A simple and convenient method to synthesize N-[(2-hydroxyl)-propyl-3-trimethylammonium] chitosan chloride in an ionic liquid

Yang, Xiaodeng; Zhang, Chuanguang; Qiao, Chuanling; Mu, Xueli; Li, Tianduo; Xu, Jinku; Shi, Lei; Zhang, Dongju

doi:10.1016/j.carbpol.2015.05.014

Cited by 59 publications

(46 citation statements)

References 56 publications

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“…HTCC has two distinct weight loss stages, which started at about 50 and 240 °C. The first weight loss for HTCC is ascribed to the vaporization of bound water and residual organic solvent during the preparation of HTCC [33,34]; the second one is due to the thermal decomposition of HTCC. The two-stage weight loss in pyraclostrobin loaded HTCC-capped MSNs is noteworthy.…”

Section: Resultsmentioning

confidence: 99%

Quaternized Chitosan-Capped Mesoporous Silica Nanoparticles as Nanocarriers for Controlled Pesticide Release

et al. 2016

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Nanotechnology-based pesticide formulations would ensure effective utilization of agricultural inputs. In the present work, mesoporous silica nanoparticles (MSNs) with particle diameters of ~110 nm and pore sizes of ~3.7 nm were synthesized via a liquid crystal templating mechanism. A water-soluble chitosan (CS) derivative (N-(2-hydroxyl)propyl-3-trimethyl ammonium CS chloride, HTCC) was successfully capped on the surface of pyraclostrobin-loaded MSNs. The physicochemical and structural analyses showed that the electrostatic interactions and hydrogen bonding were the major forces responsible for the formation of HTCC-capped MSNs. HTCC coating greatly improved the loading efficiency (LC) (to 40.3%) compared to using bare MSNs as a single encapsulant (26.7%). The microstructure of the nanoparticles was revealed by scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The pyraclostrobin-loaded nanoparticles showed an initial burst and subsequent sustained release behavior. HTCC-capped MSNs released faster than bare MSNs in the initial stage. Pyraclostrobin-loaded HTCC-capped MSNs with half doses of pyraclostrobin technical demonstrated almost the same fungicidal activity against Phomopsis asparagi (Sacc.), which obviously reduced the applied pesticide and enhanced the utilization efficiency. Therefore, HTCC-decorated MSNs demonstrated great potential as nanocarriers in agrochemical applications.

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Section: Resultsmentioning

confidence: 99%

Quaternized Chitosan-Capped Mesoporous Silica Nanoparticles as Nanocarriers for Controlled Pesticide Release

et al. 2016

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“…CsA was supplied by Minsheng Pharmaceutical Factory (Hangzhou, China). HTCC was synthesized and characterized in accordance with a previously described process [4,5]. The molecular weights of HTCC were 1360 kDa, 450 kDa, and 170 cps with DS of 88.74, 83.60, and 73.95%, respectively.…”

Section: Methodsmentioning

confidence: 99%

“…All experiments were triplicated (n ¼ 3). The fine particle fraction (FPF), respirable fraction (RF), and emitted dose (ED) were calculated as follows in Equations (3)(4)(5) Ciliotoxicity study: Ciliotoxicity studies were carried out using an in situ toad palate model. The upper palates of the toads (n ¼ 6) were exposed and treated with HTCC (10 mg), CsA (0.4 mg), MS (20 mg) and 0.5 ml of normal saline, respectively.…”

Section: Differential Scanning Calorimetry (Dsc) Analysismentioning

confidence: 99%

“…N-[(2-Hydroxyl)-propyl-3-trimethyl ammonium] chitosan chloride (HTCC) is a hydrosoluble CTS derivative. HTCC was obtained via the reaction between hydroxypropyl trimethyl ammonium chloride (EPTAC) and CTS [4]. HTCC has also been extensively investigated as a class of drug delivery vehicles because of its unique features, including biocompatible material, antibacterial property, good water solubility in a wide range of pH, high drug-loading capacity, and the varying release rate by modulating the degree of substitution (DS) of HTCC [5].…”

Section: Introductionmentioning

confidence: 99%

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Cyclosporine A/porous quaternized chitosan microspheres as a novel pulmonary drug delivery system

Yang

Wen

Liu

et al. 2018

Artificial Cells, Nanomedicine, and Biotechnology

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N-[(2-Hydroxyl)-propyl-3-trimethyl ammonium] chitosan chloride (HTCC), a hydrosoluble chitosan derivative, has been extensively investigated as a class of drug delivery vehicles because of its unique features. However the studies on HTCC for pulmonary delivery systems have been rarely conducted. This study aimed to design porous microspheres (MS) containing cyclosporine A (CsA) using HTCC as the carrier. The physicochemical properties and biocompatibility of the MS were evaluated. The in vivo efficacy of MS was evaluated in an asthmatic rat model after pulmonary administration. The results showed that porous MS suitable for inhalation could be readily produced by spray drying method. Optimized porous MS in this study exhibited to be biocompatible and safe to use in the lung, and they were effective in suppression of inflammation in the asthmatic rat model. Above all, our results suggested that HTCC porous MS are promising drug carriers for pulmonary drug delivery.

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“…Bands at around 3268, 2882, 1730, 1646, 1580, 1413, 1320, and 1413 cm´1 represent N-H, C-H, carbonyl group, primary amide, secondary amide, C-H of secondary amide, and C-N stretching, respectively, which are general characteristic vibrations of GlcN and GlcNAc. A new band at 1475 cm´1 in the HTCC spectrum indicates the introduction of trimethylammonium group on the chitosan backbone [13].…”

Section: Synthesis and Characterization Of Htccmentioning

confidence: 99%

Positively Charged Nanostructured Lipid Carriers and Their Effect on the Dissolution of Poorly Soluble Drugs

et al. 2016

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Abstract:The objective of this study is to develop suitable formulations to improve the dissolution rate of poorly water soluble drugs. We selected lipid-based formulation as a drug carrier and modified the surface using positively charged chitosan derivative (HTCC) to increase its water solubility and bioavailability. Chitosan and HTCC-coated lipid particles had higher zeta-potential values than uncoated one over the whole pH ranges and improved encapsulation efficiency. In vitro drug release showed that all NLC formulations showed higher in vitro release efficiency than drug particle at pH 7.4. Furthermore, NLC formulation prepared with chitosan or HTCC represented good sustained release property. The results indicate that chitosan and HTCC can be excellent formulating excipients of lipid-based delivery carrier for improving poorly water soluble drug delivery.

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A simple and convenient method to synthesize N-[(2-hydroxyl)-propyl-3-trimethylammonium] chitosan chloride in an ionic liquid

Cited by 59 publications

References 56 publications

Quaternized Chitosan-Capped Mesoporous Silica Nanoparticles as Nanocarriers for Controlled Pesticide Release

Quaternized Chitosan-Capped Mesoporous Silica Nanoparticles as Nanocarriers for Controlled Pesticide Release

Cyclosporine A/porous quaternized chitosan microspheres as a novel pulmonary drug delivery system

Positively Charged Nanostructured Lipid Carriers and Their Effect on the Dissolution of Poorly Soluble Drugs

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