Synthesis and characterization of a β-CD-alginate conjugate

Gómez, Cesar Gerardo; Chambat, G.; Heyraud, A.; Villar, Marcelo A.; Auzély‐Velty, Rachel

doi:10.1016/j.polymer.2006.10.011

Cited by 46 publications

(25 citation statements)

References 25 publications

(15 reference statements)

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“…Amphiphilic alginate derivative (AAD) was synthesized by the amidation through alginate coupling with octylamine in the presence of EDCÁHCl [23,[33][34][35]. The amidation reaction was carried out through the following steps.…”

Section: Synthesis and Characterization Of Aadmentioning

confidence: 99%

Synthesis of amphiphilic alginate derivatives and electrospinning blend nanofibers: a novel hydrophobic drug carrier

et al. 2015

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As a kind of novel hydrophobic drug carrier materials, the drug-loaded nanofibers were successfully fabricated using amphiphilic alginate derivative (AAD) and poly (vinyl alcohol) (PVA) by electrospinning method. The AAD was synthesized by amide linkage attachment of octylamine onto the carboxylic group of alginate, which was characterized by the means of elemental analysis, FT-IR spectrometer, 1 H NMR spectrometer and fluorescence measurement. Experimental results showed the amidation of alginate was successful, in which the degree of modification was 0.27 and the critical aggregation concentration in 0.15 mol/L aqueous NaCl solution was 0.43 mg/mL. The octyl groups of AAD could effectively make alginate chains flexible and enhance chain entanglements through the hydrophobic interactions between octyl groups. In contrast to sodium alginate (SA)/ PVA blend solutions, AAD/PVA blend solutions showed more excellent electrospinnability. Additionally, the different volume ratios of SA or AAD to PVA played an important role in the formation and morphology of the electrospun blend nanofibers. Although the amidation of alginate could not fundamentally alter the spinnability of alginate, the content of alginate in the blend nanofibers was appropriately increased. The new generated drug-loaded AAD/PVA (20/80) blend nanofibers exhibited relatively continuous and uniform nanofibers with the average diameter of 191.72 nm. Compared to the drug-loaded SA/PVA (20/80) blend nanofibers, the drug-loaded AAD/PVA (20/80) blend nanofibers presented a sustained release performance with the slow release of about 76 % k-cyhalothrin during the initial period of 10 h.

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Section: Synthesis and Characterization Of Aadmentioning

confidence: 99%

Synthesis of amphiphilic alginate derivatives and electrospinning blend nanofibers: a novel hydrophobic drug carrier

et al. 2015

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“…The pH and ionic strength sensitivity attributes of hydrogel can be utilised to control drug release. a-cyclodextrin-alginate conjugate, b-cyclodextrin-alginate conjugate [135,136] Cyclodextrin is a cyclic oligosaccharide made up of glucopyranose units bonded together via a (1→4) glycoside bonds. The cavity of cyclodextrin with an internal diameter between 6 and 10 Å is relatively hydrophobic.…”

Section: Graft Copolymer Physicochemical and Drug Release Propertiesmentioning

confidence: 99%

“…Hazardous process -methanol, pyridine, acetone, p-toluenesulfonyl chloride, cyanogen bromide, carbodiimide, sodium periodate, chloroform, azobisisobutyronitrile, hexane and sodium cyanoborohydride are some chemicals employed in the graft copolymerization processes as free radical initiator, solvent, linker or washing agent. [9,14,135,136,138,139,142,[145][146][147]149,150] The residual content of these substances poses an additional threat in medication safety. The patient safety issue is aggravated by drugs consumed on a long-term basis.…”

Section: Alginate Graft Copolymer Versus Alginate-co-excipient Physicmentioning

confidence: 99%

Alginate graft copolymers and alginate–co-excipient physical mixture in oral drug delivery

Wong

2011

Journal of Pharmacy and Pharmacology

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Objectives Use of alginate graft copolymers in oral drug delivery reduces dosage form manufacture complexity with reference to mixing or coating processes. It is deemed to give constant or approximately steady weight ratio of alginate to covalently attached co-excipient in copolymers, thereby leading to controllable matrix processing and drug release. This review describes various grafting approaches and their outcome on oral drug release behaviour of alginate graft copolymeric matrices. It examines drug release modulation mechanism of alginate graft copolymers against that of co-excipients in non-grafted formulations. Key findings Drug release from alginate matrices can be modulated through using either co-excipients or graft copolymers via changing their swelling, erosion, hydrophobicity/ hydrophilicity, porosity and/or drug adsorption capacity. However, it is not known if the drug delivery performance of formulations prepared using alginate graft copolymers is superior to those incorporating graft-equivalent co-excipient physically in a dosage form without grafting but at the corresponding graft weight, owing to limited studies being available. Conclusions The value of alginate graft copolymers as the potential alternative to alginate-co-excipient physical mixture in oral drug delivery cannot be entirely defined by past and present research. Such an issue is complicated by the lack of green chemistry graft copolymer synthesis approach, high grafting process cost, complications and hazards, and the formed graft copolymers having unknown toxicity. Future research will need to address these matters to achieve a widespread commercialization and industrial application of alginate graft copolymers in oral drug delivery

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“…This approach uses a water soluble carbodiimide, EDC, which allows the formation of amide linkages by the nucleophilic attack of primary amines of PEG onto an O-acylisourea as an activated form of the carboxylic group. The co-reagent NHS, developed for peptide synthesis, is expected to limit rearrangement to the stable N-acylurea by the formation of an active ester intermediate which is more stable than the O-acylisourea (Gomez, Chambat, Heyraud, Villar, & Auzély-Velty, 2006;Yang, Goto, Ise, Cho, & Akaike, 2002;Yoshioka, Tsuru, Hayakawa, & Osaka, 2003).…”

Section: Synthesis Of Ckgm-g-mpegmentioning

confidence: 99%

Preparation and characterization of a poly(ethylene glycol) grafted carboxymethyl konjac glucomannan copolymer

Xia

Meng

et al. 2010

Carbohydrate Polymers

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Synthesis and characterization of a β-CD-alginate conjugate

Cited by 46 publications

References 25 publications

Synthesis of amphiphilic alginate derivatives and electrospinning blend nanofibers: a novel hydrophobic drug carrier

Synthesis of amphiphilic alginate derivatives and electrospinning blend nanofibers: a novel hydrophobic drug carrier

Alginate graft copolymers and alginate–co-excipient physical mixture in oral drug delivery

Preparation and characterization of a poly(ethylene glycol) grafted carboxymethyl konjac glucomannan copolymer

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