Highly versatile nanohydrogel platform based on riboflavin-polysaccharide derivatives useful in the development of intrinsically fluorescent and cytocompatible drug carriers

Meo, Chiara Di; Montanari, Elita; Manzi, Lucio; Villani, Claudio; Coviello, Tommasina; Matricardi, Pietro

doi:10.1016/j.carbpol.2014.08.107

Cited by 26 publications

(13 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The diameters observed with TEM were smaller than those determined by Nanosight. This is in agreement with previous studies and can be attributed to the different states of samples during analysis [ 21 , 28 , 40 , 41 , 42 ]—dry and shrunken for TEM and suspended and swollen in water for Nanosight—as the high hydrophilicity of the polysaccharide increases the hydrodynamic diameter of the nanogels. TEM pictures reveal that particle size is less monodispersed when the MC length is increased.…”

Section: Resultssupporting

confidence: 92%

Effect of Methylcellulose Molecular Weight on the Properties of Self-Assembling MC-g-PNtBAm Nanogels

Jamard

Sheardown

2018

Bioengineering

View full text Add to dashboard Cite

The efficiency of drug delivery to the eye using topical drop therapy is limited by the ocular clearance mechanisms. Nanocarriers, able to encapsulate bioactive compounds and slow down their release, may allow for prolonged on-eye residence times when combined with topical application for treatment of ocular conditions. Previously, self-assemblies of methylcellulose (MC) hydrophobized with N-tert-butylacrylamide side chains (MC-g-PNtBAm) were developed. The purpose of the current study was to investigate the impact of the methylcellulose backbone length on the properties of the nanogels. We synthesized MC-g-PNtBAm nanogels using four different molecular weights of MC with two degrees of hydrophobic modification and investigated the physical and chemical properties of the resulting polymeric nanogels. While no significant change could be observed at a high degree of hydrophobization, properties were affected at a lower one. Increasing the molecular weight of MC improved the swelling capacity of the nanogels, increasing their size in water. An effect on the drug release was also noted. Nanogels prepared using MC with a molecular weight of 30 kDa did not retain as much dexamethasone and released it faster compared to those prepared using 230 kDa MC. Thus, besides the degree of hydrophobization, the length of MC chains provides another means of tuning the properties of MC-g-PNtBAm nanogels.

show abstract

Section: Resultssupporting

confidence: 92%

Effect of Methylcellulose Molecular Weight on the Properties of Self-Assembling MC-g-PNtBAm Nanogels

Jamard

Sheardown

2018

Bioengineering

View full text Add to dashboard Cite

show abstract

“…The synthesis of HA-Rfv was carried out according to the procedure described by Di Meo et al [20] 2’3’4’5’-tetrabutyryl-3-(6-bromohexyl) riboflavin (Rfv-Br) was first obtained from 2’3’4’5’-tetrabutyl-riboflavin and 1,6-dibromohexane in dry N,N-dimethylformamide; then, in a typical reaction, the derivatization of HA-TBA with Rfv-Br was achieved by dissolving 300 mg of the polymer in 30 mL of NMP, followed by the addition of 119 mg of Rfv-Br previously solubilized in 3 mL of NMP to obtain a theoretical derivatization degree of 30% mol Rfv /mol HA (mol of Rfv per mol of HA repeating units). The reaction was left under vigorous magnetic stirring for 48 h at room temperature in the dark; the mixture was then diluted with distilled water, transferred into a dialysis tube (cut-off 12,000–14,000) and dialyzed until water conductibity was about 1.5 μS.…”

Section: Methodsmentioning

confidence: 99%

“…Recently, a new type of amphiphilic HA derivative for NHs formation has been developed, using a riboflavin tetra-ester as hydrophobic moiety [20]. The obtained hyaluronate-riboflavin derivative (HA-Rfv) NHs show an improved stability with respect to HA-cholesterol based nanocarriers, along with an enhanced drug loading capacity; in particular, an excellent behavior is shown in loading hydrophobic molecules, thus leading to their enhanced apparent water-solubility and allowing to obtain aqueous formulations of insoluble drugs [20,21]. For this purpose, piroxicam is selected as model hydrophobic drug.…”

Section: Introductionmentioning

confidence: 99%

Long-Circulating Hyaluronan-Based Nanohydrogels as Carriers of Hydrophobic Drugs

et al. 2018

Self Cite

View full text Add to dashboard Cite

Nanohydrogels based on natural polymers, such as polysaccharides, are gaining interest as vehicles for therapeutic agents, as they can modify the pharmacokinetics and pharmacodynamics of the carried drugs. In this work, hyaluronan-riboflavin nanohydrogels were tested in vivo in healthy rats highlighting their lack of toxicity, even at high doses, and their different biodistribution with respect to that of native hyaluronan. They were also exploited as carriers of a hydrophobic model drug, the anti-inflammatory piroxicam, that was physically embedded within the nanohydrogels by an autoclave treatment. The nanoformulation was tested by intravenous administration showing an improvement of the pharmacokinetic parameters of the molecule. The obtained results indicate that hyaluronan-based self-assembled nanohydrogels are suitable systems for low-soluble drug administration, by increasing the dose as well as the circulation time of poorly available therapeutic agents.

show abstract

“…Chemical modifications of HA have been extensively reviewed [ 69 , 70 ] and target three functional groups: the carboxylic acid group, the primary and secondary hydroxyl groups, and the N -acetyl group (following deamidation). In the last decades, several kinds of HA-based nano-carriers have been developed, including self-assembling nanohydrogels (NHs) [ 71 , 72 , 73 ], covalently [ 74 , 75 ] or physically cross-linked nanoparticles, HA-coated liposomes [ 76 , 77 ] or inorganic nanoparticles [ 78 , 79 ] and bio-conjugates [ 80 , 81 ], and employed for a wide range of applications [ 82 , 83 ]. A number of stimuli-responsive HA nano-carriers have been also developed for the targeted and responsive delivery of therapeutics [ 84 , 85 ].…”

Section: Ha-based Nano-carriers In Drug Deliverymentioning

confidence: 99%

“…HA nanoparticles made up of hydrophobic associations are usually obtained through the partial hydrophobisation of HA; both hydrophobic molecules and/or hydrophobic long chains can be grafted to HA, to obtain self-assembled nano-structures with internal hydrophobic domains, in aqueous environment. Specifically, 5β-cholanic acid [ 73 ], cholesterol [ 71 ], 2′3′4′5′-tetrabutyrilriboflavin [ 72 ], PLGA [ 87 ] and PEG-PCL [ 88 ] have been successfully linked to HA, allowing the formation of HA nanoparticles, usually named nanohydrogels (NHs). Self-assembling HA NHs can be used to deliver a wide range of therapeutic molecules or polypeptides [ 71 , 89 ].…”

Section: Ha-based Nano-carriers In Drug Deliverymentioning

confidence: 99%

Pursuing Intracellular Pathogens with Hyaluronan. From a ‘Pro-Infection’ Polymer to a Biomaterial for ‘Trojan Horse’ Systems

et al. 2018

Self Cite

View full text Add to dashboard Cite

Hyaluronan (HA) is among the most important bioactive polymers in mammals, playing a key role in a number of biological functions. In the last decades, it has been increasingly studied as a biomaterial for drug delivery systems, thanks to its physico-chemical features and ability to target and enter certain cells. The most important receptor of HA is ‘Cluster of Differentiation 44’ (CD44), a cell surface glycoprotein over-expressed by a number of cancers and heavily involved in HA endocytosis. Moreover, CD44 is highly expressed by keratinocytes, activated macrophages and fibroblasts, all of which can act as ‘reservoirs’ for intracellular pathogens. Interestingly, both CD44 and HA appear to play a key role for the invasion and persistence of such microorganisms within the cells. As such, HA is increasingly recognised as a potential target for nano-carriers development, to pursuit and target intracellular pathogens, acting as a ‘Trojan Horse’. This review describes the biological relationship between HA, CD44 and the entry and survival of a number of pathogens within the cells and the subsequent development of HA-based nano-carriers for enhancing the intracellular activity of antimicrobials.

show abstract

Highly versatile nanohydrogel platform based on riboflavin-polysaccharide derivatives useful in the development of intrinsically fluorescent and cytocompatible drug carriers

Cited by 26 publications

References 20 publications

Effect of Methylcellulose Molecular Weight on the Properties of Self-Assembling MC-g-PNtBAm Nanogels

Effect of Methylcellulose Molecular Weight on the Properties of Self-Assembling MC-g-PNtBAm Nanogels

Long-Circulating Hyaluronan-Based Nanohydrogels as Carriers of Hydrophobic Drugs

Pursuing Intracellular Pathogens with Hyaluronan. From a ‘Pro-Infection’ Polymer to a Biomaterial for ‘Trojan Horse’ Systems

Contact Info

Product

Resources

About