Photo-curable, double-crosslinked, in situ-forming hydrogels based on oxidized hydroxypropyl cellulose

Chen, Junyi; Edgar, Kevin J.; Frazier, Charles E.

doi:10.1007/s10570-021-03788-9

Cited by 18 publications

(3 citation statements)

References 44 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The products of this process are very hetero geneous in terms of the degree of deacetylation, molecular weight, and other chemical parameters determining the dif ferences in their physical properties (viscosity, solubility), which, in turn, determine the possibilities of using chitosan and its biological effects (Orzali et al, 2017). In medicine, it is successfully used for tissue regeneration due to its ability to form elastic biofilms on the wound surface; it has also found application in the creation of anticoagulant and antisclerotic drugs (Skryabin et al, 2002;Chen et al, 2021). Among other applications there are cosmetics, food processing, wastewater treatment, environmental protection (Morin-Crini et al, 2019).…”

Section: Chitosanmentioning

confidence: 99%

Chitosan and its derivatives as promising plant protection tools

Shcherban

2023

Vestn. VOGiS

View full text Add to dashboard Cite

In modern conditions, the increase in the yield of agricultural crops is provided not by expanding the areas of their cultivation, but mainly by introducing advanced technologies. The most effective strategy for this purpose is the development of genetically resistant and productive cultivars in combination with the use of a variety of plant protection products (PPPs). However, traditional, chemical PPPs, despite their effectiveness, have significant drawbacks, namely, pollution of environment, ecological damage, toxicity to humans. Recently, biological PPPs based on natural compounds have attracted more attention, since they do not have these disadvantages, but at the same time they can be no less effective. One of such agents is chitosan, a deacetylation product of chitin, one of the most common polysaccharides in nature. The high biological activity, biocompatibility, and safety of chitosan determine the breadth and effectiveness of its use in medicine, industry, and agrobiology. The review considers various mechanisms of action of chitosan as a biopesticide, including both a direct inhibitory effect on pathogens and the induction of plant internal defense systems as a result of chitosan binding to cell surface receptors. The effect of chitosan on the formation of resistance to the main classes of pathogens: fungi, bacteria, and viruses has been shown on a variety of plant objects. The review also discusses various ways of using chitosan: for the treatment of seeds, leaves, fruits, soil, as well as its specific biological effects corresponding to these ways. A separate chapter is devoted to protection products based on chitosan, obtained by its chemical modifications, or by means of combining of a certain molecular forms of chitosan with various substances that enhance its antipathogenic effect. The data presented in the review generally give an idea of chitosan and its derivatives as very effective and promising plant protection products and biostimulants.

show abstract

Section: Chitosanmentioning

confidence: 99%

Chitosan and its derivatives as promising plant protection tools

Shcherban

2023

Vestn. VOGiS

View full text Add to dashboard Cite

show abstract

“…In recent years, several in-depth studies have been reported on the role of polysaccharidespecific oxidizing agents in general and of cellulose [32,33] in particular, due to the proliferation of natural polymer-based hydrogels, in which cellulose oxidation products play the key role. The stable TEMPO radical and its derivatives, N-hydroxyphtahlimide (NHPI) and the nonpersistent phthalimide-N-oxy radical (PINO) [34,35], as well as NaIO 4, have been extensively used for the selective oxidation of polysaccharides.…”

Section: Mechanism Of Reactionmentioning

confidence: 99%

Chemistry of Hydroxypropyl Cellulose Oxidized by Two Selective Oxidants

Baron,

Biliuta,

Macsim

et al. 2023

Polymers

View full text Add to dashboard Cite

Along with the increased usage of cellulose in the manufacture of novel materials, those of its derivatives that have good solubility in water or organic solvents have become increasingly important. In this study, hydroxypropyl cellulose (HPC), a cellulosic derivative with distinct features, was utilized to investigate how two of the most-selective oxidation methods currently available in the literature act on the constituent OH groups of both the side chain and the anhydroglycosidic unit in HPC. The oxidation reactions were carried out first using TEMPO, sodium hypochlorite, and sodium bromide, then sodium periodate (NaIO4), for 5 h. A combination of these two protocols was applied. The amount of aldehyde and number of carboxylic groups introduced after oxidation was determined, while the changes in the morphological features of oxidized HPC were, additionally, assessed. Furthermore, utilizing Fourier-transform infrared spectra, X-ray diffraction, and thermogravimetric studies, the chemical structure, crystallinity, and thermal stability of the oxidized HPC samples were examined and compared.

show abstract

“…Both of these polysaccharides are good substrates for designing functional polysaccharide conjugates, and they each have solubility not only in water, but in certain organic solvents, permitting easier chemical modification. We hypothesized that both dextran and HPC could be readily methacrylated in organic solution [31], and that those methacrylates would be excellent acceptors for the conjugate addition of thiols, via click-like thiol-Michael addition. We further hypothesized that these efficient thiol-Michael additions would be effective methods for imparting useful new functionality to polysaccharides.…”

Section: Introductionmentioning

confidence: 99%

A Versatile Method for Preparing Polysaccharide Conjugates via Thiol-Michael Addition

Chen

Edgar

2021

Polymers

Self Cite

View full text Add to dashboard Cite

Polysaccharide conjugates are important renewable materials. If properly designed, they may for example be able to carry drugs, be proactive (e.g., with amino acid substituents) and can carry a charge. These aspects can be particularly useful for biomedical applications. Herein, we report a simple approach to preparing polysaccharide conjugates. Thiol-Michael additions can be mild, modular, and efficient, making them useful tools for post-modification and the tailoring of polysaccharide architecture. In this study, hydroxypropyl cellulose (HPC) and dextran (Dex) were modified by methacrylation. The resulting polysaccharide, bearing α,β-unsaturated esters with tunable DS (methacrylate), was reacted with various thiols, including 2-thioethylamine, cysteine, and thiol functional quaternary ammonium salt through thiol-Michael addition, affording functionalized conjugates. This click-like synthetic approach provided several advantages including a fast reaction rate, high conversion, and the use of water as a solvent. Among these polysaccharide conjugates, the ones bearing quaternary ammonium salts exhibited competitive antimicrobial performance, as supported by a minimum inhibitory concentration (MIC) study and tracked by SEM characterization. Overall, this methodology provides a versatile route to polysaccharide conjugates with diverse functionalities, enabling applications such as antimicrobial activity, gene or drug delivery, and biomimicry.

show abstract

Photo-curable, double-crosslinked, in situ-forming hydrogels based on oxidized hydroxypropyl cellulose

Cited by 18 publications

References 44 publications

Chitosan and its derivatives as promising plant protection tools

Chitosan and its derivatives as promising plant protection tools

Chemistry of Hydroxypropyl Cellulose Oxidized by Two Selective Oxidants

A Versatile Method for Preparing Polysaccharide Conjugates via Thiol-Michael Addition

Contact Info

Product

Resources

About