Cyclodextrin nanoassemblies: a promising tool for drug delivery

Bonnet, Véronique; Gervaise, Cédric; Djedaïni‐Pilard, Florence; Furlan, Aurélien L.; Sarazin, Catherine

doi:10.1016/j.drudis.2015.05.008

Cited by 98 publications

(60 citation statements)

References 67 publications

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“…For practical reasons, we have chosen cyclomaltoheptaose (βCD) as the basic core to test the gemini‐type preorganization strategy for molecular vector elaboration; nevertheless, the synthetic methods are general and can be easily extended to other native CD representatives. Approaches allowing the installation of polycationic clusters at either the primary or the secondary rim of the CD core have been previously reported . The first arrangement, involving selective functionalization of the sterically more accessible primary hydroxyl groups, bears advantages in terms of simplicity and has been preferred in this work.…”

Section: Resultsmentioning

confidence: 99%

Plasmid‐Templated Control of DNA–Cyclodextrin Nanoparticle Morphology through Molecular Vector Design for Effective Gene Delivery

Gallego‐Yerga

Benito

Blanco‐Fernández

et al. 2018

Chemistry A European J

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Engineering self-assembled superstructures through complexation of plasmid DNA (pDNA) and single-isomer nanometric size macromolecules (molecular nanoparticles) is a promising strategy for gene delivery. Notably, the functionality and overall architecture of the vector can be precisely molded at the atomic level by chemical tailoring, thereby enabling unprecedented opportunities for structure/self-assembling/pDNA delivery relationship studies. Beyond this notion, by judiciously preorganizing the functional elements in cyclodextrin (CD)-based molecular nanoparticles through covalent dimerization, here we demonstrate that the morphology of the resulting nanocomplexes (CDplexes) can be tuned, from spherical to ellipsoidal, rod-type, or worm-like nanoparticles, which makes it possible to gain understanding of their shape-dependent transfection properties. The experimental findings are in agreement with a shift from chelate to cross-linking interactions on going from primary-face- to secondary-face-linked CD dimers, the pDNA partner acting as an active payload and as a template. Most interestingly, the transfection efficiency in different cells was shown to be differently impacted by modifications of the CDplex morphology, which has led to the identification of an optimal prototype for tissue-selective DNA delivery to the spleen in vivo.

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Section: Resultsmentioning

confidence: 99%

Plasmid‐Templated Control of DNA–Cyclodextrin Nanoparticle Morphology through Molecular Vector Design for Effective Gene Delivery

Gallego‐Yerga

Benito

Blanco‐Fernández

et al. 2018

Chemistry A European J

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“…Extensive studies signified that amphiphilicity is important for self‐assembling characteristics and are imparted by the chemical modification of CDs (Bonnet, Gervaise, Djedaïni‐Pilard, Furlan, & Sarazin, ). Particulate drug delivery systems made of CD molecules frequently has a particle size of 1 nm and self‐assembled CD aggregates have diameter of about 100 nm.…”

Section: In Drug Delivery Systemsmentioning

confidence: 99%

Cyclodextrin complexes: Perspective from drug delivery and formulation

Jacob

Nair

2018

Drug Development Research

174

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Cyclodextrins (CDs) have been widely investigated as a unique pharmaceutical excipient for past few decades and is still explored for new applications. They are highly versatile oligosaccharides which possess multifunctional characteristics, and are mainly used to improve the physicochemical stability, solubility, dissolution rate, and bioavailability of drugs. Stability constant, factors affecting complexation, techniques to enhance complexation efficiency, the preparation methods for molecular inclusion complexes and release of guest molecules are discussed in brief. In addition, different CD derivatives and their pharmacokinetics are elaborated. Further, the significance of CD complex in aqueous solubility, dissolution and bioavailability, stability, and taste masking is explained. The recent advancement of CDs in developing various drug delivery systems is enlightened. Indeed, the potential of CDs by means of inclusion complex formation have widen the applicability of these materials in various drug delivery systems including ocular, osmotic, mucoadhesive, transdermal, nasal, and targeted delivery systems. Feasibility studies have been performed on the benefit of these cyclic oligomers as nanocarriers, a strategy that can modify the drugs with improved physicochemical properties. Studies also demonstrated the feasibility of CDs to self-assemble in the form of stable nanoaggregates, which may extend the scope of CDs in drug delivery to the continually expanding list of new drug entities.

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“…Drug delivery systems (DDSs) are of crucial importance for the development of nanomedicine because such materials may offer control over the release profile of a drug . Among all the possible vectors for delivery of therapeutics, β‐cyclodextrin (βCD) is one of the most promising molecules applied to the novel DDSs because of its high biocompatibility, accessibility from natural sources, and water solubility . βCD is comprised of seven repeating D‐glucose units, coupled by the α‐1,4‐glycosidic bonds.…”

Section: Introductionmentioning

confidence: 99%

“…An inclusion of the hydrophobic molecules into βCD interior is the main factor that influences the application of βCD as a delivery vector of therapeutics. To date, a number of anticancer drugs, including doxorubicin and paclitaxel, have been complexed in the βCD interior . As the result of promising properties of FA and βCD, the drug/gene delivery nanoplatforms consisting of the above‐mentioned structural elements and dedicated to targeted therapies at molecular levels are being intensively studied.…”

Section: Introductionmentioning

confidence: 99%

New Insight into the Synthesis and Biological Activity of the Polymeric Materials Consisting of Folic Acid and β‐Cyclodextrin

Kasprzak

Grudziński

Bamburowicz-Klimkowska

et al. 2017

Macromolecular Bioscience

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This work presents a very new look at folate targeting and is focused on synthesizing and assessing the biological activity of folic acid-targeted drug delivery materials based on β-cyclodextrin. Both folic acid and β-cyclodextrin have been covalently conjugated to branched polyethylenimine as the polymeric vector. Host-guest inclusion of folic acid into a β-cyclodextrin cavity, demonstrated by means of the spectroscopic methods (2-D NMR, IR, UV-Vis), is found to be of crucial importance for biological activity of nanotherapeutics. This paper describes the very first example of the versatile synthetic approach to create the polymeric biosystems, where folic acid activity is not limited by the inclusion phenomenon. Cytotoxicity of the obtained polymeric materials against Lewis lung carcinoma cells is determined by neutral red uptake assay. Folate receptor-binding studies reveal that the developed synthetic approach enables full exploitation of the potential of folic acid as a targeting ligand.

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Cyclodextrin nanoassemblies: a promising tool for drug delivery

Cited by 98 publications

References 67 publications

Plasmid‐Templated Control of DNA–Cyclodextrin Nanoparticle Morphology through Molecular Vector Design for Effective Gene Delivery

Plasmid‐Templated Control of DNA–Cyclodextrin Nanoparticle Morphology through Molecular Vector Design for Effective Gene Delivery

Cyclodextrin complexes: Perspective from drug delivery and formulation

New Insight into the Synthesis and Biological Activity of the Polymeric Materials Consisting of Folic Acid and β‐Cyclodextrin

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