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1.
Chem Asian J ; 18(15): e202300415, 2023 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-37312433

RESUMEN

The present work depicts development of phenylboronic acid (PBA) derived and appended carbon dots (CD1-PBAs) to detect epinephrine with high sensitivity and selectivity against structurally analogous biomolecules like norepinephrine, L-Dopa and glucose. Carbon dots were synthesized by hydrothermal method. Microscopic and spectroscopic studies ensured the suitability of CD1-PBAs for diol sensing. Catecholic-OH groups of epinephrine primarily form covalent adduct with CD1-PBAs via boronate-diol linkage that caused change in absorption intensity of CD1-PBAs. The limit of detection (LOD) for epinephrine was found to be 2.0 nM. For other analogous biomolecules, formation of boronate-diol linkage might have got retarded by the dominant participation of secondary interactions like hydrogen bonding owing to the presence of varying functional moieties. Subsequently, responsiveness in the change in absorbance intensity of CD1-PBAs was weaker compared to that for epinephrine. Hence, a selective and efficient carbon dot (CD1-PBAs) based epinephrine sensor was developed simply by utilizing boronate-diol linkage.


Asunto(s)
Carbono , Glucosa , Carbono/química , Ácidos Borónicos/química , Epinefrina
2.
Chemistry ; 29(37): e202300928, 2023 Jul 03.
Artículo en Inglés | MEDLINE | ID: mdl-37021721

RESUMEN

Conventional cancer treatments have systematic side effects that stand against its desirable therapeutic efficacy. Alternative strategies using biochemical features of cancer cells to promote apoptosis are finding notable significance. One such important biochemical feature of malignant cells is hypoxia, alteration of which can lead to cell death. Hypoxia inducible factor 1α (HIF-1α) has the key role in hypoxia generation. Herein, we synthesized biotinylated Co2+ -integrated carbon dot (CoCDb ) that specifically diagnose and selectively killed cancer cells with 3-3.1-fold higher efficiency over non-cancer cells by hypoxia induced apoptosis in absence of traditional therapeutic intervention. Immunoblotting assay in CoCDb treated MDA-MB-231 cells confirmed the increased expression of HIF-1α that was responsible for efficient killing of cancer cells. In 2D cells and 3D tumor spheroid, CoCDb treated cancer cells showed significant apoptosis that make CoCDb a potential theranostic agent.


Asunto(s)
Neoplasias , Medicina de Precisión , Humanos , Hipoxia de la Célula , Hipoxia , Apoptosis , Línea Celular Tumoral
3.
ACS Appl Bio Mater ; 4(10): 7563-7577, 2021 10 18.
Artículo en Inglés | MEDLINE | ID: mdl-35006693

RESUMEN

This article demonstrates target-specific cellular imaging of GABA (γ-aminobutyric acid) receptor (GABAAR)-enriched cells (SH-SY5Y and A549) with therapeutic efficacy by naphthalene diimide (NDI)-derived fluorescent organic nanoparticles (FONPs). Self-assembly-driven formation of spherical organic particles by nipecotic-acid-tethered l-aspartic acid appended NDI derivative (NDI-nip) took place in DMSO-water through J-type aggregation. NDI-nip having a naphthyl residue and a nipecotic acid unit at both terminals exhibited aggregation-induced emission (AIE) at and above 60% water content in DMSO because of excimer formation at λem = 579 nm. The orange-emitting NDI-nip FONPs (1:99 v/v DMSO-water) having excellent cell viability and high photostability were used for selective bioimaging and killing of GABAAR-overexpressed cancer cells through target-specific delivery of the anticancer drug curcumin. The fluorescence intensity of NDI-nip FONPs were quenched in GABAAR-enriched neuroblastoma cells (SH-SY5Y) and cancerous cells (A549). Notably, in the presence of GABA, the NDI-nip FONPs exhibited their native fluorescence within the same cell lines. Importantly, no such quenching and regaining of NDI-nip FONP emission in the presence of GABA was noted in the case of the noncancerous cell NIH3T3. The killing efficiency of curcumin-loaded NDI-nip FONPs ([curcumin] = 100 µM and [NDI-nip FONPs] = 50 µM) was significantly higher in the cases of SH-SY5Y (88 ± 3%) and A549 (72 ± 2%) than in NIH3T3 (37 ± 2). The presence of a nipecotic acid moiety facilitated the selective cellular internalization of NDI-nip FONPs into GABAAR-overexpressing cells. Hence, these orange-emitting NDI-nip FONPs may be exploited as a targeted diagnostic probe as well as a drug delivery vehicle for GABAAR-enriched cancer cells.


Asunto(s)
Curcumina , Nanopartículas , Neoplasias , Ácidos Nipecóticos , Receptores de GABA-A , Células A549 , Animales , Línea Celular Tumoral , Curcumina/farmacología , Dimetilsulfóxido , Excipientes , Humanos , Imidas , Ratones , Células 3T3 NIH , Nanopartículas/química , Naftalenos , Agua
4.
ACS Appl Bio Mater ; 4(6): 5132-5144, 2021 06 21.
Artículo en Inglés | MEDLINE | ID: mdl-35006997

RESUMEN

The present research work delineates the design and preparation of covalently tailored biotinylated Fe2+-doped carbon dots (FCDb). The FCDb was successfully used as a pro-drug activator, diagnostic probe, and target-specific delivery vehicle for anticancer drug paclitaxel in pro-drug-free drug combination therapy of cancer treatment. Fe2+-doped carbon dot was synthesized via the hydrothermal method (FCD). The surface of FCD was covalently modified with cancer cell targeting ligand biotin (FCDb). Microscopic and spectroscopic methods were used to characterize aqueous soluble FCD and FCDb. Both FCD and FCDb emit blue fluorescence under UV light irradiation. FCD and FCDb can effectively sense H2O2 by fluorescence quenching as well as activate H2O2 (pro-drug), which oxidatively damage the DNA through the generation of reactive oxygen species (ROS: superoxide (O2•-), hydroxyl radical (•OH), etc). Both FCD and FCDb were utilized as selective cellular markers for cancer cell B16F10 owing to their high H2O2 content, which was more distinct in the case of FCDb due to the overexpression of biotin receptor in cancer cell. Anticancer drug paclitaxel (PTX)-loaded FCDb (FCDb-PTX) was employed for the selective killing of B16F10 cancer cells. This pro-drug-free drug formulation (FCDb-PTX) exhibited ∼2.7- to 3.5-fold higher killing of B16F10 cells mostly via early as well as late apoptotic path in comparison to noncancer NIH3T3 cells through the synergistic action of ROS (generated from H2O2 in the presence of FCDb) and anticancer effect of PTX. Hence, this newly developed FCDb-PTX can act as a potential theranostic agent in the domain of combination therapy of cancer treatment.


Asunto(s)
Nanopartículas , Neoplasias , Profármacos , Animales , Carbono , Línea Celular Tumoral , Peróxido de Hidrógeno , Ratones , Células 3T3 NIH , Nanopartículas/química , Neoplasias/tratamiento farmacológico , Paclitaxel/farmacología , Profármacos/química , Especies Reactivas de Oxígeno
5.
Soft Matter ; 16(1): 27-53, 2020 Jan 07.
Artículo en Inglés | MEDLINE | ID: mdl-31693041

RESUMEN

With the increasing demand for new soft materials having excellent physical and biological characteristics and functionality, the design of hybrid materials offers a simple, yet versatile platform for the development of materials with specific and tunable properties. By definition a "soft-nanocomposite" is the combination of supramolecular self-assemblies with nanomaterials of different origins (inorganic/metallic nanoparticles and carbonaceous allotropes like carbon nanotubes and graphene) through covalent/non-covalent interactions. Dynamic supramolecular self-assemblies can serve as excellent hosts for the incorporation of these dimensionally different nanomaterials. Nanomaterials within the matrix of supramolecular self-assemblies can give rise to new characteristics due to the synergistic contribution of both materials. Although the very initial work intended to use molecular gels as media for the preparation and stabilization of nanoparticles, recent reports have suggested that amalgamation of different supramolecular self-assemblies with nanoparticles is advantageous for both constituents. These newly developed soft-nanocomposites have interesting properties including electrical conductivity, viscoelasticity, thermal robustness, magnetic, phase-selective, redox and near-infrared radiation sensitive properties and so on. This review will focus on some of the most recent advancements in the development of novel soft-nanocomposites. In particular, we intend to correlate various design strategies for synthesis as well as composite preparation from functional molecules with interesting applications in the area of supercapacitors, nanoelectronics, photovoltaic devices, chemical and biosensors, biomedicine and so on. We expect that this article will be a general and conceptual demonstration of various approaches to develop different soft-nanocomposites and will highlight their applications across disciplines.

6.
Soft Matter ; 15(13): 2863-2875, 2019 Apr 07.
Artículo en Inglés | MEDLINE | ID: mdl-30840017

RESUMEN

Despite the continuous surge of interest in supramolecular chemistry, the design and synthesis of building blocks to develop diverse examples of self-assemblies is still challenging. During the past decades, formation of self-assemblies such as micelles, vesicles, and gels with a fibril network using amphiphiles has been investigated at length. Considering the increasing applications of these self-aggregates across the scientific domain, it is crucial to adopt an alternative strategy for the preparation of self-aggregates using a new building block that has been applied in diverse domains. With this aim, surface functionalized carbon dots (CDs) with varying aliphatic/aromatic (cholesteryl, palmitoyl, naphthyl) substitutions linked with spacers such as ethylenediamine, p-phenylenediamine, 2,2'-(ethylenedioxy)bis(ethylamine) were developed. The surface passivated CDs formed self-assemblies in dimethylsulfoxide-water (DMSO-H2O, 2 : 1, v/v). The roles of surface functionalities and spacer units in the formation of self-assemblies using the synthesized CDs were investigated by microscopic and spectroscopic studies. Progressive morphological transition was found from vesicle-to-fiber in DMSO-H2O (2 : 1, v/v) which was dependent on surface passivating substitutions of the CDs from cholesteryl to naphthyl to palmitoyl. Together with the exclusive formation of self-assemblies using amphiphilic CDs, the present study enabled the tuning of self-organization behaviour of the CD by alteration of its surface functionality.

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