Amino Acid-functionalized hollow mesoporous silica nanospheres as efficient biocompatible drug carriers for anticancer applications

Ezzati, Nasim; Mahjoub, Ali Reza; Shahrnoy, Abdolghafar Abolhosseini; Syrgiannis, Zois

doi:10.1016/j.ijpharm.2019.118709

Cited by 27 publications

(8 citation statements)

References 105 publications

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“…To obtain a clearer view of the morphology and metal dispersion degree of the Pt‐MSHSs‐Cu sample, SEM and TEM were applied. From SEM images of the Pt‐MSHSs‐Cu sample (Figure 5a,b), it was observed that the sample has good spherical morphology and retained its shape after functionalization reactions 26 . Further images show that particles are relatively uniform with average particle size of about 210 nm (see Figure S1).…”

Section: Resultsmentioning

confidence: 96%

“…Furthermore, to increase the specific surface area and reduce the content of active components, constructing a new heterogeneous catalyst on an appropriate support has been suggested 21–25 . The hollow mesoporous silica with unique advantages such as low density, high specific surface area, large pore volume, and mechanical stability is a suitable substrate for increasing the selectivity and improving catalyst stability 26–28 . To the best of our knowledge, there are only few reports about the Sonogashira coupling reaction catalyzed by platinum nanoparticles 29–32 and there are no reports about this reaction catalyzed by platinum nanoparticles and Cu(I) complex supported on mesoporous silica.…”

Section: Introductionmentioning

confidence: 99%

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Step‐by‐step synthesis of copper(I) complex supported on platinum nanoparticle‐decorated mesoporous silica hollow spheres and its remarkable catalytic performance in Sonogashira coupling reaction

Shahrnoy

Mahjoub

Shokrollahi

et al. 2020

Applied Organom Chemis

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In this study, a step‐by‐step method for the synthesis of platinum nanoparticles and copper(I) complex supported on mesoporous silica hollow spheres (Pt‐MSHSs‐Cu) is introduced. Scanning electron microscopy, transmission electron microscopy, powder X‐ray diffraction, Fourier transform infrared spectroscopy, nitrogen adsorption–desorption, energy‐dispersive X‐ray spectrometry, X‐ray photoelectron spectroscopy, and elemental and thermogravimetric analyses were applied for characterization of the surface, structure, size, phase composition, and morphology of the synthesized materials. The characterized material, Pt‐MSHSs‐Cu, was used as an efficient and heterogeneous catalyst in the Sonogashira coupling reaction under different reaction conditions. In comparison with MSHSs, Cu(I)‐functionalized MSHSs (MSHSs‐Cu), and Pt‐MSHSs samples, the Pt‐MSHSs‐Cu catalyst exhibited significantly increased catalytic performance with 91.50% yield. Therefore, the results obtained suggested a synergistic effect derived from platinum nanoparticles, MSHSs substrate, and copper(I) complex, which enhanced the rate of the Sonogashira coupling reaction.

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Section: Resultsmentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

Step‐by‐step synthesis of copper(I) complex supported on platinum nanoparticle‐decorated mesoporous silica hollow spheres and its remarkable catalytic performance in Sonogashira coupling reaction

Shahrnoy

Mahjoub

Shokrollahi

et al. 2020

Applied Organom Chemis

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“…The strong absorbance peaks at 3455 and 1641 cm −1 were assigned to stretching and bending modes of the silanol (Si− OH) groups on the surface of the MSNs. 50 For MSN-NH 2 , the new peaks at 1507, 3429, and 3479 cm −1 were indicative of N−H bending 51 and stretching vibration of the MSN-NH 2 ; the stretching vibration overlapped with the silanol group (3455 cm −1 ). 52 The peak in the range of 2861− 2936 cm −1 was indicative of CH 2 stretching due to the presence of the aminopropyl group of MSN-NH 2 .…”

Section: Characterization Of Pristine and Surface-modified Msnsmentioning

confidence: 99%

Enhancing Methotrexate Delivery in the Brain by Mesoporous Silica Nanoparticles Functionalized with Cell-Penetrating Peptide using in Vivo and ex Vivo Monitoring

et al. 2023

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The blood–brain barrier (BBB) acts as a physical/biochemical barrier that protects brain parenchyma from potential hazards exerted by different xenobiotics found in the systemic circulation. This barrier is created by “a lipophilic gate” as well as a series of highly organized influx/efflux mechanisms. The BBB bottleneck adversely affects the efficacy of chemotherapeutic agents in treating different CNS malignancies such as glioblastoma, an aggressive type of cancer affecting the brain. In the present study, mesoporous silica nanoparticles (MSNs) were conjugated with the transactivator of transcription (TAT) peptide, a cell-penetrating peptide, to produce MSN-NH-TAT with the aim of improving methotrexate (MTX) penetration into the brain. The TAT-modified nanosystem was characterized by Fourier transform infrared spectrometry (FTIR), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), atomic force microscopy (AFM), dynamic light scattering (DLS), and N2 adsorption–desorption analysis. In vitro hemolysis and cell viability studies confirmed the biocompatibility of the MSN-based nanocarriers. In addition, in vivo studies showed that the MTX-loaded MSN-NH-TAT improved brain-to-plasma concentration ratio, brain uptake clearance, and the drug’s blood terminal half-life, compared with the use of free MTX. Taken together, the results of the present study indicate that MSN functionalization with TAT is crucial for delivery of MTX into the brain. The present nanosystem represents a promising alternative drug carrier to deliver MTX into the brain via overcoming the BBB.

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“…Among 20 protein-derived amino acids, tryptophan and methionine indicate high reactive activities in scavenging ABTS+, which reveals that they possess antioxidant activity because of the indole NH group of Trp and thioether group of Met [ 20 ]. When combining dipeptide and MSNs without destroying the antioxidant activity of dipeptide, some previous studies indicated that the main strategy was a post-grafting method by adsorption of dipeptide or amino acid on the mesoporous materials [ 21 , 22 ]. In order to improve immobilization stability of these active molecules and maintain the antioxidant activity of dipeptide, they could be used as skeleton components to form porous channel in the co-condensation process.…”

Section: Introductionmentioning

confidence: 99%

Architecture of Nanoantioxidant Based on Mesoporous Organosilica Trp-Met-PMO with Dipeptide Skeleton

Zhou

Dai

et al. 2023

Materials

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A nanoantioxidant of mesoporous organosilica (Trp-Met-PMO) based on the framework of tryptophan–methionine dipeptide was first designed and constructed by condensation between self-created dipeptide organosilica precursor (Trp-Met-Si) and tetraethyl orthosilicate (TEOS) in alkaline conditions under the template hexadecyl trimethyl ammonium bromide (CTAB). Trp-Met-Si was prepared by the reaction between dipeptide Trp-Met and conventional organosilicon coupling agent isocyanatopropyltriethoxysilane (IPTES) via a multiple-step reaction method. The material Trp-Met-PMO was confirmed by XRD, FT-IR and N2 adsorption–desorption analysis. The material Trp-Met-5-PMO with low amounts of organosilica precursor remained a mesoporous material with well-ordered 2D hexagonal (P6mm) structure. With increasing amounts of organosilica precursor, a mesoporous structure was still formed, as shown in the material Trp-Met-100-PMO with the highest amounts of organosilica precursor. Moreover, pore size distribution, surface area and porosity of Trp-Met-PMO are regulated with different amounts of organosilica precursor Trp-Met-Si. The antioxidant activity of Trp-Met-PMO was evaluated by ABTS free radical-scavenging assay. The results showed that antioxidant activity was largely enhanced with increasing contents of organosilica precusor Trp-Met-Si in the skeleton. The material Trp-Met-40-PMO exhibited maximum scavenging capacity of ABTS free radicals, the inhibition percent was 5.88%. This study provides a design strategy for nanoantioxidant by immobilizing short peptides within the porous framework of mesoporous material.

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Amino Acid-functionalized hollow mesoporous silica nanospheres as efficient biocompatible drug carriers for anticancer applications

Cited by 27 publications

References 105 publications

Step‐by‐step synthesis of copper(I) complex supported on platinum nanoparticle‐decorated mesoporous silica hollow spheres and its remarkable catalytic performance in Sonogashira coupling reaction

Step‐by‐step synthesis of copper(I) complex supported on platinum nanoparticle‐decorated mesoporous silica hollow spheres and its remarkable catalytic performance in Sonogashira coupling reaction

Enhancing Methotrexate Delivery in the Brain by Mesoporous Silica Nanoparticles Functionalized with Cell-Penetrating Peptide using in Vivo and ex Vivo Monitoring

Architecture of Nanoantioxidant Based on Mesoporous Organosilica Trp-Met-PMO with Dipeptide Skeleton

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