Synthesis and characterization of phsensitive thiol. Optimization and development of insulin nanoparticles by. Bodily tissue and structures may be coated with a protective gel layer made from a twopart composition whose first part contains thiolated chitosan and whose second part contains sufficient oxidizing agent or external crosslinking agent so that when the two parts are mixed and coated onto the tissue or structure the mixture will form a protective gel layer in less than 30. Thiolated chitosan nanoparticles tcsnps were prepared using thioglycolic acid and 1ethyl333dimethylaminopropylcarbodimide hydrochloride edc and characterized with ftir. Optimization and development of insulin nanoparticles by new thiolated chitosan derivative with ionic gelation method using a modelbased methodology. Naikawade appasaheb birnale college of pharmacy, south shivaji nagar, sangli 416416, india. Regarding the drug ee, it can be seen from table 1 that the 5% thiolated chitosanmodified plapcltpgs nanoparticles achieved much higher ee than the 5% thiolated chitosanmodified pcl nanoparticles. The aim of this study was to evaluate a nanoparticulate system with mucoadhesion properties composed of a core of polymethyl methacrylate surrounded by a shell of thiolated chitosan chgshpmma for enhancing oral bioavailability of docetaxel dtx, an anticancer drug. Thiolated nanoparticles overcome the mucus barrier and. However, due to high cytotoxicity of ctab, it is necessary to modify the. The thiol group in cysteine can form a disulfide bond with the thiol group in thiolated chitosan by dmso according to a previous procedure. Certainly, thiolated chitosan has emerged as one of the most promising pharmaceutical polymers inamdar and mourya, 20.
Nano express open access thiolated chitosanmodified plapcltpgs nanoparticles for oral chemotherapy of lung cancer liqin jiang, xuemin li, lingrong liu and qiqing zhang abstract oral chemotherapy is a key step towards chemotherapy at home, a dream of. However due to its poor solubility in water or in organic solvents, it has limited applications. Tcs provides much better mucoadhesive properties than cs, which can be explained by the formation of covalent disulfide bonds between the thiol groups and the mucus glycoproteins, which. International journal of biological macromolecules. Herein, we report an efficient multiingredient bioadhesive filmbased delivery system for oral cavity to combat dental problems. Laccaseconjugated thiolated chitosan fe 3 o 4 hybrid composite for biocatalytic degradation of organic dyes. We derivatized low molecular weight chitosan lmwc with 3mercaptopropanoic acid 3mpa by a coupling reaction. Synthesis of thiolated chitosan nanoparticles was as follows. Due to the formation of disulfide bonds with mucus glycoproteins. Applications of thiolated chitosans in drug delivery.
Injectable and in situformable thiolated chitosancoated. Nano express open access thiolated chitosanmodified. To improve water solubility and bioavailability, curcumin cur was encapsulated by liposomes curlip, which was further coated with thiolated chitosan cssh to form liposomal hydrogels csshcurlip gel. We researched the influence of 3mpa on the nanoparticles formation by ionic gelation method. The solubility test showed that the thiolated cs derivative was. Pdf development and evaluation of optimized thiolated. Next, the remaining amines were quantitatively dimethylated with formaldehyde and sodium borohydride and then quaternized. The objectives of this study were to formulate sgn in form of thiolated chitosan tc nanoparticles to enhance the mucoadhesion properties of sgn to the gastrointestinal tract, prolong drug release, decrease side effects, and enhance patient compliance. Pdf synthesis of thiolated chitosan and preparation. The formation of biofilm by streptococcus mutans on the tooth surface is the primary cause of dental caries and periodontal diseases, and fluoride f has shown tremendous potential as a therapeutic moiety against these problems. Fabrication and characterization of thiolated chitosan. To solve this problem, thiolated chitosan tcs, comprising a new generation of mucoadhesive polymers thiolated polymers or thiolmers has been produced. Moreover, the thiolated chitosan offers a promising alternative to be used as nanomedicine for improved transfection efficiency.
Enhanced oral delivery of docetaxel using thiolated. Synthesis of thiolated chitosan and preparation nanoparticles with sodium alginate for ocular drug delivery article pdf available in molecular vision 18. Optimization of thiolated chitosan nanoparticles for the. Microneedle patch is a prominent strategy with minimal invasion and painless application to improve skin penetration of drug molecules. Based on this conjugate, nanoparticles with pdna were generated at ph 4. Characterization of thiolated chitosan nanoparticles. Development and characterization of bioadhesive film. Journal of food and bioprocess engineering, 2, 1, 2019, 2534. The degree of thiolation was determined by reacting the thiol groups with ellmans reagent 5,5dithiobis2nitrobenzoic acid and reading the absorbance at 412 nm. A novel fourstep method is presented to synthesize partially thiolated trimethylated chitosan tmc with a tailorable degree of quaternization and thiolation. Enzymatic degradation of thiolated chitosan request pdf.
Synthesis of a novel mucoadhesive thiolated chitosan with protected thiol groups. The elaboration of thiolated chitosan with derivativatized chitosan as backbone polymer is. Various properties of chitosan are improved by the immobilization of thiol groups. These chitosan derivatives have been designed to improve specific. In our previous research, cationic polymers of thiolated trimethyl chitosan tmcsh were synthesized to condense plasmid dna by electrostatic interaction which was the first step for the construction of gene delivery system. Thiolated chitosan nanoparticles enhance antiinflammatory effects of intranasally. Chitosan is a natural polycationic copolymer consisting of glucosamine and n. It has remarkable properties that have paved the way for the introduction of chitosan in biomedical and pharmaceutical fields. Thiolcontaining chitosan tcs, found to be soluble in water, was synthesized by. Sitagliptin sgn is an antidiabetic drug used for treatment of diabetes mellitus type ii. Development of thiolated chitosan nanoparticles based. In the first step of the reaction, the amino groups of glycol chitosan were reacted with hexanoic anhydride to form hgc. So far, the alkyl thiomers chitosancysteine, chitosanthiobutylamidine, chitosanthioglycolic acid, chitosannacetylcysteine, and chitosanthioethylamidine and the aryl thiomers chitosan6mercaptonicotinic acid and chitosan4mercaptobenzoic acid have been generated. Thiolated chitosan nanoparticles enhance antiinflammatory effects.
Fabrication of gnrs by seedmediated growth method with the aid of cetyltrimethylammonium bromide ctab is a popular approach. Applying two different concentrations of carbodiimide 50 and 100 mm, two chitosan tga. Laccaseconjugated thiolated chitosanfe 3 o 4 hybrid composite for biocatalytic degradation of organic dyes. Thus it can be concluded that thiolated chitosan derivatives seem to be promising new excipients, which should stabilize themselves once applied on the site of drug delivery. Development and evaluation of optimized thiolated chitosan proniosomal gel containing duloxetine for intranasal delivery.
Biodistribution and pharmacokinetics of thiolated chitosan nanoparticles for oral delivery of insulin in vivo. The chemical structure of the cs derivative was confirmed by fourier transform infrared spectroscopy and 1 h. Synthesis of thiolated chitosan and preparation nanoparticles with sodium alginate for ocular drug delivery. Thiolated chitosan nanoparticles enhance antiinflammatory effects of intranasally delivered theophylline article pdf available in respiratory research 71. Mediated by carbodiimide, thioglycolic acid tga and mercaptonicotinic acid mna were covalently attached to chitosan via formation an amide bond. Chitosan cs is a cationic copolymer composed of randomly distributed. Optimization of thiolated chitosan nanoparticles for the enhancement of in vivo hypoglycemic efficacy of sitagliptin in streptozotocininduced diabetic rats. Pdf the polymer properties of chitosan are spectacularly modified with their conversion to sulfhydrylbearing derivatives.
They were then treated intranasally with theophylline alone, chitosan nanoparticles. International license, which allows users to download, copy and build. Due to the immobilization of thiol groups on the chitosan. Thiolated chitosanmodified plapcltpgs nanoparticles for. Pdf synthesis and characterization of new thiolated chitosan. Various shhgcs with different degrees of thiolation were synthesized from glycol chitosan using a twostep reaction procedure under mild conditions fig.
The effect of the mannosemodified thiolated chitosan quaternary ammonium salt nanoparticle is much better than that of the priorart chitosan nanoparticle. Original article controlled release matrix tablet formulation using synthesized nacyl thiolated chitosan derivatives s. Optimized semispherical nanoparticles of thiolated chitosan were. Thiolated chitosan nanoparticles enhance antiinflammatory. Herein, we report microneedle patch mnp as an alternative to the oral route for the systemic delivery of tacrolimus tm, an immunosuppressant drug. The synthesized peptide was terminated with cysteine. Pharmaceutics 2016 12 41294140 abstract it is hypothesized that thiolated chitosan tcs coreshell nanofibers nfs can enhance the drug loading of tenofovir, a model low molecular weight and highly watersoluble drug molecule, and improve its mucoadhesivity and in vivo safety. A thiolated chitosan cs derivative was synthesized by the introduction of thioglycolic acid to cs via amide. Synthesis and characterization of new thiolated chitosan. Controlled release matrix tablet formulation using. The chemical modification of lmwc was characterized by fourier transform infrared spectroscopy ftir and nuclear magnetic resonance, 1 hnmr.
Cytotoxicity of the thiolated chitosanpdna nanoparticles on caco. The mucoadhesive properties of chitosan can be increased by attaching a thiol sh containing side groups to its backbone chains through ionic. Sprotected thiolated chitosan represents a stable and promising tool for the development of various mucoadhesive drug delivery systems. Chemical modification and characterization of thiolated chitosan nanoparticlesinsulin tcnpsins using petmp proposed the structureactivity relationship and sustained release of tcnpsins at in vitro. The resultant thiolated chitosan was dissolved in 60 ml of deionized water at a. The more thiol groups were immobilized on chitosan, the higher was the increase in elastic modulus g. Synthesis of different thiolated chitosan derivatives. This might be contributed to the selfemulsification effect of tpgs segment in the plapcltpgs copolymer 2, 8. Tailorable thiolated trimethyl chitosans for covalently.
Download hires image download to mspowerpoint cite this. Dtxloaded nanoparticles were prepared by emulsion polymerization method using cerium ammonium. Thiolated chitosan is unique because it is the only cationic thiomer providing mucoadhesive property. Thiolated chitosan tcs based microneedle patch was fabricated. The increase was 7, 3 2, and 168 fold m t hiol groups per gra m of polymer, respectively. First, chitosan was partially ncarboxylated with glyoxylic acid and sodium borohydride. Zeroorder controlled release of bmp2derived peptide p24. Lyophilized thiolated chitosan chitosanthioglycolic acid conjugates, fig.
Chitosan is an excellent biodegradable, nontoxic and biocompatible polymer that is extensively used as a drug delivery system. Gold nanorod gnr has great potential in the field of cancer therapy because of its photophysical property in converting nearinfrared nir laser light into heat. The aim of the present study was to evaluate the influence of the chitosan chain length on the drug loading and releasing in vfs vaginal fluid simulant. Abstract chitosan is a natural polycationic copolymer consisting of. Biodistribution and pharmacokinetics of thiolated chitosan. Thiolated chitosan was synthesized by introducing thioglycolic acid tga to chitosan via amide bond formation mediated by a carbodiimide. Tcnps facilitate a prolonged residence time of orally delivered insulin in the ileum region of wister rat by fitc conjugation. Advancement on modification of chitosan biopolymer and its. The objective of this study was to evaluate the biodegradability of thiolated chitosans in comparison to unmodified chitosan. A read is counted each time someone views a publication summary such as the title, abstract, and list of authors, clicks on a figure, or views or downloads the fulltext.
Overall, this novel class of thiolated chitosans containing protected thiol groups, offer the advantage of not being subject to any oxidation at all, which opens the door for numerous additional applications. The hydrogels were thermosensitive with in situ injectable performance, which were fluidic at room temperature and gelled quickly at 37 c. Synthesis and characterization of thiolated hexanoyl. Primary sites for chitosan thiolation are depicted in fig. Zhu x1, su m, tang s, wang l, liang x, meng f, hong y, xu z.
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