A new multifunctional polymer:Synthesis and characterization of mPEG-b-PAA-grafted chitosan copolymer

A new multifunctional mPEG-b-PAA-grafted chitosan copolymer possessing amino and carboxyl groups,mPEG-b-PAA-g-CHI(compound 6) ,was designed for a potential application in gene/drug delivery and synthesized by the methods of reversible addition-fragmentation chain transfer(RAFT) polymerization of acrylic acid(AA) and grafting reaction of a biodegradable chitosan(CHI) derivative.Completion of the reactions and characterization of the resulting compounds were demonstrated by 1 H NMR,FTIR and gel permeation chtomatography(GPC) studies.The results show that the molar ratio of amino groups to carboxyl groups in the copolymer(compound 6) is 0.41-0.59.

Immobilization of β-Cyclodextrin as Insoluble β-Cyclodextrin Polymer and Its Catalytic Performance

Insoluble β-cyclodextrin polymers were prepared from β-cyclodextrin(β-CD) using epichlorohydrin(EPI) as crosslinking agent under basic conditions.The polymers were characterized by Fourier Transform Infrared(FTIR),Thermogravimetry(TG),X-ray diffraction(XRD) and TG-FTIR.The results demonstrated that the polym-erization between EPI and β-CD indeed occurred,and a number of CD rings were interconnected to form a three-dimensional network.Moreover,different factors influencing the polymerization,e.g.molar ratio of EPI to β-CD,the concentration of NaOH and reaction temperature,have been investigated.The polymer prepared under the optimal conditions(the molar ratio EPI:β-CD of 44,the NaOH concentration 50% in mass,and the temperature at 65 ℃) showed excellent thermal stability and insolubility in organic solvents or strong acid/base.In addition,the β-cyclodextrin polymers also presented high catalytic activity for aqueous oxidation of benzyl alcohol with hy-pochlorite as oxidant.

Evaluation of chitosaneanionic polymers based tablets for extended-release of highly watersoluble drugs

The objective of this study is to develop chitosaneanionic polymers based extendedrelease tablets and test the feasibility of using this system for the sustained release of highly water-soluble drugs with high drug loading.Here,the combination of sodium valproate(VPS)and valproic acid(VPA)were chosen as the model drugs.Anionic polymers studied include xanthan gum(XG),carrageenan(CG),sodium carboxymethyl cellulose(CMC-Na)and sodium alginate(SA).The tablets were prepared by wet granulation method.In vitro drug release was carried out under simulated gastrointestinal condition.Drug release mechanism was studied.Compared with single polymers,chitosaneanionic polymers based system caused a further slowdown of drug release rate.Among them,CS exanthan gum matrix system exhibited the best extended-release behavior and could extend drug release for up to 24 h.Differential scanning calorimetry(DSC)and Fourier transform infrared spectroscopy(FTIR)studies demonstrated that polyelectrolyte complexes(PECs)were formed on the tablet surface,which played an important role on retarding erosion and swelling of the matrix in the later stage.In conclusion,this study demonstrated that it is possible to develop highly water-soluble drugs loaded extendedrelease tablets using chitosaneanionic polymers based system.

Ionic liquids functionalized β-cyclodextrin polymer for separation/analysis of magnolol

Ionic liquids functionalized β-cyclodextrin polymer, a mono-6-deoxy-6-（1,2-dimethylimida- zolium）-β-cyclodextrin iodide polymer （ILs-β-CDCP）, was synthesized as a solid-phase adsorbent coupled with high-performance liquid chromatography for separating or analyzing magnolol in drug samples. The results showed that magnolol was adsorbed rapidly on ILs-D-CDCP and eluted with methanol. Under the optimum conditions, preconcentration factor of the proposed method was 12. The linear range, limit of detection （LOD）, correlation coefficient （R） and relative standard deviation （RSD） were found to be 0.02-8.00 μg/mL, 1.9 ng/mL, 0.9992 and 2.76% （n=3, c=2.00 pg/mL）, respectively. The interaction between 1Ls-]）-CDCP and magnolol was studied through the inclusion constant, FTIR and TGA analysis. This proposed method has been successfully applied to the determination of magnolol in real samples.

Efficient recovery of aromatic compounds from the wastewater of styrene monomer and propylene oxide co-production plant via hypercrosslinked aryl-rich starch-β-cyclodextrin polymeric sorbent

Adsorptive recovery of valuable components from industrial wastewater is highly desirable for avoiding resource wastage but remains a challenge.Herein,we develop an efficient continuous adsorption process for recovering aromatic compounds in wastewater from styrene monomer and propylene oxide coproduction(SMPO)plant.Based on our insight into the potential of bio-based porous materials for adsorption application,starch-graft-polystyrene(SPS)and aryl-modifiedβ-cyclodextrin(ACD)were prepared,and novel hypercrosslinked porous polymers combined SPS with ACD(HSPS-ACDs)were synthesized through external crosslinking approach.In a binary-component system,the best-performing one HSPS-ACD(H)with high ACD content and large specific surface area possessed superior capacities for the representative aromatic compounds,acetophenone(AP,2.81 mmol·g^(-1))and 1-phenylethanol(1-PE,1.35 mmol·g^(-1))compared with the previously reported materials.Further,the adsorption properties of aromatic compounds on HSPS-ACD(H)were investigated in batch mode.For practical application,continuous adsorption experiments were conducted in a HSPS-ACD(H)-packed fixed bed,where the target aromatic components in wastewater were effectively retained and further released by elution.Besides showing the reversible adsorption and efficient enrichment effect,the HSPS-ACD(H)-packed fixed bed also maintained great stability in multiple cycles.Moreover,quantum chemical calculations were performed to elucidate the potential mechanism of adsorption of AP and 1-PE onto HSPS-ACD(H).

Preparation of a novel biodegradable β-cyclodextrin-containing polymer

A novel cyclodextrin-containing polymer was prepared by graftingβ-cyclodextrin onto the backbone of poly(D,L-lactic acid)(PLA).First,mono(6-(2-aminoethyl)amino-6-deoxy)-β-cyclodextrin(β-CD-6-en)was prepared by sulfonylation and amination ofβ-cyclodextrin and modified poly(D,L-lactic acid)(MPLA)was prepared by free radical polymerization of maleic anhydride and PLA.Then,grafting ofβ-cyclodextrin derivative to MPLA backbone was carried out by N-acylation reaction of MPLA andβ-CD-6-en in dimethyl formamide.The...

STUDIES ON THE POLYMERIZATION OF β-CYCLODEXTRIN WITH EPICHLOROHYDRIN

Different proportions of β-cydodextrin and epichlorohydrin were used to prepare a group of β-cyclodextrin polymers. The relationship between the reaction extent and the molar ratios of reactants was discussed according to the results of ~1H-NMR, ^(13) C-NMR spectra and elemental analysis. Especially, high resolution ~1H-NMR spectra were usd for studying the reaction active sites and the extent of reaction. The solubility of oil soluble drugs in water was largely improved in the presence of water-soluble β-cyclodextrin polymer.

Fabrication and evaluation of carboxymethyl guar gum-chitosan interpenetrating polymer network (IPN) nanoparticles for controlled drug delivery

Guar gum(GG)has drawn more interest from researchers in the last several decades for the controlled delivery of drugs.The aim of the research is to fabricate and evaluate an interpenetrating polymer network(IPN)based nanocarriers system employing chemically modified GG to achieve controlled release of drug.In present study,we have reported the synthesis of carboxymethyl GG-chitosan IPN nanoparticles for controlled release of metformin hydrochloride.Carboxymethyl guar gum(CMGG)was synthesized and employed for developing IPN nanoparticles in combination with chitosan in varying polymeric ratios.A cross-linking agent,sodium tripolyphosphate(Na-TPP)was used for the synthesis of IPN colloidal suspension of nanoparticles which was lyophilized to obtain nanoparticles.The carboxymethylation of GG was confirmed through Fourier transform infra-red spectroscopy.The mean particle size was 440.6 nm indicating a polydispersity index of 0.528.The drug entrapment efficiency was found to vary between 67.461.64%to 88.232.02%.The differential scanning calorimetry study revealed the presence of amorphous metformin hydrochloride as a homogenous dispersion in nanoparticles(NPs)matrix.In vitro drug release study indicated controlled release ability of developed IPN matrix.A2 formulation(chitosan:CMGG-1:1)exhibited 78.110.27%release after 8 h.Antidiabetic evaluation performed in alloxan-treated diabetic rat model exhibited a prolonged hypoglycemic efficacy over 6 h,for A2 formulation treated group,compared to the group receiving only metformin HCl,which demonstrated a reduction in blood glucose levels for up to 4 h.The study findings demonstrated the efficacy of the CMGG-chitosan based IPN nanoparticulate system for sustained delivery of therapeutic agents.

Preparation and Electrochemical Characters of Parathion Molecule Imprinted Polymeric Sensors

A sensitive, fast and low-cost molecular imprinted polymeric sensor for quantitative determination of parathion was prepared with chitosan（CS） as function matrix and parathion（PT） as template molecule via constant potential electrochemical deposition. Sensitive response was obtained with a detection limit of 1.0× 10-7 mol/L and an excellent recognition for PT was achieved due to the good memory capacity of the sensor. The developed sensor exhibited good fabrication reproducibility and acceptable stability, which provided a new promising tool for pesticide analysis.

Preparation and characterization of β-cyclodextrin grafted N-maleoyl chitosan nanoparticles for drug delivery

β-cyclodextrin (CD) grafted N-maleoyl chitosan (CD-g-NMCS) with two different degrees of substitution (DS) of N-maleoyl (DS = 21.2% and 30.5%) were synthesized from maleic anhydride and chitosan bearing pendant cyclodextrin (CD-g-CS). CD-g-NMCS based nanoparticles were prepared via an ionic gelation method together with chitosan and CD-g-CS nanoparticles.The size and zeta potential of prepared CD-g-NMCS nanoparticles were 179.2~274.0 nm and 36.2~42.4 m V, respectively. In vitro stability test indicated that CD-g-NMCS nanoparticles were more stable in phosphate-buffered saline compared with chitosan nanoparticles. Moreover, a poorly water-soluble drug, ketoprofen (KTP), was selected as a model drug to study the obtained nanoparticle’s potentials as drug delivery carriers. The drug loading efficiency of CD-g-NMCS20 nanoparticles were 14.8% for KTP. MTT assay showed that KTP loaded CD-g-NMCS nanoparticles were safe drug carriers. Notably, in vitro drug release studies showed that KTP was released in a sustained-release manner for the nanoparticles. The pharmacokinetic of drug loaded CD-g-NMCS20 nanoparticles were evaluated in rats after intravenous administration. The results of studies revealed that, compared with free KTP, KTP loaded CD-g-NMCS20 nanoparticles exhibited a significant increase in AUC0→24h and mean residence time by 6.6-fold and 2.9-fold, respectively. Therefore, CD-g-NMCS nanoparticles could be used as a novel promising nanoparticle-based drug delivery system for sustained release of poorly water-soluble drugs. The carboxylic acid groups of the CD-g-NMCS molecule provide convenient sites for further structural modifications including introduction of tissue-or disease-specific targeting groups.

Preparation and Evaluation of Insulin-loaded Nanoparticles based on Hydroxypropyl-β-cyclodextrin Modified Carboxymethyl Chitosan for Oral Delivery

Novel insulin-loaded nanoparticles based on hydroxypropyl-β-cyclodextrin modified carboxymethyl chitosan（CMC-HP-β-CD） were prepared to improve the oral bioavailability of insulin. The CMC-HP-β-CD was characterized by FT-IR spectroscopy and 1H-NMR spectra. The insulin-loaded nanoparticles were prepared through crosslinking with calcium ions, and the morphology and size of the prepared nanoparticles were characterized by transmission electron microscopy（TEM） and dynamic light scattering（DLS）. Cumulative release in vitro study was performed respectively in simulated gastric medium fluid（SGF, p H=1.2）, simulated intestinal fluid（SIF, p H=6.8） and simulated colonic fluid（SCF, p H=7.4）. The encapsulation efficiency of insulin was up to 87.14 ± 4.32% through high-performance liquid chromatography（HPLC）. Statistics indicated that only 15% of the encapsulated insulin was released from the CMC-HP-β-CD nanoparticles in 36 h in SGF, and about 50% of the insulin could be released from the nanoparticles in SIF, whereas more than 80% was released in SCF. In addition, the solution containing insulin nanoparticles could effectively reduce the blood glucose level of diabetic mice. The cytotoxicity test showed that the samples had no cytotoxicity. CMC-HP-β-CD nanoparticles are promising candidates as potential carriers in oral insulin delivery systems.

基于绿色化学制备印迹聚合物及富集丙溴磷的研究

基于绿色化学理念,采用水为溶剂,丙溴磷(PFF)为模板分子,壳聚糖为功能单体,戊二醛为交联剂,成功制备了高灵敏、高选择性的PFF磁性分子印迹聚合物(PFFMMIPs)。同时,利用扫描电镜、傅里叶变换红外光谱、X射线衍射仪等对聚合物进行了表征,并对PFF-MMIPs的吸附性能和选择性进行了考察。结果表明,PFF-MMIPs具有良好的热稳定、较强的磁性、较高的吸附量(33.6mg·g^(-1))、快速吸附能力(60min)以及高效选择性。对吸附性能数据进行数学拟合,结果表明PFF-MMIPs对目标化合物PFF的吸附过程符合Langmuir模型和伪二级动力学模型。

聚乙烯醇/壳聚糖膜制备及其包膜尿素特性

为解决传统肥料养分利用率低,以及一般聚合物包膜肥料的膜材料难以降解、养分释放速率不可控等问题,该研究以聚乙烯醇(PVA)为膜基材,通过与壳聚糖(CS)共混、使用戊二醛(GA)交联、添加纳米SiO_(2)3种不同的方式,制备了3种膜:PVA/CS膜、PVA/CS/GA膜、PVA/CS/GA/纳米SiO_(2)膜,此外,制备了纯PVA膜作为对比。对4种膜进行了吸水率(Q)、生物降解性(De)、养分渗透系数(Ps)等表征,结果表明:CS的添加提升了膜的生物降解率,GA交联可以延缓膜在土壤中的生物降解速率,而纳米SiO_(2)的添加对膜的生物降解性影响不大,总体来说4种膜都显示出良好的生物降解性(77 d内的生物降解率在30%~60%);相比于PVA膜,PVA/CS、PVA/CS/GA和PVA/CS/GA/纳米SiO_(2)膜的吸水率分别降低43.00%、68.79%和82.73%;相比于PVA/CS膜,PVA/CS/GA和PVA/CS/GA/纳米SiO_(2)膜的养分渗透系数分别降低48.51%和57.59%,说明CS的添加、GA的交联和纳米SiO_(2)的添加都增强了PVA膜的疏水性。将4种膜液通过转鼓包衣机包覆在尿素颗粒表面制得了4种包膜尿素(PCU)颗粒(PCU-PVA、PCU-PVA/CS、PCUPVA/CS/GA和PCU-PVA/CS/GA/纳米SiO_(2)),分别使用土埋法测定和数学模型拟合了氮素释放行为,结果显示4种PCU的氮释放量达到90%时所需的时间分别为5、11、23、28 d;氮素释放行为符合一级动力学模型,释放速率常数(k)依次减小,分别为0.3654、0.2333、0.1127、0.0926,且与膜的养分渗透系数(Ps)呈线性关系,相关系数(R2)为0.9991。该研究提供了系列生物降解性能良好、养分释放速率可控的聚乙烯醇/壳聚糖膜材料,并成功地应用于包膜尿素颗粒的制备,更方便和有效地指导PCU的施用。

一种高离子电导率水凝胶聚合物电解质的制备及性能

具有高离子电导率且综合性能优异的凝胶电解质是储能材料领域的研究热点。以简单的冻融法制备了一种基于聚乙烯醇(PVA)和壳聚糖(CS)的水凝胶聚合物电解质,并获得高离子电导率。系统地探索了水凝胶冷冻时间、浸泡电解液的时间以及电解液种类对水凝胶离子电导率的影响,得出了适合该物理交联PVA/CS凝胶电解质的制备条件。结果表明:PVA与CS质量比为1∶2,经过5h冷冻12h解冻获得的凝胶具有较均匀的三维孔洞结构和较低的结晶度,没有发生水凝胶无限溶胀以及溶解的现象。该水凝胶浸泡饱和NaCl电解液6h后其离子电导率达到最大值1.68S/cm,浸泡1mol/L H_(2)SO_(4)电解液的离子电导率在4h时最大为0.83S/cm。此外,5mm厚的水凝胶在12h后达到溶胀平衡,体积和质量溶胀率分别约为170%和145%;凝胶断裂伸长率在室温下可以达到200%左右。

生物材料促进角膜碱烧伤修复的作用机制和应用途径

背景:在角膜碱烧伤治疗中,传统治疗方法存在多种局限,尤其在控制炎症、预防新生血管形成和抑制角膜瘢痕化方面表现不佳。天然材料、合成材料或复合材料为治疗提供了多元化的选择,然而生物材料促进角膜碱烧伤修复的相关机制尚未形成系统深入的认识。目的:对目前生物材料促进角膜碱烧伤修复的国内外研究进行梳理,综述生物材料修复角膜碱烧伤的机制及其应用途径。方法:第一作者以“角膜,碱烧伤,羊膜,透明质酸,胶原,壳聚糖,高分子材料”“Amniotic membrane,Hyaluronic acid,Collagen,Chitosan,Polymer,Cornea,Alkali burn”为关键词在Pub Med、Web of Science、中国知网和万方文献数据库内检索,根据纳入标准和排除标准,最终纳入符合要求的76篇文献进行综述。结果与结论:(1)在角膜碱烧伤修复领域,羊膜、透明质酸、胶原、壳聚糖和可降解高分子材料等生物材料被广泛研究和应用,这些生物材料各有其特点和优缺点,在不同方面都有所突出。(2)首先,羊膜因含丰富的生物活性因子而被认为是最有前景的生物材料之一,其生物相容性良好,并且能够调节角膜炎症反应,但是存在供体短缺和易感染疾病的问题。(3)透明质酸具有良好的保湿性和生物相容性,并且能够提高角膜细胞的生存率和增加角膜透明度。(4)胶原具有良好的生物相容性和支架结构,能够促进角膜细胞的黏附和增殖,促进角膜组织结构的重建。(5)壳聚糖具有良好的生物相容性和可降解性,可作为载体用于药物递送和细胞移植。(6)可降解高分子材料具有较好的降解可控性,可为角膜碱烧伤的修复提供良好的支持和递送平台,但其稳定性和生物相容性仍需进一步研究。(7)综合来看,目前还没有一种生物材料能够完全解决角膜碱烧伤的修复问题,每种生物材料都有其特定的适用场景和局限性。(8)未来的研究方向应该是通过进一步改进生物材料的性能和结构,探索更有效的组合应用方式,以及深入了解生物材料与角膜组织的相互作用机制,以提高角膜碱烧伤的治疗效果和患者的生活质量。

新增药用高分子材料学中基础实验探究——以壳聚糖修饰材料对阿莫西林脱除为例

针对中医药院校工科专业学生在药用高分子材料学课程中高分子合成能力弱且无法完全理解掌握书中基础知识点等问题,该文在本课程的实验教学中加入了壳聚糖修饰材料对阿莫西林脱除实验,该实验可利用现有的药物化学实验室仪器进行教学,无需重新建设单独的实验室.这一举措提升了课程的教学效果,有效促进学生从课程理论学习向理论与实践结合转变,有利于学生终身学习能力的培养.

Preparation of Cationic Chitosan-Polyacrylamide Flocculant and Its Properties in Wastewater Treatment

Chitosan derived from crab shells, was used to prepare the graft polymer in aqueous solution with acrylamide （AM） and methacrylatoethyl trimethyl ammonium chloride （DMC） as raw materials and ceric ammonium nitrate （CAN） as initiator. The flocculation ability of the resulting polymer （PCAD） was studied in waste water treatment experiments. Its properties were determined on the basis of the transmittance of waste water after flocculation. The effects of ehitosan and DMC content on PCAD＇s flocculation ability were studied. Floeculation experiments were also undertaken under various pH conditions. According to the experimental data, the flocculation ability could be improved when chitosan content decreased in the raw material, but the monomer conversion would decrease obviously. When the ehitosan＇s content was more than 65%, AM and DMC groups were less on each chitosan molecule. So PCAD＇s flocculation ability was poor. Similarly, high content of DMC would result in low monomer conversion and high flocculation ability. PCAD molecules with more DMC group had more positive charges. It was favorable to flocculation. However, monomer conversion would decrease with the increase of DMC content. The suitable conditions were that chitosan and DMC contents were 65% and 15-20%, respectively. The experiment data showed that PCAD had good flocculation ability under weak acidic condition. Its ability would be weakened by strong acidic or alkaline condition. The flocculation efficiency was the best at pH of 5.5 when PCAD＇s dosage was 8mg-Lk Compared with cationic polymer （the copolymer of AM and DMC, PAD）, PCAD showed better flocculation ability under acid and neutral conditions, but worse ability under alkaline condition.

Preparation and antibacterial properties of polycaprolactone/quaternized chitosan blends

This article is a preliminary study on antibacterial blends of polycaprolactone,chitosan and quaternized chitosan by melt processing.Blends were characterized,mechanical test and antibacterial evaluation against Escherichia coli and Staphylococcus aureus,were conducted.Results showed that the antibacterial potential of chitosan was limited in blends and polycaprolactone/chitosan did not show significant antibacterial effect compared with neat polycaprolactone(PCL).Inhibition rates of polycaprolactone/quaternized chitosan were 39.2%99.9%against Escherichia coli,while inhibition rate was 40.9%99.9%against Staphylococcus aureus.When quaternized chitosan(QCTS)content was up to 20%,blends exhibited 99.9%inhibition rates against both two types of bacteria.

Cyclodextrin/chitosan nanoparticles for oral ovalbumin delivery: Preparation, characterization and intestinal mucosal immunity in mice

A novel oral protein delivery system with enhanced intestinal penetration and improved antigen stability based on chitosan(CS) nanoparticles and antigen-cyclodextrin(CD) inclusion complex was prepared by a precipitation/coacervation method. Ovalbumin(OVA) as a model antigen was firstly encapsulated by cyclodextrin, either β-cyclodextrin( β-CD) or carboxymethyl-hydroxypropyl-β-cyclodextrin(CM-HP-β-CD) and formed OVA-CD inclusion complexes, which were then loaded to chitosan nanoparticles to form OVA loaded β-CD/CS or CM-HP-β-CD/CS nanoparticles with uniform particle size(836.3 and 779.2 nm, respectively) and improved OVA loading efficiency(27.6% and 20.4%, respectively). In vitro drug release studies mimicking oral delivery condition of OVA loaded CD/CS nanoparticles showed low initial releases at p H 1.2 for 2 h less than 3.0% and a delayed release which was below to 30% at p H 6.8 for further 72 h. More importantly, after oral administration of OVA loaded β-CD/CS nanoparticles to Balb/c mice, OVA-specific sIgA levels in jejunum of OVA loaded β-CD/CS nanoparticles were 3.6-fold and 1.9-fold higher than that of OVA solution and OVA loaded chitosan nanoparticles, respectively. In vivo evaluation results showed that OVA loaded CD/CS nanoparticles could enhance its efficacy for inducing intestinal mucosal immune response. In conclusion, our data suggested that CD/CS nanoparticles could serve as a promising antigen-delivery system for oral vaccination.

Chitosan:Vitamin C Containing Hydrogels as a Prototype Functional Prolonged Pain Management Restorative Material <i>In-Vitro</i>Studies

Restorative materials in the new era aim to be “bio-active” and long-lasting. As a part of our continuous interest of developing functional dual action restorative materials capable of being “bio-active” and wound healing, we design and evaluate several novel chitosan-vitamin C (5:1) containing hydrogels as a prototype of host:guest molecular free radical defense material containing hydroethanoic propolis extract (antioxidant containing material), naproxen, ibuprofen (non steroidal anti-inflammatory medication), or aspirin (pain relieve medication and free radical scavengers) as functional restorative materials. We will evaluate the physical properties, bonding to dentin as well as test the bioadhesion of the newly designed materials in order to access the suitability of these prototype materials as suitable restorative materials. Materials and Methods: The hydrogels were prepared by previously reported by us protocol. The physico-chemical features including surface morphology (SEM), release behaviors, stability of the therapeutic agent-anti-oxidant-chitosan and the effect of the hydrogels on the shear bond strength of dentin were measured and compared to the earlier reported chitosan-antioxidant containing hydrogels. Structural investigations of the reactive surface of the hydrogel were reported. Bio-adhesive studies were performed in order to assess the suitability of these designed materials. Results: Release of aspirin, ibuprofen and naproxen conferred the added benefit of synergistic action of a functional therapeutic delivery when comparing the newly designed chitosan-based hydrogel restorative materials to the commercially available products alone. Either the release of therapeutic agents or the antioxidant stability was affected by storage over a 12-month period. All chitosan:vitamin C hydrogels showed gave significantly higher shear bond values than dentin treated or not treated with phosphoric acid, which highlighted the feasibility. The bio-adhesive capacity of the materials in the 2 separate “in vitro” systems were tested and quantified. Additional action of chitosan:vitamin C pre-complex was investigated and it was found that favourable synergistic effect of free radical build-in defense mechanism of the new functional materials. Conclusion: Additional action of chitosan:vitamin C pre-complex was investigated and it was found that favorable synergistic effect of free radical build-in defense mechanism of the new functional materials, increased dentin bond strength, sustainable bio-adhesion, and acted as a “proof of concept” for the functional multi-dimensional restorative materials with potential application in wound healing in vitro.