Use of Spectroscopic Techniques for Evaluating the Coupling of Porphyrins on Biocompatible Nanoparticles. A Potential System for Photodynamics, Theranostics, and Nanodrug Delivery Applications

Magno, Lais Nogueira; Bezerra, Fábio Castro; Freire, Luiz Eduardo S.; Guerra, Rubens A.; Bakuzis, Andris F.; Gonçalves, Pablo José

doi:10.1021/acs.jpca.6b10314

Cited by 16 publications

(17 citation statements)

References 77 publications

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“…The binding constant was similar to that for the binding of nonfunctional porphyrin to the gold nanosurface, as investigated by Shaikh et al, and for the interaction of TPPS to magnetic iron oxide nanoparticles and other nanosystems. 27 , 37 , 42 − 44 It is likely that porphyrin got adsorbed on the AuNP surfaces through the coordination interaction between gold and pyrrolic nitrogen atoms of the porphyrin ring and formed a strong association complex.…”

Section: Resultsmentioning

confidence: 99%

“…However, pyrrolic nitrogen atoms have strong propensities to be involved in coordination with the metal surface. 27 It could be a strong association complex. ITC measurements established the binding/association constant for binding of TPPS to gold nanoparticles to be about 3 × 10 5 M –1 .…”

Section: Resultsmentioning

confidence: 99%

“… 26 The coupling of TPPS and magnetic nanoparticles possibly has wider applications in modern medicine. 27 Porphyrins are reported to form hybrid nanostructures in the presence of different nanomaterials such as gold, graphene, tin oxide, etc. 28 − 30 Several porphyrin analogs were also conjugated with gold nanoparticles for better use in photodynamic therapy because of high triplet states and singlet oxygen quantum yield efficiency of porphyrin molecules.…”

Section: Introductionmentioning

confidence: 99%

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Porphyrin–Gold Nanomaterial for Efficient Drug Delivery to Cancerous Cells

et al. 2018

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With an aim to overcome multidrug resistance (MDR), nontargeted delivery, and drug toxicity, we developed a new nanochemotherapeutic system with tetrasodium salt of meso-tetrakis(4-sulfonatophenyl)porphyrin (TPPS) armored on gold nanoparticles (TPPS-AuNPs). The nanocarrier is able to be selectively internalized within tumor cells than in normal cells followed by endocytosis and therefore delivers the antitumor drug doxorubicin (DOX) particularly to the nucleus of diseased cells. The embedment of TPPS on the gold nanosurface provides excellent stability and biocompatibility to the nanoparticles. Porphyrin interacts with the gold nanosurface through the coordination interaction between gold and pyrrolic nitrogen atoms of the porphyrin and forms a strong association complex. DOX-loaded nanocomposite (DOX@TPPS-AuNPs) demonstrated enhanced cellular uptake with significantly reduced drug efflux in MDR brain cancer cells, thereby increasing the retention time of the drug within tumor cells. It exhibited about 9 times greater potency for cellular apoptosis via triggered release commenced by acidic pH. DOX has been successfully loaded on the porphyrin-modified gold nanosurface noncovalently with high encapsulation efficacy (∼90%) and tightly associated under normal physiological conditions but capable of releasing ∼81% of drug in a low-pH environment. Subsequently, DOX-loaded TPPS-AuNPs exhibited higher inhibition of cellular metastasis, invasion, and angiogenesis, suggesting that TPPS-modified AuNPs could improve the therapeutic efficacy of the drug molecule. Unlike free DOX, drug-loaded TPPS-AuNPs did not show toxicity toward normal cells. Therefore, higher drug encapsulation efficacy with selective targeting potential and acidic-pH-mediated intracellular release of DOX at the nucleus make TPPS-AuNPs a “magic bullet” for implication in nanomedicine.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Porphyrin–Gold Nanomaterial for Efficient Drug Delivery to Cancerous Cells

et al. 2018

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“…Surprisingly, in comparison with free hemin, both kinds of nanoparticles exhibited a high, strong near-infrared absorption, which is highly appropriate for absorption-based applications, such as photothermal therapy and photoacoustic imaging [18]. Magno et al [19] also reported that porphyrin nanoparticles with near-infrared absorption have received considerable interest for applications in phototherapies and photodiagnostics, even as magnetic nanoparticles for magnetic-hyperthermia therapy and drug-delivery systems.…”

Section: Resultsmentioning

confidence: 99%

Preparation and Characterization of Tadpole- and Sphere-Shaped Hemin Nanoparticles for Enhanced Solubility

Yang

Xiong

et al. 2019

Nanoscale Res Lett

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Hemin is a potent iron supplement. A major limitation of the applicability of hemin is its extremely low aqueous solubility and bioavailability. The aim of this work is to prepare hemin nanoparticles with improved solubility. Tra nsmission electron microscopic images showed that hemin nanoparticles with different initial concentrations of hemin (0.1 and 0.5 mg/mL) were tadpole-shaped (head of approximately 200 nm and tail of 100 nm) and sphere-shaped (50–100 nm), respectively. Moreover, hemin nanoparticles exhibited higher solubility than free hemin. The solubility of sphere-shaped nanoparticles was 308.2-fold higher than that of pure hemin at 25 °C. The hemin nanoparticles were stable in acidic conditions and displayed excellent thermal stability. These results suggested that hemin nanoparticles could serve as a potential iron supplement with potential applications in the food, biomedical, and photodynamic-photothermal therapy fields. Electronic supplementary material The online version of this article (10.1186/s11671-019-2880-7) contains supplementary material, which is available to authorized users.

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“…The QD surface area A QD ≈ 145 nm 2 is sufficient to adsorb several TPPS 4 molecules ( A TPPS4 ≈ 1.8 nm 2 per unit) [ 40 ], as it was observed for porphyrins interacting with magnetic and gold nanoparticles [ 41 , 42 ].…”

Section: Resultsmentioning

confidence: 99%

Stimulation of Cysteine-Coated CdSe/ZnS Quantum Dot Luminescence by meso-Tetrakis (p-sulfonato-phenyl) Porphyrin

et al. 2018

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Interaction between porphyrins and quantum dots (QD) via energy and/or charge transfer is usually accompanied by reduction of the QD luminescence intensity and lifetime. However, for CdSe/ZnS-Cys QD water solutions, kept at 276 K during 3 months (aged QD), the significant increase in the luminescence intensity at the addition of meso-tetrakis (p-sulfonato-phenyl) porphyrin (TPPS4) has been observed in this study. Aggregation of QD during the storage provokes reduction in the quantum yield and lifetime of their luminescence. Using steady-state and time-resolved fluorescence techniques, we demonstrated that TPPS4 stimulated disaggregation of aged CdSe/ZnS-Cys QD in aqueous solutions, increasing the quantum yield of their luminescence, which finally reached that of the fresh-prepared QD. Disaggregation takes place due to increase in electrostatic repulsion between QD at their binding with negatively charged porphyrin molecules. Binding of just four porphyrin molecules per single QD was sufficient for total QD disaggregation. The analysis of QD luminescence decay curves demonstrated that disaggregation stronger affected the luminescence related with the electron-hole annihilation in the QD shell. The obtained results demonstrate the way to repair aged QD by adding of some molecules or ions to the solutions, stimulating QD disaggregation and restoring their luminescence characteristics, which could be important for QD biomedical applications, such as bioimaging and fluorescence diagnostics. On the other hand, the disaggregation is important for QD applications in biology and medicine since it reduces the size of the particles facilitating their internalization into living cells across the cell membrane.Electronic supplementary materialThe online version of this article (10.1186/s11671-018-2449-x) contains supplementary material, which is available to authorized users.

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Use of Spectroscopic Techniques for Evaluating the Coupling of Porphyrins on Biocompatible Nanoparticles. A Potential System for Photodynamics, Theranostics, and Nanodrug Delivery Applications

Cited by 16 publications

References 77 publications

Porphyrin–Gold Nanomaterial for Efficient Drug Delivery to Cancerous Cells

Porphyrin–Gold Nanomaterial for Efficient Drug Delivery to Cancerous Cells

Preparation and Characterization of Tadpole- and Sphere-Shaped Hemin Nanoparticles for Enhanced Solubility

Stimulation of Cysteine-Coated CdSe/ZnS Quantum Dot Luminescence by meso-Tetrakis (p-sulfonato-phenyl) Porphyrin

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