incorporated as a co-former to enhance the drug's intestinal permeability by targeting P-glycoprotein (P-gp) inhibition. To confirm the intermolecular interaction and formation of the co-amorphous system, extensive characterization was performed. This included quantum mechanics-based molecular dynamics simulation studies investigating intermolecular interactions and phase transformation. The findings of the miscibility study, Radial Distribution Function (RDF) analysis, and quantitative simulations of hydrogen/π-π bond interactions helped in comprehending the co-amorphization aspects of SUL-NARI systems. Molecular docking studies were conducted to predict the in-silico biological activity. The solubility, dissolution, and ex-vivo permeability studies were performed to determine the extent of improvement in solubility, dissolution and flux, demonstrating 31.88-fold, 9.13-fold, and 1.91-fold increments, respectively. In conclusion, this study demonstrates the benefits of synthesizing a drug-nutraceutical supramolecular formulation to enhance the solubility and permeability of poorly soluble and permeable drug.

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“…As evidenced, the replacement of a chromane fragment with chromene was not that critical for the binding to Cu II [51]. [49]. Used with permission of Springer Nature BV, from [49]; permission conveyed through Copyright Clearance Center, Inc., Danvers, MA, USA.…”

Section: Metal-flavonoid Compounds Formed Via Coordinationmentioning

confidence: 99%

“…Used with permission from Springer Nature BV, from [53]; permission conveyed through Copyright Clearance Center, Inc. (E) Distribution diagrams in presence of H5Que of Fe III (CM = 0.5 mM and CL = 0.7 mM) [54]. Used with permission from Elsevier Science & Technology Journals, from [54]; permission conveyed through Copyright Clearance Center, Inc. [49]. Used with permission of Springer Nature BV, from [49]; permission conveyed through Copyright Clearance Center, Inc., Danvers, MA, USA.…”

Section: Metal-flavonoid Compounds Formed Via Coordinationmentioning

confidence: 99%

Metal–Flavonoid Interactions—From Simple Complexes to Advanced Systems

Walencik,

Choińska,

Gołębiewska

et al. 2024

Molecules

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For many years, metal–flavonoid complexes have been widely studied as a part of drug discovery programs, but in the last decade their importance in materials science has increased significantly. A deeper understanding of the role of metal ions and flavonoids in constructing simple complexes and more advanced hybrid networks will facilitate the assembly of materials with tailored architecture and functionality. In this Review, we highlight the most essential data on metal–flavonoid systems, presenting a promising alternative in the design of hybrid inorganic–organic materials. We focus mainly on systems containing CuII/I and FeIII/II ions, which are necessary in natural and industrial catalysis. We discuss two kinds of interactions that typically ensure the formation of metal–flavonoid systems, namely coordination and redox reactions. Our intention is to cover the fundamentals of metal–flavonoid systems to show how this knowledge has been already transferred from small molecules to complex materials.

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Synthesis, structural elucidation and antiradical activity of a copper (II) naringenin complex

Cited by 19 publications

References 42 publications

Copper-Containing Bionanocomposites Based on Natural Raw Arabinogalactan as Effective Vegetation Stimulators and Agents against Phytopathogens

Copper-Containing Bionanocomposites Based on Natural Raw Arabinogalactan as Effective Vegetation Stimulators and Agents against Phytopathogens

A study of monophasic supramolecular formulation of Sulpiride with P-glycoprotein efflux inhibitor to enhance solubility and intestinal permeability with molecular modeling insights

Metal–Flavonoid Interactions—From Simple Complexes to Advanced Systems

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