Long-alkane-chain modified N-phthaloyl chitosan membranes with controlled permeability

Chen, Chao; Tao, Shuming; Qiu, Xiangyun; Ren, Xueqin; Hu, Shuwen

doi:10.1016/j.carbpol.2012.08.042

Cited by 42 publications

(30 citation statements)

References 40 publications

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“…The urea permeability with time for the aqueous solutions of urea + NaH 2 PO 4 . Compared with the data of urea permeability through some other polymer membranes that were reported previously, the values of permeability through PS membrane in the current study were higher than those of polyurethane membrane (almost 10 À6 cm 2 /day) in Watanabe's study [12] and those of latex membrane (almost 10 À4~1 0 À7 cm 2 /day) prepared from spry drying in Lan's study [13] , but were lower than those of N-phthaloyl acylated chitosan membrane (almost 4.9 × 10 À4 cm 2 /day or more) in Chen's study [32] . of 'constant-rate' release from saturated aqueous fertilizer solutions through the polymer coating to soil is the most important stage, because most amounts of the fertilizer nutrients are released in this stage.…”

Section: Saturated Solutionscontrasting

confidence: 54%

Permeation of fertilizer nutrients through polymer membrane: part I. Effect of P, K, and micronutrient fertilizer on permeability of urea

Liu

Sun

et al. 2016

Asia-Pacific J Chem Eng

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The study aimed at investigating the addition effects of P, K, and micronutrient fertilizers on the permeability of N-nutrient fertilizer urea through a representative polymer membrane, which is of great importance in polymer-coated compound fertilizer. Specifically, the permeability of urea through polystyrene membrane was determined experimentally at the nominal temperature of 298 K using the Ussing chamber method for fertilizer solutions of urea-water, urea-NaH 2 PO 4 -water, urea-Ca(H 2 PO 4 ) 2 -water, urea-KCl-water, and urea-NaCl-water. The experimental data showed that the addition effects of NaH 2 PO 4 , KCl, and NaCl on urea permeability were pronounced and could be promotion or suppression depending on the amounts added. The variation of urea permeability with additive concentration could be explained by the 'solution-diffusion' model, suggesting that the specific intermolecular and interionic interactions in the permeation solution were an important factor determining the permeability. Using the saturated urea-water solution as basis, the addition of saturated KCl increased the urea permeability by 2.5 times, while the addition of saturated Ca(H 2 PO 4 ) 2 and NaH 2 PO 4 decreased the permeability by 41% and 76%, respectively.

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Section: Saturated Solutionscontrasting

confidence: 54%

Permeation of fertilizer nutrients through polymer membrane: part I. Effect of P, K, and micronutrient fertilizer on permeability of urea

Liu

Sun

et al. 2016

Asia-Pacific J Chem Eng

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“…It is possible to observe in Fig. 3 that the surface of the chitosan sample exhibited a high hydrophilicity as the contact angle with water droplet was 18 • , which is mainly due to interactions between its amino and hydroxyl groups with water molecules [31]. On the other hand, the contact angles of DMCh07 and DMCh12 surfaces with water droplet were 60 • and 107 • , respectively, revealing the high hydrophobicity of such samples as compared to unmodified chitosan and confirming that the presence of myristoyl groups is responsible for such a behavior.…”

Section: Structural Characterization Of Dmchmentioning

confidence: 95%

Synthesis and characterization of 3,6- O,O ’- dimyristoyl chitosan micelles for oral delivery of paclitaxel

Silva

Almeida

Prezotti

et al. 2017

Colloids and Surfaces B: Biointerfaces

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The aim of the present study was to investigate the potential application of 3,6-O,O'- dimyristoyl chitosan DMCh, an amphiphilic derivative of chitosan, for improving the oral bioavailability of paclitaxel (PTX), a water insoluble anticancer drug. The O-acylation of chitosan with myristoyl chloride was carried out by employing high (≈13.3) or low (2.0) molar excess of chitosan to result in samples DMCh07 and DMCh12, respectively. The successful O-acylation of chitosan was confirmed by FTIR and H NMR spectroscopy, the latter allowing also the determination of average degree of substitution (DS). The critical aggregation concentration (CAC) of samples DMCh07 (DS≈6.8%) and DMCh12 (DS≈12.0%) were 8.9×10mg/mL and 13.2×10mg/mL, respectively. It was observed by TEM that the DMCh micelles showed spherical shape while DLS measurements allowed the determination of their average size (287nm-490nm) and zeta potential (+32mV to +44mV). Such DMCh micelles were able to encapsulate paclitaxel with high drug encapsulation efficiency (EE), as confirmed by HPLC analyses. Studies on the cytotoxicity of DMCh07 micelles toward Caco-2 and HT29-MTX cells showed that, regardless the PTX loaded, DMCh07 micelles slightly decreased cellular viability at low micelles concentration (≤1μg/mL) while at high concentration (>10μg/mL) PTX-loaded DMCh07 micelles were less toxic toward Caco-2 cells when compared to free PTX. The PTX permeation across Caco-2 monoculture and Caco-2/HT29-MTX co-culture model confirmed the potential of DMCh micelles in improving the intestinal absorption of PTX. These results suggest that DMCh micelles may be a promising carrier to encapsulate PTX aiming cancer therapy.

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“…To address this issue and obtain chitosan derivatives with high regioselectivity, different protecting groups can be introduced different protecting groups into C 2 NH 2 , C3 −OH and C6 −OH. Phthaloyl groups and Schiff bases are often used to protect the amino group of chitosan (Chen, Tao, Qiu, Ren, & Hu, 2013;Hu et al, 2016;Kurita, Ikeda, Yoshida, Shimojoh, & Harata, 2002;Li, Yang, & Yang, 2015), and triphenylmethyl, trimethylsilyl and tert-butyldimethylsilyl are commonly used to protect the hydroxyl groups of chitosan (Benediktsdóttir et al, 2011;Holappa et al, 2005;Kurita, Sugita, Kodaira, Hirakawa, & Yang, 2005;Rúnarsson, Malainer, Holappa, Sigurdsson, & Másson, 2008).…”

Section: Strategies For Increasing Positive Charge Density Of Chitosanmentioning

confidence: 99%

Cationic chitosan derivatives as potential antifungals: A review of structural optimization and applications

Qin

Guo

2020

Carbohydrate Polymers

137

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The increasing resistance of pathogen fungi poses a global public concern. There are several limitations in current antifungals, including few available fungicides, severe toxicity of some fungicides, and drug resistance. Therefore, there is an urgent need to develop new antifungals with novel targets. Chitosan has been recognized as a potential antifungal substance due to its good biocompatibility, biodegradability, non-toxicity, and availability in abundance, but its applications are hampered by the low charge density results in low solubility at physiological pH. It is believed that enhancing the positive charge density of chitosan may be the most effective approach to improve both its solubility and antifungal activity. Hence, this review mainly focuses on the structural optimization strategy of cationic chitosan and the potential antifungal applications. This review also assesses and comments on the challenges, shortcomings, and prospect of cationic chitosan derivatives as antifungal therapy.

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Long-alkane-chain modified N-phthaloyl chitosan membranes with controlled permeability

Cited by 42 publications

References 40 publications

Permeation of fertilizer nutrients through polymer membrane: part I. Effect of P, K, and micronutrient fertilizer on permeability of urea

Permeation of fertilizer nutrients through polymer membrane: part I. Effect of P, K, and micronutrient fertilizer on permeability of urea

Synthesis and characterization of 3,6- O,O ’- dimyristoyl chitosan micelles for oral delivery of paclitaxel

Cationic chitosan derivatives as potential antifungals: A review of structural optimization and applications

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