Benzofurazan derivatives modified graphene oxide nanocomposite: Physico-chemical characterization and interaction with bacterial and tumoral cells

Tudose, Mădălina; Anghel, Elena Maria; Hristea, Elena; Voicescu, Mariana; Şomăcescu, Simona; Culiță, Daniela C.; Musuc, Adina Magdalena; Dumitraşcu, Florea; Hanganu, Anamaria; Kuncser, Andrei; Zorila, Florina Lucica; Alexandru, Mioara; Acasandrei, A.; Savu, Diana

doi:10.1016/j.msec.2021.112028

Cited by 6 publications

(9 citation statements)

References 44 publications

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“…In this manuscript, we present an easy method to obtain two new materials starting from mesoporous silica SBA-15 and two nitrobenzofurazan derivatives, which are known in the literature as having antimicrobial and anticancer effects [ 15 ]. The process of synthesis of SBA-NBD derivatives takes place through the reaction between NBDH/NBD-PD and SBA-Cl, according to Scheme 1 .…”

Section: Resultsmentioning

confidence: 99%

“…Although several publications have reported the non-covalent functionalization of mesoporous silica (SBA-15) with different compounds (drugs) [ 12 , 13 , 14 ], benzofurazans linked to mesoporous silica have not been reported yet. The importance of benzofurazans has been reported in the literature since 1968, being known for their bactericidal, fungicidal, insecticidal activity and, also, inhibitory effects on the biosynthesis of nucleic acids and proteins in various mammals [ 15 ]. Their fluorescent properties have also been investigated by many researchers since 1991 [ 16 , 17 , 18 ].…”

Section: Introductionmentioning

confidence: 99%

“…Their fluorescent properties have also been investigated by many researchers since 1991 [ 16 , 17 , 18 ]. All these properties, and the demonstrated antiproliferative activity (in vitro and in vivo) of the benzofurazan compounds against several neoplastic cell lines [ 15 ], determined us to develop fluorescent mesoporous hybrid biomaterials through the immobilization of some benzofurazan derivatives on the surface of SBA-15 mesoporous silica and to investigate their cytotoxic activity. The unique features of SBA-15 such as highly ordered pore structure, large specific surface area, and high pore volume are expected to allow high loading of poorly water-soluble benzofurazan derivatives, to increase their solubility and bioavailability, and also to limit their unwanted side effects on healthy cells.…”

Section: Introductionmentioning

confidence: 99%

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Novel Antitumor Agents Based on Fluorescent Benzofurazan Derivatives and Mesoporous Silica

Tudose

Culiță

Baratoiu-Carpen

et al. 2022

IJMS

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Two novel fluorescent mesoporous silica-based hybrid materials were obtained through the covalent grafting of [4-hydrazinyl-7-nitrobenz-[2,1,3-d]-oxadiazole (NBDH) and N1-(7-nitrobenzo[c][1,2,5]-oxadiazol-4-yl) benzene-1,2-diamine (NBD-PD), respectively, inside the channels of mesoporous silica SBA-15. The presence of fluorescent organic compounds (nitrobenzofurazan derivatives) was confirmed by infrared spectroscopy (IR), X-ray photoelectron spectroscopy (XPS), thermal analysis (TG), and fluorescence spectroscopy. The nitrogen physisorption analysis showed that the nitrobenzofurazan derivatives were distributed uniformly on the internal surface of SBA-15, the immobilization process having a negligible effect on the structure of the support. Their antioxidant activity was studied by measuring the ability to reduce free radicals DPPH (free radical scavenging activity), in order to formulate potential applications of the materials obtained. Cytotoxicity of the newly synthesized materials, SBA-NBDH and SBA-NBD-PD, was evaluated on human B16 melanoma cells. The morphology of these cells, internalization and localization of the investigated materials in melanoma and fibroblast cells were examined through fluorescence imaging. The viability of B16 (3D) spheroids after treatment with SBA-NBDH and SBA-NBD-PD was evaluated using MTS assay. The results showed that both materials induced a selective antiproliferative effect, reducing to various degrees the viability of melanoma cells. The observed effect was enhanced with increasing concentration. SBA-NBD-PD exhibited a higher antitumor effect compared to SBA-NBDH starting with a concentration of 125 µg/mL. In both cases, a significantly more pronounced antiproliferative effect on tumor cells compared to normal cells was observed. The viability of B16 spheroids dropped by 40% after treatment with SBA-NBDH and SBA-NBD-PD at 500 µg/mL concentration, indicating a clear cytotoxic effect of the tested compounds. These results suggest that both newly synthesized biomaterials could be promising antitumor agents for applications in cancer therapy.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Novel Antitumor Agents Based on Fluorescent Benzofurazan Derivatives and Mesoporous Silica

Tudose

Culiță

Baratoiu-Carpen

et al. 2022

IJMS

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“…Hence, this material could be applied in antimicrobial surface coatings [ 126 ]. Benzofurazan-derivatives-modified GO nanocomposite can inhibit bacterial ( S. aureus , E. coli , and P. aeruginosa ) biofilm formation and induce cytotoxicity in the human colon cancer HCT-116 cell line, along with limited impact effects on normal human BJ fibroblasts [ 127 ]. A considerable antiangiogenic effect of GO in primary human endothelial Huvec cells was due to the combination of the physical hindrance of internalized GO aggregates, induction of oxidative stress, and alteration of some metabolic pathways.…”

Section: Gbns As Drugs and Nanocarriersmentioning

confidence: 99%

Advances in Biologically Applicable Graphene-Based 2D Nanomaterials

Jampílek

Kráľová

2022

IJMS

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Climate change and increasing contamination of the environment, due to anthropogenic activities, are accompanied with a growing negative impact on human life. Nowadays, humanity is threatened by the increasing incidence of difficult-to-treat cancer and various infectious diseases caused by resistant pathogens, but, on the other hand, ensuring sufficient safe food for balanced human nutrition is threatened by a growing infestation of agriculturally important plants, by various pathogens or by the deteriorating condition of agricultural land. One way to deal with all these undesirable facts is to try to develop technologies and sophisticated materials that could help overcome these negative effects/gloomy prospects. One possibility is to try to use nanotechnology and, within this broad field, to focus also on the study of two-dimensional carbon-based nanomaterials, which have excellent prospects to be used in various economic sectors. In this brief up-to-date overview, attention is paid to recent applications of graphene-based nanomaterials, i.e., graphene, graphene quantum dots, graphene oxide, graphene oxide quantum dots, and reduced graphene oxide. These materials and their various modifications and combinations with other compounds are discussed, regarding their biomedical and agro-ecological applications, i.e., as materials investigated for their antineoplastic and anti-invasive effects, for their effects against various plant pathogens, and as carriers of bioactive agents (drugs, pesticides, fertilizers) as well as materials suitable to be used in theranostics. The negative effects of graphene-based nanomaterials on living organisms, including their mode of action, are analyzed as well.

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“…GO is an exfoliated form of graphene, with oxygen-based functional groups and easily dispersed in water. GO was used as the additive for various polymers that improvise the tensile strength, electrical, and thermal properties of base matrix material [25][26][27][28]. There are few types of research in which hybrid fillers are used to improve epoxy resin properties.…”

Section: Introductionmentioning

confidence: 99%

Effect of Graphene Oxide-Boron Nitride-Based Dual Fillers on Mechanical Behavior of Epoxy/Glass Fiber Composites

Kavimani

Gopal

Stalin³

et al. 2021

Journal of Nanomaterials

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Graphene and its derivatives have excellent properties such as high surface area, thermal, and mechanical strength, and this fact made the researchers promote them as the possible filler material for fiber-matrix composite. The current research deals with validation on the effect of graphene oxide boron nitride filler over mechanical and thermal stability of epoxy glass fiber polymer matrix composite. The objective of this experimental investigation is to develop glass fiber reinforced polymer composites with hybrid filler addition. The matrix material selected is epoxy resin, whereas the glass fiber is selected as reinforcement, while boron nitride and graphene oxide are chosen as fillers. Compression moulding methodology is followed to develop the composites with the constant percentage of fiber loading, graphene oxide filler, and varying boron nitride content from 0 to 3 wt.% at an equal interval of 1 wt.%. The developed composite is analyzed for mechanical properties, and the fractured surface is analyzed through the scanning electron microscope. The addition of hybrid fillers enhances the fiber-matrix bonding strength and improves the thermal and mechanical properties up to a specific limit. Thermal gravimetric analysis was conducted to understand the thermal behavior of composite. The results revealed that the addition of filler improved the thermal stability of the composites.

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Benzofurazan derivatives modified graphene oxide nanocomposite: Physico-chemical characterization and interaction with bacterial and tumoral cells

Cited by 6 publications

References 44 publications

Novel Antitumor Agents Based on Fluorescent Benzofurazan Derivatives and Mesoporous Silica

Novel Antitumor Agents Based on Fluorescent Benzofurazan Derivatives and Mesoporous Silica

Advances in Biologically Applicable Graphene-Based 2D Nanomaterials

Effect of Graphene Oxide-Boron Nitride-Based Dual Fillers on Mechanical Behavior of Epoxy/Glass Fiber Composites

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