Preparation and characterizations of a novel deoxycholic acid–O-carboxymethylated chitosan–folic acid conjugates and self-aggregates

Wang, Feihu; Zhang, Dianrui; Duan, Cunxian; Jia, Lejiao; Feng, Feifei; Liu, Yue; Wang, Yancai; Hao, Leilei; Zhang, Qiang

doi:10.1016/j.carbpol.2011.01.017

Cited by 109 publications

(59 citation statements)

References 62 publications

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“…Then, water was slowly added so that HM was gradually captured and solubilized into the micelle hydrophobic core of Lac-TPCS; this method was relatively simple and easily conducted. 32 Thus, we chose film dispersion as the preparation method.…”

Section: Selection Of Different Methods To Prepare Hm-loaded Micellesmentioning

confidence: 99%

Application of the central composite design to optimize the preparation of novel micelles of harmine

Bei¹,

Zhou²,

You³

et al. 2013

IJN

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Lactose-palmitoyl-trimethyl-chitosan (Lac-TPCS), a novel amphipathic self-assembled polymer, was synthesized for administration of insoluble drugs to reduce their adverse effects. The central composite design was used to study the preparation technique of harmine (HM)-loaded self-assembled micelles based on Lac-TPCS (Lac-TPCS/HM). Three preparation methods and single factors were screened, including solvent type, HM amount, hydration volume, and temperature. The optimal preparation technique was identified after investigating the influence of two independent factors, namely, HM amount and hydration volume, on four indexes, ie, encapsulation efficiency (EE), drug-loading amount (LD), particle size, and polydispersity index (PDI). Analysis of variance showed a high coefficient of determination of 0.916 to 0.994, thus ensuring a satisfactory adjustment of the predicted prescription. The maximum predicted values of the optimal prescription were 91.62%, 14.20%, 183.3 nm, and 0.214 for EE, LD, size, and PDI, respectively, when HM amount was 1.8 mg and hydration volume was 9.6 mL. HM-loaded micelles were successfully characterized by Fourier-transform infrared spectroscopy, differential scanning calorimetry, X-ray diffraction, and a fluorescencequenching experiment. Sustained release of Lac-TPCS/HM reached 65.3% in 72 hours at pH 7.4, while free HM released about 99.7% under the same conditions.

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Section: Selection Of Different Methods To Prepare Hm-loaded Micellesmentioning

confidence: 99%

Application of the central composite design to optimize the preparation of novel micelles of harmine

Bei¹,

Zhou²,

You³

et al. 2013

IJN

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“…19 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), rhodamine B, and dimethyl sulfoxide (DMSO) were obtained from Sigma Co, Ltd, (St Louis, MO). Paclitaxel (PTX) was obtained from Xian Haoxuan Bio-tech Co, Ltd (Xian, China).…”

Section: Materials and Methods Materialsmentioning

confidence: 99%

“…19 In brief, 25 mg of DOMC or DOMC-FA conjugates was mixed with 5-20 mg of PTX in 5 mL distilled water, followed by gentle shaking at room temperature for 3 hours. Then the solution was sonicated three times using a probe-type sonifier (JY92-Ultrasonic Processor; Xinzhi, Linbo, China) at 90 W for 2 minutes each under an ice bath condition.…”

Section: Preparation Of Drug-loaded Micellesmentioning

confidence: 99%

“…[15][16][17][18] In our previous work, OCMC was firstly hydrophobically modified with deoxycholic acid, then covalently bound with FA to develop a new cancer-targeted drugdelivery system (DOMC-FA). 19 In this paper, DOMC-FA micelles were used as a biodegradable drug carrier for encapsulation of PTX. The drug-loading eff iciency, encapsulation efficiency, in vitro drug release, and other physicochemical properties of PTX-loaded micelles were investigated in detail.…”

Section: Introductionmentioning

confidence: 99%

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Folate-mediated targeted and intracellular delivery of paclitaxel using a novel deoxycholic acid-O-carboxymethylated chitosan–folic acid micelles

Zhang¹,

Wang²

2012

IJN

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Background: A critical disadvantage for successful chemotherapy with paclitaxel (PTX) is its nontargeting nature to cancer cells. Folic acid has been employed as a targeting ligand of various anticancer agents to increase their cellular uptake within target cells since the folate receptor is overexpressed on the surface of such tumor cells. In this study, a novel biodegradable deoxycholic acid-O-carboxymethylated chitosan-folic acid conjugate (DOMC-FA) was used to form micelles for encapsulating the anticancer drug PTX. Methods and results:The drug-loading efficiency, encapsulation efficiency, in vitro drug release and physicochemical properties of PTX-loaded micelles were investigated in detail. In vitro cell culture studies were carried out in MCF-7 cells, a human breast carcinoma cell line, with folate receptor overexpressed on its surface. An increased level of uptake of folateconjugated micelles compared to plain micelles in MCF-7 cells was observed, and the enhanced uptake of folate-micelles mainly on account of the effective process of folate receptor-mediated endocytosis. The MTT assay, morphological changes, and apoptosis test implied that the folateconjugated micelles enhanced the cell death by folate-mediated active internalization, and the cytotoxicity of the FA-micellar PTX (DOMC-FA/PTX) to cancer cells was much higher than micelles without folate (DOMC/PTX) or the commercially available injectable preparation of PTX (Taxol). Conclusion: Results indicate that the PTX-loaded DOMC-FA micelle is a successful anticancertargeted drug-delivery system for effective cancer chemotherapy.

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“…This was due to their unique ability to form micelles in an aqueous solution. The formation of micelles through self-assemble contained both hydrophilic and hydrophobic groups that can entrap various hydrophobic active ingredients [5]. Furthermore, amphiphilic chitosan derivatives have been seen as a versatile tool as they enhanced their dispersion in aqueous media and enabled a controlled release of the plant derived active ingredients [6].…”

Section: Introductionmentioning

confidence: 99%

Amphiphilic chitosan derivatives as carrier agents for rotenone

Kamari

Aljafree

2017

AIP Conference Proceedings

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Abstract.In the present study, the feasibility of amphiphilic chitosan derivatives, namely oleoyl carboxymethyl chitosan (OCMCs), N,N-dimethylhexadecyl carboxymethyl chitosan (DCMCs) and deoxycholic acid carboxymethyl chitosan (DACMCs) as carrier agents for rotenone in water-insoluble pesticide formulations was investigated. Fourier Transform Infrared (FTIR) Spectrometer, CHN-O Elemental Analyser (CHN-O) and Transmission Electron Microscope (TEM) were used to characterise amphiphilic chitosan derivatives. The critical micelle concentration (CMC) of amphiphilic chitosan derivatives was determined using a Fluorescence Spectrometer. A High Performance Liquid Chromatography (HPLC) was used to determine the ability of OCMCs, DCMCs and DACMCs to load and release rotenone in an in vitro system. Based on TEM analysis, results have shown that amphiphilic chitosan derivatives formed self-assembly and exhibited spherical shape. The CMC values determined for OCMCs, DCMCs and DACMCs were 0.093, 0.098 and 0.468 mg/mL, respectively. The encapsulation efficiency (EE) values for the materials were more than 97.0%, meanwhile the loading capacity (LC) values were greater than 0.90%. OCMCs, DCMCs and DACMCs micelles exhibited an excellent ability to control the release of rotenone, of which 90.0% of rotenone was released within 40 to 52 h. In conclusion, OCMCs, DCMCs and DACMCs possess several key features to act as effective carrier agents for rotenone. Overall, amphiphilic chitosan derivatives produced in this study were successfully increased the solubility of rotenone by 49.0 times higher than free rotenone.

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Preparation and characterizations of a novel deoxycholic acid–O-carboxymethylated chitosan–folic acid conjugates and self-aggregates

Cited by 109 publications

References 62 publications

Application of the central composite design to optimize the preparation of novel micelles of harmine

Application of the central composite design to optimize the preparation of novel micelles of harmine

Folate-mediated targeted and intracellular delivery of paclitaxel using a novel deoxycholic acid-O-carboxymethylated chitosan–folic acid micelles

Amphiphilic chitosan derivatives as carrier agents for rotenone

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Preparation and characterizations of a novel deoxycholic acid–O-carboxymethylated chitosan–folic acid conjugates and self-aggregates

Cited by 109 publications

References 62 publications

Application of the central composite design to optimize the preparation of novel micelles of harmine

Application of the central composite design to optimize the preparation of novel micelles of harmine

Folate-mediated targeted and intracellular delivery of paclitaxel using a novel deoxycholic acid-O-carboxymethylated chitosan&ndash;folic acid micelles

Amphiphilic chitosan derivatives as carrier agents for rotenone

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Folate-mediated targeted and intracellular delivery of paclitaxel using a novel deoxycholic acid-O-carboxymethylated chitosan–folic acid micelles