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1.
Macromol Rapid Commun ; 38(8)2017 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-28221732

RESUMEN

Fluorescent polymeric nanoparticles (FPNs) with aggregation-induced emission (AIE) property have received increasing attention and possess promising biomedical application potential in the recent years. Many efforts have been devoted to the fabrication methodologies of FPNs and significant advance has been achieved. In this contribution, a novel strategy for the fabrication of AIE-active amphiphilic copolymers is reported for the first time based on the Ce(IV) redox polymerization. As an example, ene group containing AIE-active dye (named as Phe-alc) is directly grafted onto a water soluble polymer polyethylene glycol (PEG) in H2 O/THF system under low temperature. Thus-obtained amphiphilic fluorescent polymers will self-assemble into FPNs with ultra-low critical micelle concentration, ultra-brightness, and great water dispersibility. Biological evaluation results suggest that the PEG-poly(Phe-alc) possess excellent biocompatibility and can be used for tracing their behavior in cells using confocal laser scanning microscope. These features make PEG-poly(Phe-alc) FPNs promising candidates for many biomedical applications, such as cell imaging, drug delivery vehicles, and targeted tracing. More importantly, many other functional groups can also be incorporated into these AIE-active FPNs through the redox polymerization. Therefore, the redox polymerization should be a facile and effective strategy for fabrication of AIE-active FPNs.


Asunto(s)
Cerio/química , Diagnóstico por Imagen/métodos , Micelas , Nanopartículas/química , Polimerizacion , Polímeros/química , Células A549 , Supervivencia Celular/efectos de los fármacos , Fluorescencia , Colorantes Fluorescentes/química , Humanos , Microscopía Confocal/métodos , Microscopía Electrónica de Transmisión , Modelos Químicos , Estructura Molecular , Nanopartículas/ultraestructura , Oxidación-Reducción , Polietilenglicoles/química , Polímeros/síntesis química , Polímeros/farmacología , Espectroscopía de Protones por Resonancia Magnética , Espectrometría de Fluorescencia , Espectroscopía Infrarroja por Transformada de Fourier
2.
Macromol Rapid Commun ; 37(21): 1754-1759, 2016 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-27717060

RESUMEN

The development of effective strategies for fabrication of fluorescent organic nanoparticles (FONs) with an aggregation-induced emission (AIE) feature has an important impact on the biomedical applications of these AIE-active FONs. In the current work, an ultrafast strategy for fabricating AIE-active FONs is developed through a "one-pot" microwave-assisted, catalysts-free, and solvent-free Kabachnik-Fields (KF) reaction for the first time. It is demonstrated that such organophosphorous-containing AIE-active block polymers can be synthesized within 2 min under air atmosphere through the microwave-assisted KF reaction. These polymers show amphiphilic properties and can self-assemble into mPEG-CHO-Phe-NH2 -DEP FONs, which display high water dispersibility and desirable optical properties. Biological evaluation results suggest that the mPEG-CHO-Phe-NH2 -DEP FONs exhibit low toxicity and are potential for biological imaging applications. More importantly, many other multifunctional AIE-active FONs can also be fabricated through the strategy described in this work owing to the universality of KF reaction. Besides, combined with the excellent properties of mPEG-CHO-Phe-NH2 -DEP FONs, it is believed that such microwave-assisted KF reaction shall be an effective route for designing various AIE-active nanomaterials for different biomedical applications.


Asunto(s)
Colorantes Fluorescentes/síntesis química , Microondas , Nanopartículas/química , Compuestos Organofosforados/síntesis química , Colorantes Fluorescentes/química , Compuestos Organofosforados/química , Tamaño de la Partícula , Propiedades de Superficie , Factores de Tiempo
3.
Macromol Rapid Commun ; 37(20): 1657-1661, 2016 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-27547886

RESUMEN

Driven by the high demand for sensitive and specific tools for optical imaging, fluorescent nanoprobes with various working mechanisms and advanced functionalities are flourishing at an incredible speed. This work reports the design and fabrication of aggregation-induced emission (AIE)-active fluorescent organic nanoparticles (FNPs) via forming dynamic phenyl borate between diol containing hydrophobic AIE dye (APD-PhCHO) and phenylboronic acid pendant hydrophilic polymers (PEGMA-VPBA) within 30 min. The final AIE-active APD-PhCHO-PEGMA-VPBA FNPs display high water dispersibility and strong fluorescence emission because of their amphiphilic properties and AIE feature. Biological evaluation suggests that APD-PhCHO-PEGMA-VPBA FNPs possess negative effect on HeLa cells and desirable optical properties for biological imaging. More importantly, phenyl borate is a dynamic bond with pH and glucose responsiveness. Furthermore, different functions can be designed and introduced into these AIE-active systems through adoption of different monomers for good applicability of free radical polymerization. Therefore, this work provides a novel platform for preparation of multifunctional AIE-active nanosystems with responsiveness for various biomedical applications.


Asunto(s)
Colorantes Fluorescentes/química , Imagen Molecular , Nanopartículas/química , Polietilenglicoles/química , Tensoactivos/química , Supervivencia Celular , Fluorescencia , Colorantes Fluorescentes/síntesis química , Células HeLa , Humanos , Tamaño de la Partícula , Polietilenglicoles/síntesis química , Propiedades de Superficie , Tensoactivos/síntesis química
4.
ACS Nano ; 17(5): 4463-4473, 2023 03 14.
Artículo en Inglés | MEDLINE | ID: mdl-36802559

RESUMEN

Simultaneous imaging of exogenous nanomaterials and endogenous metabolites in situ remains challenging and is beneficial for a systemic understanding of the biological behavior of nanomaterials at the molecular level. Here, combined with label-free mass spectrometry imaging, visualization and quantification of the aggregation-induced emission nanoparticles (NPs) in tissue were realized as well as related endogenous spatial metabolic changes simultaneously. Our approach enables us to identify the heterogeneous deposition and clearance behavior of nanoparticles in organs. The accumulation of nanoparticles in normal tissues results in distinct endogenous metabolic changes such as oxidative stress as indicated by glutathione depletion. The low passive delivery efficiency of nanoparticles to tumor foci suggested that the enrichment of NPs in tumors did not benefit from the abundant tumor vessels. Moreover, spatial-selective metabolic changes upon NPs mediated photodynamic therapy was identified, which enables understanding of the NPs induced apoptosis in the process of cancer therapy. This strategy allows us to simultaneously detect exogenous nanomaterials and endogenous metabolites in situ, hence to decipher spatial selective metabolic changes in drug delivery and cancer therapy processes.


Asunto(s)
Nanopartículas , Neoplasias , Fotoquimioterapia , Humanos , Sistemas de Liberación de Medicamentos , Fotoquimioterapia/métodos , Neoplasias/diagnóstico por imagen , Neoplasias/tratamiento farmacológico , Nanopartículas/química , Imagen Óptica/métodos , Línea Celular Tumoral
5.
ACS Appl Mater Interfaces ; 14(2): 3485-3495, 2022 Jan 19.
Artículo en Inglés | MEDLINE | ID: mdl-34994541

RESUMEN

The dynamic reversible Diels-Alder (DA) reactions play essential roles in both academic and applied fields. Currently, in situ visualization and direct monitoring of the formation and cleavage of covalent bonds in DA reactions are hampered by finite compatibility and expensive precise instruments, especially limited in solid reactions. We herein report a fluorescence system capable of in situ visualization by naked eyes and monitoring DA/retro-DA reactions. With the fluorescence quenching effect, the synthesized TPEMI could work as an innovative self-indicator for both DA termination and retro-DA occurrence. The fluorescence increases during DA reactions, and the mechanism is investigated to establish qualitative and quantitative relations. Besides rapid screening of reaction conditions and monitoring of DA exchange processes, the TPEMI fluorescence system can visualize heterogeneous and solid-state reactions with the AIE character. The TPEMI platform is expected to offer novel insights into reversible DA processes and dynamic covalent chemistry.

6.
Adv Sci (Weinh) ; 9(4): e2104101, 2022 02.
Artículo en Inglés | MEDLINE | ID: mdl-34898054

RESUMEN

As a noninvasive therapeutic technique, photodynamic therapy (PDT) has attracted numerous research interests for cancer therapy. Nevertheless, the residual photosensitizers (PSs) still produce reactive oxygen species (ROS) and damage normal cells under sunlight after PDT, which limits their practical application in clinic. Herein, the authors propose a self-degradable type-I PS based on conjugated polymer, which is composed of aggregation-induced emission (AIE) and imidazole units. Due to the effective conjugated skeleton and unique AIE properties, thus-obtained polymers can effectively generate superoxide radical (O2-• ) through the type-I process under light irradiation, which is ideal for hypoxic tumors treatment. Intriguingly, under light irradiation, O2-• produced by the conjugated polymers can further lead to the self-degradation of the polymer to form nontoxic micro-molecules. It not only helps to resolve the potential phototoxicity problems of residual PSs, but also can accelerate the metabolism of the conjugated polymers to avoid the potential biotoxicity of drug accumulation. This work develops a self-degradable type-I PS, which can turn off the generation of ROS in time after PDT, providing a novel strategy to balance the PDT effect and postoperative safety.


Asunto(s)
Neoplasias/terapia , Fotoquimioterapia/métodos , Fármacos Fotosensibilizantes/metabolismo , Polímeros/metabolismo , Complicaciones Posoperatorias/prevención & control , Animales , Línea Celular Tumoral , Modelos Animales de Enfermedad , Humanos , Ratones , Especies Reactivas de Oxígeno/metabolismo , Reproducibilidad de los Resultados
7.
Polymers (Basel) ; 14(14)2022 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-35890656

RESUMEN

The study of aggregation-induced emission luminogens (AIEgens) shows promising perspectives explored in lighting, optical sensors, and biological therapies. Due to their unique feature of intense emissions in aggregated solid states, it smoothly circumvents the weaknesses in fluorescent dyes, which include aggregation-caused quenching of emission and poor photobleaching character. However, our present knowledge of the AIE phenomena still cannot comprehensively explain the mechanism behind the substantially enhanced emission in their aggregated solid states. Herein, to systematically study the mechanism, the typical AIEgens tetraphenylethene (TPE) was chosen, to elucidate its photophysical properties, the TPE in THF/H2O binary solvents, TPE in THF solvents depending on concentration, and the following direct conversion from a dissolved state to a precipitated solid state were analyzed. Moreover, the TPE derivatives were also investigated to supply more evidence to better decipher the generally optical behaviors of TPE and its derivatives. For instance, the TPE derivative was homogeneously dispersed into tetraethyl orthosilicate to monitor the variance of photophysical properties during sol-gel processing. Consequently, TPE and its derivatives are hypothesized to abide by the anti-Kasha rule in dissolved states. In addition, the factors primarily influencing the nonlinear emission shifting of TPE and its derivatives are also discussed.

8.
ACS Appl Mater Interfaces ; 13(7): 7987-7996, 2021 Feb 24.
Artículo en Inglés | MEDLINE | ID: mdl-33560829

RESUMEN

The development of multifunctional photosensitizers (PSs) with aggregation-induced emission (AIE) properties plays a critical role in promoting the progress of the photodynamic therapy (PDT). In this work, a multifunctional PS (named DSABBT NPs) with AIE activity has been designed and prepared to carry out ultrafast staining, excellent two-photon bioimaging, and high-efficiency image-guided PDT. Simply, DSABBT with AIE characteristic was synthesized by one-step Schiff reaction of 4-(diethylamino)-salicylaldehyde (DSA) and 4,7-bis(4-aminophenyl)-2,1,3-benzothiadiazole (BBT). Then, DSABBT and DSPE-PEG2000-cRGD generate nanoparticles (NPs) easily in an ultrapure water/tetrahydrofuran mixture through a facile nanoprecipitation at room temperature. We found that DSABBT NPs exhibit bright solid-state fluorescence with large stokes shifts (180 nm) and two-photon absorption cross-section (1700 GM). Importantly, DSABBT NPs exhibited excellent ability of ultrafast staining and two-photon imaging, which can readily label suborganelles by subtly shaking the living cells for 5 s under mild conditions. Moreover, DSABBT NPs displayed high singlet oxygen (1O2) generation capacity and remarkable image-guided PDT efficiency. Therefore, DSABBT NPs can act as the promising candidate for multifunctional PSs, which can destroy cancer cells and block malignant tumor growth via the production of reactive oxygen species upon irradiation conditions. These outcomes provide us with a selectable strategy for developing multifunctional theranostic systems.


Asunto(s)
Antineoplásicos/farmacología , Colorantes Fluorescentes/farmacología , Neoplasias Pulmonares/tratamiento farmacológico , Microscopía de Fluorescencia por Excitación Multifotónica , Fotoquimioterapia , Fármacos Fotosensibilizantes/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/química , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Ensayos de Selección de Medicamentos Antitumorales , Colorantes Fluorescentes/síntesis química , Colorantes Fluorescentes/química , Humanos , Neoplasias Pulmonares/diagnóstico por imagen , Neoplasias Pulmonares/patología , Estructura Molecular , Imagen Óptica , Tamaño de la Partícula , Fármacos Fotosensibilizantes/síntesis química , Fármacos Fotosensibilizantes/química , Propiedades de Superficie
9.
Research (Wash D C) ; 2021: 9784053, 2021.
Artículo en Inglés | MEDLINE | ID: mdl-34250495

RESUMEN

Aggregation-induced emission nanoparticles (AIE NPs) are widely used in the biomedical field. However, understanding the biological process of AIE NPs via fluorescence imaging is challenging because of the strong background and poor penetration depth. Herein, we present a novel dual-modality imaging strategy that combines fluorescence imaging and label-free laser desorption/ionization mass spectrometry imaging (LDI MSI) to map and quantify the biodistribution of AIE NPs (TPAFN-F127 NPs) by monitoring the intrinsic photoluminescence and mass spectrometry signal of the AIE molecule. We discovered that TPAFN-F127 NPs were predominantly distributed in the liver and spleen, and most gradually excreted from the body after 5 days. The accumulation and retention of TPAFN-F127 NPs in tumor sites were also confirmed in a tumor-bearing mouse model. As a proof of concept, the suborgan distribution of TPAFN-F127 NPs in the spleen was visualized by LDI MSI, and the results revealed that TPAFN-F127 NPs were mainly distributed in the red pulp of the spleen with extremely high concentrations within the marginal zone. The in vivo toxicity test demonstrated that TPAFN-F127 NPs are nontoxic for a long-term exposure. This dual-modality imaging strategy provides some insights into the fine distribution of AIE NPs and might also be extended to other polymeric NPs to evaluate their distribution and drug release behaviors in vivo.

10.
Nanoscale ; 12(6): 3574-3592, 2020 Feb 14.
Artículo en Inglés | MEDLINE | ID: mdl-32016223

RESUMEN

MXenes are a new type of two-dimensional (2D) transition metal carbide or carbonitride material with a 2D structure similar to graphene. The general formula of MXenes is Mn+1XnTx, in which M is an early transition metal element, X represents carbon, nitrogen and boron, and T is a surface oxygen-containing or fluorine-containing group. These novel 2D materials possess a unique 2D layered structure, large specific surface area, good conductivity, stability, and mechanical properties. Benefitting from these properties, MXenes have received increasing attention and emerged as new substrate materials for exploration of various applications including, energy storage and conversion, photothermal treatment, drug delivery, environmental adsorption and catalytic degradation. The progress on various applications of MXene-based materials has been reviewed; while only a few of them covered environmental remediation, surface modification of MXenes has never been highlighted. In this review, we highlight recent advances and achievements in surface modification and environmental applications (such as environmental adsorption and catalytic degradation) of MXene-based materials. The current studies on the biocompatibility and toxicity of MXenes and related materials are summarized in the following sections. The challenges and future directions of the environmental applications of MXene-based materials are also discussed and highlighted.

11.
RSC Adv ; 10(10): 5704-5711, 2020 Feb 04.
Artículo en Inglés | MEDLINE | ID: mdl-35497448

RESUMEN

Recently, AIE-active fluorescent materials have attracted extensive investigation due to their significant applications in the fields of memory devices, photomodulation, information displays, sensors, and biological imaging. In this contribution, a novel acrylate AIE-active dye of TPMA was successfully synthesized by Suzuki coupling and acylation reaction, and belongs to the monoclinic crystal system and P21/c space group from the crystal structure analysis, and its fluorescence intensity was stronger with an obvious red shift of emission wavelength as compared with the reported TPB dye. Moreover, the obtained TPMA dye exhibits multi-stimuli-responsivity and a two-photon fluorescent switch with excellent reversibility in the solid state. Subsequently, the corresponding fluorescent polymers of PEG-TM were successfully fabricated via RAFT polymerization of TPMA and PEGMA with a molecular weight of about 25 000 (M n) and narrow polydispersity index (PDI). From 1H NMR analysis, when the feeding ratio of TPMA increased to 32.2% from 19.2%, the molar fraction of TPMA in PEG-TM polymers accordingly increased to 32.8% from 19.5%. In water solution, the as-prepared PEG-TM1 polymers would self-assemble into fluorescent organic nanoparticles (FONs) with diameters ranging from 150 to 250 nm, and their maximum emission wavelength presented at 518 nm with obvious AIE phenomena. Moreover, the as-synthesized PEG-TM polymers have prospective application in biological imaging due to their good fluorescence, high water solubility and excellent biocompatibility.

12.
Mater Sci Eng C Mater Biol Appl ; 106: 110157, 2020 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-31753361

RESUMEN

Surface modification of carbon nanotubes (CNTs) through controlled living polymerization has demonstrated to be a useful route for preparation of CNTs based polymer composites. However, surface oxidation of CNTs is often required to generate functional groups, which can be further utilized for immobilization of polymerization initiator and grafting polymers. The surface oxidation procedure is rather complex, high energy cost, low efficient and will destroy the structure of CNTs. Therefore, the development of simple and efficient strategies for preparation of CNTs based composites should be of great research interest and raised much attention recently. In this work, a novel mussel inspired strategy that combination of ATRP and ring-opening reaction has been developed for simultaneous preparation of glycosylated and PEGylated CNTs for the first time. CNTs were first coated with polydopamine (PDA) through self-polymerization of dopamine under alkaline aqueous solution. Then polymerization initiator was immobilized on CNT-PDA through simple esterification and amidation reaction to obtain CNT-PDA-Br. The PEGylated CNTs were synthesized through ATRP using CNT-PDA-Br as initiator and polyethylene glycol monoester acrylate and itaconic anhydride (IA) as the monomers. Finally, glucosamine was conjugated with IA via ring-opening reaction. The successful preparation of glycosylated and PEGylated CNTs (CNT-PDA-Poly(PEGMA-co-IA)-Glu) was confirmed by a number of characterization techniques in details. The obtained CNTs based composites showed improved aqueous dispersibility and desirable cytocompatibility, implying their biomedical application potential. As compared with the conventional covalent strategies, the mussel inspired method described in this work will not destroy the structure for introduction functional groups on the surface of CNTs, that can occur under rather mild experimental conditions, including room temperature, short reaction time and aqueous solution. On the other hand, the mussel inspired chemistry can also be used for surface modification of almost any materials regardless of their size, morphology and compositions. Therefore, we believe that the mussel inspired strategy should be a general method for fabrication of various polymer composites for different applications.


Asunto(s)
Nanotubos de Carbono/química , Polietilenglicoles/química , Células A549 , Supervivencia Celular/efectos de los fármacos , Glucosamina/química , Glicosilación , Humanos , Indoles/química , Nanocompuestos/química , Nanocompuestos/toxicidad , Nanotubos de Carbono/toxicidad , Polimerizacion , Polímeros/química , Propiedades de Superficie
13.
Mater Sci Eng C Mater Biol Appl ; 108: 110424, 2020 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-31923979

RESUMEN

Fluorescent hydroxyapatite (HAp) nanoparticles have received significant attention in biomedical fields due to their outstanding advantages, such as low immunogenicity, excellent biocompatibility and biodegradability. However, fluorescent HAp nanoparticles with well controlled size and morphology are coated with hydrophobic molecules and their biomedical applications are largely restricted by their poor dispersibility in physiological solutions. Therefore, surface modification of these hydrophobic fluorescent HAp nanoparticles to render them water dispersibility is of utmost importance for biomedical applications. In this work, we reported for the first time for preparation of water-dispersible hydrophilic fluorescent Eu3+-doped HAp nanoparticles (named as HAp-PEOTx) through the cationic ring-opening polymerization using hydrophilic and biocompatible 2-ethyl-2-oxazoline (EOTx) as the monomer. The characterization techniques, such as nuclear magnetic resonance (NMR) spectroscopy, transmission electron microscopy (TEM) and X-ray photoelectron spectroscopy (XPS) have been used to characterize these samples. Results confirmed that we could successfully obtain the hydrophilic fluorescent HAp-PEOTx composites through the strategy described above. These fluorescent HAp-PEOTx composites display great water dispersibility, unique fluorescent properties and excellent biocompatibility, making them promising for in vitro bioimaging applications.


Asunto(s)
Durapatita/química , Nanopartículas/química , Poliaminas/química , Polimerizacion
14.
Mater Sci Eng C Mater Biol Appl ; 108: 110376, 2020 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-31924027

RESUMEN

As potential alternatives to conventional semiconductor quantum dots, fluorescent carbon quantum dots (CQDs) have received increasing research attention in biomedical fields owing to their splendid advantages of low cytotoxicity, strong fluorescence and excellent water dispersion. However, the preparation procedures of CQDs with designable chemical properties and functions are complicated and low efficient. In this work, we developed a facile, economical and straightforward strategy to prepare CQDs by a one-step thiol-ene click reaction between multiwalled carbon nanotubes (CNTs) and thiomalic acid (TA). The successful synthesis of CQDs was confirmed by a series of characterization data. The results manifested that CQDs were well combined with TA through surface thiol-ene click chemistry. In addition, the optical property is also desirable, the maximum emission wavelength was located in 500 nm and CQDs still could emit strong blue fluorescent light after irradiation with UV irradiation for 3 h. Besides, the pH value makes no significant changes for fluorescence emission wavelength of CQDs and CQDs can emit strongest fluorescence in weak acid solution. Furthermore, CQDs could be internalized by cells and show great cell dyeing performance and low cytotoxicity. All these features imply that TA functionalized CQDs possess great potential for biological imaging. The one-step thiol-ene click strategy provided a novel tool to prepare functionalized CQDs with great potential for biomedical applications.


Asunto(s)
Química Clic/métodos , Nanotubos de Carbono/química , Puntos Cuánticos/química , Animales , Muerte Celular , Línea Celular , Fluorescencia , Ratones , Nanotubos de Carbono/ultraestructura , Espectroscopía de Protones por Resonancia Magnética , Puntos Cuánticos/ultraestructura
15.
Mater Sci Eng C Mater Biol Appl ; 111: 110804, 2020 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-32279750

RESUMEN

Halloysite nanotubes (HNTs) are a kind of aluminosilicate clay with a unique hollow tubular structure that has been intensively explored for various applications especially in biomedical fields owing to their excellent biocompatibility, biodegrading potential and low cost. Surface modification of HNTs with functional polymers will greatly improve their properties and endow new functions for biomedical applications. In this work, a light-induced reversible addition-fragmentation chain transfer (RAFT) polymerization was introduced to successfully prepare HNTs based fluorescent HNTs/poly(PEGMA-Fl) composites in the presence of oxygen using diacrylate-fluorescein and poly (ethylene glycol) methyl ether methacrylate (PEGMA) as the monomers. Without other catalysts, heating, and deoxygenation procedure, the polymerization process can take place under mild conditions. Besides, owing to the introduction of fluorescein and PEGMA on the surface of HNTs, the resultant HNTs/poly(PEGMA-Fl) composites display high water dispersibility and stable fluorescence. The results from cell viability examination and confocal laser scanning microscopy also demonstrated that HNTs/poly(PEGMA-Fl) composites could be internalized by L929 cells with bright fluorescence and low cytotoxicity. Taken together, we developed a novel photo-initiated RAFT polymerization method for the fabrication of HNTs based fluorescent polymeric composites with great potential for biomedical applications. More importantly, many other multifunctional HNTs based polymer composites could also be fabricated through a similar strategy owing to good designability of RAFT polymerization.


Asunto(s)
Arcilla/química , Imagenología Tridimensional , Luz , Metales/química , Nanotubos/química , Polimerizacion/efectos de la radiación , Polímeros/química , Animales , Línea Celular , Supervivencia Celular , Fluorescencia , Metacrilatos/química , Ratones , Nanotubos/ultraestructura , Polietilenglicoles/química , Espectroscopía de Protones por Resonancia Magnética , Espectroscopía Infrarroja por Transformada de Fourier , Propiedades de Superficie , Termogravimetría
16.
RSC Adv ; 9(56): 32601-32607, 2019 Oct 10.
Artículo en Inglés | MEDLINE | ID: mdl-35529733

RESUMEN

In recent years, amphiphilic AIE-active fluorescent organic materials with aggregation-induced emission (AIE) properties have been extensively investigated due to their excellent properties. This study describes the synthesis of a novel AIE-active dye of tetraphenylethylene diphenylaldehyde (TPDA). As compared with the reported fluorescent dye TPB, the fluorescence intensity of TPDA is significantly enhanced with the distinct red shift of emission wavelength. Subsequently, the corresponding novel polymers PEG-TPD were obtained through the one-pot combination of Hantzsch reaction and RAFT polymerization. The structure of PEG-TPD1 by the two-step process was similar with that of PEG-TPD2 by the one-pot method at the same feeding ratio of TPDA and PEGMA. The molecular weights (M n) of the polymers PEG-TPD1 and PEG-TPD2 were respectively 52 000 and 28 000 with narrow polydispersity index (PDI), and their molar fractions of TPDA were respectively about 9.5% and 14.3%, indicating that the degree of Hantzsch reaction in the one-pot process was more complete. Subsequently, the effect of feed ratio of TPDA and PEGMA on polymer structure was further studied. It can be seen that the M n of the polymers gradually increases as the proportion of TPDA increases. In aqueous solution, these amphiphilic PEG-TPD polymers tended to self-assemble into corresponding fluorescent polymer nanoparticles (FPNs). The diameter of PEG-TPD2 FPNs ranged from 200 to 300 nm, and their fluorescence emission spectra have maximum emission peak at 509 nm. The PEG-TPD FPNs have significant advantages such as good fluorescence intensity, high water dispersibility, good biocompatibility and easy absorption by cells, which can be attractively used in the field of bioimaging.

17.
Mater Sci Eng C Mater Biol Appl ; 94: 310-317, 2019 Jan 01.
Artículo en Inglés | MEDLINE | ID: mdl-30423713

RESUMEN

Amphiphilic copolymers play a paramount role in the fabrication of fluorescent polymeric nanoparticles (FPNs) through the self-assembly procedure. In this work, novel hydrazine hydrate cross-linked amphiphilic poly(PEG­co­FHMA) copolymers were constructed via reversible addition-fragmentation chain transfer (RAFT) polymerization, containing an aggregation-induced emission (AIE) active hydrophobic moiety and a hydrophilic poly(ethylene glycol) (PEG) group. Different characterization techniques have been employed to confirm their successful synthesis. Due to their amphiphilic property, the resulting poly(PEG­co­FHMA) copolymers can self-assemble into FPNs in aqueous solution and form poly(PEG­co­FHMA) FPNs with size ranging from 100 to 200 nm. The investigation of photophysical properties demonstrated poly(PEG­co­FHMA) FPNs possess strong fluorescence, large Stokes shift, excellent AIE characteristic, low critical micelle concentration and remarkable photostability. Biological assay results suggested that these cross-linked AIE-active FPNs are of low toxicity and excellent cell dyeing performances. All of these features make them promising candidates for biomedical applications. As compared with typical AIE-active FPNs based on the synthetic AIE-active compounds, the novel cross-linked AIE-active FPNs based on the Schiff base is rather simple, good designable and universal. More importantly, this strategy could also be adopted for preparation of a large number of AIE-active FPNs because of the well designability of copolymers and salicylaldehyde derivatives. Thus this work will provide a novel route for preparation of multifunctional AIE-active FPNs in a rather facile manner.


Asunto(s)
Reactivos de Enlaces Cruzados/química , Hidrazinas/química , Imagen Molecular , Nanopartículas/química , Polímeros/química , Muerte Celular , Células HeLa , Humanos , Metacrilatos/química , Nanopartículas/ultraestructura , Polímeros/síntesis química , Espectroscopía de Protones por Resonancia Magnética , Espectrometría de Fluorescencia , Espectroscopía Infrarroja por Transformada de Fourier
18.
J Colloid Interface Sci ; 513: 198-204, 2018 Mar 01.
Artículo en Inglés | MEDLINE | ID: mdl-29153713

RESUMEN

Due to their excellent chemical stability and remarkable biocompatibility, nanodiamonds (NDs) have received widespread research attention by the biomedical field. The excellent water dispersibility of NDs has significant importance for biomedical applications. Therefore, surface modification of NDs with hydrophilic polymers has been extensively investigated over the past few decades. In this study, we synthesize ß-CD containing hyperbranched polymer functionalized ND (ND-ß-CD-HPG) composites with high water dispersibility via supramolecular chemistry based on the host-guest interactions between ß-Cyclodextrin (ß-CD) and adamantine (Ad). The hydroxyl groups of NDs first reacted with 1, 1-adamantanecarbonyl chloride to obtain ND-Ad, which was further functionalized with ß-CD containing hyperbranched polymers to form the final ND-ß-CD-HPG composites. The successful preparation of ND-ß-CD-HPG composites was confirmed by several characterization techniques. Furthermore, the loading and release of the anticancer agent doxorubicin hydrochloride (DOX) on ND-ß-CD-HPG composites was also examined to explore its potential in drug delivery. When compared with traditional methods of surface modification of NDs, this method was convenient, fast and efficient. We demonstrated that ND-ß-CD-HPG composites have great water dispersibility, low toxicity, high drug-loading capacity and controlled drug-release behavior. Based on these characteristics, ND-ß-CD-HPG composites are expected to have high potential for biomedical applications.


Asunto(s)
Proliferación Celular/efectos de los fármacos , Doxorrubicina/farmacología , Portadores de Fármacos/química , Sistemas de Liberación de Medicamentos , Nanodiamantes/química , Polímeros/química , Células A549 , Antibióticos Antineoplásicos/química , Antibióticos Antineoplásicos/farmacología , Preparaciones de Acción Retardada , Doxorrubicina/química , Humanos , Agua
19.
Mater Sci Eng C Mater Biol Appl ; 82: 204-209, 2018 Jan 01.
Artículo en Inglés | MEDLINE | ID: mdl-29025649

RESUMEN

Fluorescent organic nanoparticles (FONs) have been regarded as the promising candidates for biomedical applications owing to their well adjustment of chemical structure and optical properties and good biological properties. However, the preparation of FONs from the natural derived polymers has been rarely reported thus far. In current work, we reported a novel strategy for preparation of FONs based on the self-polymerization of starch-dopamine conjugates and polyethyleneimine in rather mild experimental conditions, including air atmosphere, aqueous solution, absent catalysts and at room temperature. The morphology, chemical structure and optical properties of the resultant starch-based FONs were investigated by different characterization techniques. Biological evaluation results demonstrated that these starch-based FONs possess good biocompatibility and fluorescent imaging performance. More importantly, the novel strategy might also be extended for the preparation of many other carbohydrate polymers based FONs with different structure and functions. Therefore, this work opens a new avenue for the preparation and biomedical applications of luminescent carbohydrate polymers.


Asunto(s)
Dopamina/química , Nanopartículas/química , Almidón/química , Células A549 , Materiales Biocompatibles/química , Materiales Biocompatibles/toxicidad , Supervivencia Celular/efectos de los fármacos , Humanos , Microscopía Confocal , Microscopía Electrónica de Transmisión , Nanopartículas/toxicidad , Nanopartículas/ultraestructura , Polietileneimina/química , Espectrometría de Fluorescencia , Espectroscopía Infrarroja por Transformada de Fourier , Temperatura
20.
Mater Sci Eng C Mater Biol Appl ; 91: 631-637, 2018 Oct 01.
Artículo en Inglés | MEDLINE | ID: mdl-30033296

RESUMEN

Graphene quantum dots (GQDs), as a kind of carbon dots with the structure of graphene, possess fascinating properties of both carbon dots and graphene have attracted increasing attention for various applications especially in the biomedical fields. It is therefore, many methods for preparation of GQDs have been developed over the last decade. However, most of the previous reports are required tedious experimental procedure and hazardous agents. In this study, we developed an unparalleled preparation method for preparation of GQDs from graphene oxide through a one-step thiol-ene click reaction. More importantly, many carboxyl groups have been introduced on the surface of GQDs during this procedure. The characterization results demonstrated that these GQDs display small size, uniform morphology, high water dispersibility and strong green fluorescence. Biological assays suggested that these GQDs are of low cytotoxicity and efficient cell uptake performance. More importantly, many other GQDs could also been fabricated through the thiol-ene click reaction owing to the universality of thiol-ene click reaction. Therefore, this novel strategy based on thiol-ene click reaction should be of great importance for advancing the preparation and biomedical applications of GQDs.


Asunto(s)
Química Clic/métodos , Grafito/química , Imagenología Tridimensional , Puntos Cuánticos/química , Animales , Línea Celular , Supervivencia Celular , Ratones , Espectroscopía de Fotoelectrones , Puntos Cuánticos/ultraestructura , Espectrometría de Fluorescencia , Espectroscopía Infrarroja por Transformada de Fourier
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