2,6-Dinitroaniline and β-cyclodextrin inclusion complex properties studied by different analytical methods

Srinivasan, K.; Sivakumar, K.; Stalin, T.

doi:10.1016/j.carbpol.2014.07.062

Cited by 34 publications

(17 citation statements)

References 23 publications

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“…This dual pH-sensitive nanoparticle has shown enhanced cytotoxicity in drug resistant cancer stem cells, indicating its great potential for cancer therapy. Generally, cyclodextrin, 28 cucurbituril 29 and calixarene 30 are adopted as receptor molecules (host) and small molecules, 28,29 polymer chains, 31 and cationic or anionic guests 32 as ligand container molecules (guest) because of their insignificant toxicity and bioavailability. The amides would be hydrolyzed once the nanoparticles reach the mildly acidic tumor extracellular environment ( pH ≈ 6.5) and the micelles would switch to positive charge again and be quickly internalized by tumor cells.…”

Section: Introductionmentioning

confidence: 99%

Dual acid-responsive supramolecular nanoparticles as new anticancer drug delivery systems

et al. 2016

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Considering the specific pH gradients of tumour microenvironments, a dual acid-responsive drug delivery system, which can respond to the tumor extracellular and intercellular pH stimuli, has been fabricated via simple host-guest recognition. Firstly, we synthesise 2,4,6-trimethoxybenzaldehyde modified dextran (Dex-TMBA) and mPEG-imine-β-cyclodextrin (PIC), respectively. And then, through the host-guest recognition between the cyclodextrin (CD) of PIC and the benzene ring of Dex-TMBA, a kind of dual acid-responsive supramolecular drug delivery system can be fabricated. Under neutral pH conditions, anticancer drugs can be loaded by forming supramolecular nanoparticles via the host-guest recognition. While, at tumor extracellular pH (∼6.8), the acid-labile benzoic-imine of PIC cleaves and the nanoparticles are amino positively charged to facilitate cell internalization. Subsequently, due to the hydrolysis of acetal bonds in Dex-TMBA under significantly increased acidity in subcellular compartments such as the endosomes (∼5.3), the loaded doxorubicin releases from the endocytosed drug delivery. This dual acid-responsive nanoparticles can efficiently load and release drugs, acting as drug delivery systems for enhancing anticancer efficiency.

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Section: Introductionmentioning

confidence: 99%

Dual acid-responsive supramolecular nanoparticles as new anticancer drug delivery systems

et al. 2016

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“…The molecular arrangement of these compounds into a truncated cone gives rise to a hydrophobic internal cavity and a hydrophilic outer surface [20,21,22,23,24], which enables the use of this molecule for the formation of inclusion complexes with drugs. As such, the CDs have become the target of numerous studies concerning drug delivery systems [25,26,27,28,29,30,31,32]. For example, Silva et al described a study on the design of novel sensing and biosensing systems based on host-guest complexes [33] via the development of supramolecular structures combining Prussian blue nanoparticles, β-CDs, and layer-by-layer method.…”

Section: Introductionmentioning

confidence: 99%

New Hybrid Nanomaterial Based on Self-Assembly of Cyclodextrins and Cobalt Prussian Blue Analogue Nanocubes

Carvalho

Silva

Macedo

et al. 2015

IJMS

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Supramolecular self-assembly has been demonstrated to be a useful approach to developing new functional nanomaterials. In this work, we used a cobalt Prussian blue analogue (PBA, Co3[Co(CN)6]2) compound and a β-cyclodextrin (CD) macrocycle to develop a novel host-guest PBA-CD nanomaterial. The preparation of the functional magnetic material involved the self-assembly of CD molecules onto a PBA surface by a co-precipitation method. According to transmission electronic microscopy results, PBA-CD exhibited a polydisperse structure composed of 3D nanocubes with a mean edge length of 85 nm, which became shorter after CD incorporation. The supramolecular arrangement and structural, crystalline and thermal properties of the hybrid material were studied in detail by vibrational and electronic spectroscopies and X-ray diffraction. The cyclic voltammogram of the hybrid material in a 0.1 mol·L−1 NaCl supporting electrolyte exhibited a quasi-reversible redox process, attributed to Co2+/Co3+ conversion, with an E1/2 value of 0.46 V (vs. SCE), with higher reversibility observed for the system in the presence of CD. The standard rate constants for PBA and PBA-CD were determined to be 0.07 and 0.13 s−1, respectively, which suggests that the interaction between the nanocubes and CD at the supramolecular level improves electron transfer. We expect that the properties observed for the hybrid material make it a potential candidate for (bio)sensing designs with a desirable capability for drug delivery.

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“…FT-IR is a useful technique employed to confirm the successful formation of inclusion complexes [46]. in the spectrum are attributed to the C H out of plane bending vibrations, and the peak at 3033 cm −1 is ascribed to the aromatic ring C H stretching vibration.…”

Section: Ft-ir Of Cdbamentioning

confidence: 99%

β-Cyclodextrin inclusion complex as the immobilization matrix for laccase in the fabrication of a biosensor for dopamine determination

Hua

Qin

Bai

et al. 2015

Sensors and Actuators B: Chemical

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2,6-Dinitroaniline and β-cyclodextrin inclusion complex properties studied by different analytical methods

Cited by 34 publications

References 23 publications

Dual acid-responsive supramolecular nanoparticles as new anticancer drug delivery systems

Dual acid-responsive supramolecular nanoparticles as new anticancer drug delivery systems

New Hybrid Nanomaterial Based on Self-Assembly of Cyclodextrins and Cobalt Prussian Blue Analogue Nanocubes

β-Cyclodextrin inclusion complex as the immobilization matrix for laccase in the fabrication of a biosensor for dopamine determination

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