Synthesis of chitosan derivatives with organoselenium and organosulfur compounds: Characterization, antimicrobial properties and application as biomaterials

Gularte, Matheus S.; Anghinoni, João M.; Abenante, Laura; Voss, Guilherme T.; Oliveira, Renata L. de; Vaucher, Rodrigo de Almeida; Luchese, Cristiane; Wilhelm, Ethel A.; Lenardão, Eder J.; Fajardo, André R.

doi:10.1016/j.carbpol.2019.05.040

Cited by 32 publications

(9 citation statements)

References 68 publications

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“…This infers that the retained amide peaks were suggesting a successful formation of amide linkage in A-cRGD. Notably, the characteristic C–S stretching peak thatis typically observed between 800 and 600 cm –1 in albumin became intense in A-cRGD due to the C–S conjugation of a maleimide group of MBS with the freely available sulfhydryl group of the Cys residue of cRGD (Figure F) . The A-cRGD conjugate was also identified through MALDI-TOF MS, which exhibited the enhancement in the molecular weight of A-cRGD as compared to the plain albumin.…”

Section: Resultsmentioning

confidence: 92%

Cyclo-RGD Truncated Polymeric Nanoconstruct with Dendrimeric Templates for Targeted HDAC4 Gene Silencing in a Diabetic Nephropathy Mouse Model

et al. 2020

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Diabetic nephropathy (DN), a chronic progressive kidney disease, is a significant complication of diabetes mellitus. Dysregulation of the histone deacetylases (HDACs) gene has been implicated in the pathogenesis of DN. Hence, the HDAC-inhibitors have emerged as a critical class of therapeutic agents in DN; however, the currently available HDAC4-inhibitors are mostly nonselective in nature as well as inhibit multiple HDACs. RNA interference of HDAC4 (HDAC4 siRNA) has shown immense promise, but the clinical translation has been impeded due to lack of a targeted, specific, and in vivo applicable delivery modality. In the present investigation, we examined Cyclo(RGDfC) (cRGD) truncated polymeric nanoplex with dendrimeric templates for targeted HDAC4 Gene Silencing. The developed nanoplex exhibited enhanced encapsulation of siRNA and offered superior protection against serum RNase nucleases degradation. The nanoplex was tested on podocytes (in vitro), wherein it showed selective binding to the αvβ3 integrin receptor, active cellular uptake, and significant in vitro gene silencing. The in vivo experiments showed remarkable suppression of the HDAC4 and inhibition in the progression of renal fibrosis in the Streptozotocin (STZ) induced DN C57BL/6 mice model. Histopathological and toxicological studies revealed nonsignificant abnormality/toxicity with the nanoplex. Conclusively, nanoplex was found as a promising tactic for targeted therapy of podocytes and could be extended for other kidney-related ailments.

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Section: Resultsmentioning

confidence: 92%

Cyclo-RGD Truncated Polymeric Nanoconstruct with Dendrimeric Templates for Targeted HDAC4 Gene Silencing in a Diabetic Nephropathy Mouse Model

et al. 2020

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“…Polymers and small molecules bearing aldehydes functionalities also form imine bonds with CS amines. For example, selenium- and sulfur-containing derivatives of citronellal and citral [ 80 ], as well as aliphatic aldehydes ranging from butanal to octanal [ 81 ], were successfully grafted on CS. Resulting derivatives respectively displayed improved antioxidant activity and enhanced moisture stability.…”

Section: Strategies For Covalent Functionalizationmentioning

confidence: 99%

“…SEM is also a method of choice to observe and measure the pores of CS composites and molecular organic framework (MOF) [ 130 , 175 ]. Energy-dispersive X-ray spectroscopy (EDX) can be used in addition of SEM to give supplementary chemical qualitative analysis [ 66 , 71 , 80 , 124 ]. TEM of CS-based systems is most of the time limited to NPs characterization, and its combination with DLS ensures a complete characterization of their dimensions.…”

Section: Characterization Of Cs-based Materialsmentioning

confidence: 99%

Chitosan Functionalization: Covalent and Non-Covalent Interactions and Their Characterization

2021

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Chitosan (CS) is a natural biopolymer that has gained great interest in many research fields due to its promising biocompatibility, biodegradability, and favorable mechanical properties. The versatility of this low-cost polymer allows for a variety of chemical modifications via covalent conjugation and non-covalent interactions, which are designed to further improve the properties of interest. This review aims at presenting the broad range of functionalization strategies reported over the last five years to reflect the state-of-the art of CS derivatization. We start by describing covalent modifications performed on the CS backbone, followed by non-covalent CS modifications involving small molecules, proteins, and metal adjuvants. An overview of CS-based systems involving both covalent and electrostatic modification patterns is then presented. Finally, a special focus will be given on the characterization techniques commonly used to qualify the composition and physical properties of CS derivatives.

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“…Regarding selenium, certain selenium derivatives or selenium nanoparticles have shown antifungal activity [28][29][30]. In this context, our group has reported in previous works the activity of selenoesters and selenoanhydrides against cancer cells [31], cancer multi-drug resistance [32], and resistant bacteria as Staphylococcus aureus and Chlamydia trachomatis [33], among other biological effects.…”

Section: Introductionmentioning

confidence: 97%

Inhibition–Disruption of Candida glabrata Biofilms: Symmetrical Selenoesters as Potential Anti-Biofilm Agents

et al. 2019

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Candida glabrata is one of the most prevalent pathogenic Candida species in dental plaque on tooth surfaces. Candida biofilms exhibit an enhanced resistance against most antifungal agents. Thus, the development of alternative more potent and effective antimicrobials is required to overcome this resistance. In this study, three novel fluorinated derivatives and nine selenoester compounds were screened as novel antifungal and antibiofilm agents against C. krusei, C. parapsilosis, and C. glabrata (N = 81 dental isolates). C. glabrata strains were susceptible only to fluorinated compounds while C. krusei, C. parapsilosis, and C. glabrata were susceptible to the action of the selenoesters. The evaluated symmetrical selenoester compounds presented very good antifungal activity against all the tested C. glabrata dental isolates (1–4 μg/mL of minimum inhibitory concentration-MIC). The most active compound (Se-5) was able to inhibit and disperse C. glabrata biofilms. These results demonstrated that selenoesters may be novel and promising biocide agents against C. glabrata clinical dental isolates.

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Synthesis of chitosan derivatives with organoselenium and organosulfur compounds: Characterization, antimicrobial properties and application as biomaterials

Cited by 32 publications

References 68 publications

Cyclo-RGD Truncated Polymeric Nanoconstruct with Dendrimeric Templates for Targeted HDAC4 Gene Silencing in a Diabetic Nephropathy Mouse Model

Cyclo-RGD Truncated Polymeric Nanoconstruct with Dendrimeric Templates for Targeted HDAC4 Gene Silencing in a Diabetic Nephropathy Mouse Model

Chitosan Functionalization: Covalent and Non-Covalent Interactions and Their Characterization

Inhibition–Disruption of Candida glabrata Biofilms: Symmetrical Selenoesters as Potential Anti-Biofilm Agents

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