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LANGMUIR · 2014 · IF 4.384

Rough Glass Surface-Mediated Formation of Vesicles from Lauryl Sulfobetaine Micellar Solutions

Xiaoyu Zhu,Na Du,Ruiying Song,Wanguo Hou,Shue Song,Renjie Zhang

We report novel vesicles composed of the zwitterionic surfactant lauryl sulfobetaine (LSB), which is a simple single-tailed surfactant (STS). The novel vesicles spontaneously formed from LSB micellar solutions with the mediation of a rough glass surface (RGS) in the absence of any cosurfactants or additives. Importantly, the obtained STS vesicles displayed good stability upon long-term storage, exposure to high temperature, and freeze–thawing after the RGS was removed. The pH of the LSB solution (4.0–9.0) and the presence of NaCl (1.0 × 10–5 and 1.0 × 10–4 mol/L) in the LSB solution had no obvious influence on the formation and stability of the vesicles. The adsorption configuration of LSB on the RGS was investigated via water contact angle measurements and atomic force microscope observations. The results showed that LSB adsorption bilayers could form on the RGS, and the bilayer adsorption of LSB on the RGS and the roughness of the solid surface played a key role in the vesicle formation. A possible mechanism for the RGS-mediated formation of LSB vesicles is proposed: LSB micelles and molecules adsorb on the RGS to form curved bilayers, and the curved bilayers are then detached from the RGS and close to form vesicles. To the best of our knowledge, this is the first report of LSB alone forming vesicles. This finding extends our understanding of the nature of vesicle systems.

CAS / MDL: 129-00-0
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POLYMER BULLETIN · 2015 ·Vol. 72 ·期 12 ·3097-3117 · IF 1.438

Synthesis of amphiphilic alginate derivatives and electrospinning blend nanofibers: a novel hydrophobic drug carrier

Chen Xiuqiong,Yan Huiqiong,Sun Wei,Feng Yuhong,Li Jiacheng,Lin Qiang,Shi Zaifeng,Wang Xianghui

As a kind of novel hydrophobic drug carrier materials, the drug-loaded nanofibers were successfully fabricated using amphiphilic alginate derivative (AAD) and poly (vinyl alcohol) (PVA) by electrospinning method. The AAD was synthesized by amide linkage attachment of octylamine onto the carboxylic group of alginate, which was characterized by the means of elemental analysis, FT-IR spectrometer, 1 H NMR spectrometer and fluorescence measurement. Experimental results showed the amidation of alginate was successful, in which the degree of modification was 0.27 and the critical aggregation concentration in 0.15 mol/L aqueous NaCl solution was 0.43 mg/mL. The octyl groups of AAD could effectively make alginate chains flexible and enhance chain entanglements through the hydrophobic interactions between octyl groups. In contrast to sodium alginate (SA)/PVA blend solutions, AAD/PVA blend solutions showed more excellent electrospinnability. Additionally, the different volume ratios of SA or AAD to PVA played an important role in the formation and morphology of the electrospun blend nanofibers. Although the amidation of alginate could not fundamentally alter the spinnability of alginate, the content of alginate in the blend nanofibers was appropriately increased. The new generated drug-loaded AAD/PVA (20/80) blend nanofibers exhibited relatively continuous and uniform nanofibers with the average diameter of 191.72 nm. Compared to the drug-loaded SA/PVA (20/80) blend nanofibers, the drug-loaded AAD/PVA (20/80) blend nanofibers presented a sustained release performance with the slow release of about 76 % λ-cyhalothrin during the initial period of 10 h.

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INTERNATIONAL JOURNAL OF PHARMACEUTICS · 2015 · IF 3.65

Preparation and characterization of the ion-fixed mixed micelles with superior stability

Yang Li,Yang Fu,Hongyu Guo,Lixue Zhang,Lingling Huang,Li Yang

The inherent instability of micelles remains a main challenge for antitumor drug delivery, the objective of this study is to prepare and characterize the ion-fixed mixed micelles with significantly improved stability. The mixed micelles and ion-fixed mixed micelles combining the carboxy-containing PLA (PLA-COO − ) and mPEG-PLA were formed by inserting PLA-COO − into micellar core without and with metal ions , respectively. The critical micelle concentration (CMC) of mixed micelle depended on the origin PLA length in the mPEG-PLA, whereas kinetic stability of the mixed micelles was significantly improved, irrespective of the PLA length. However, curcumin (Cur)-loaded mixed micelles did not show higher physical stability upon dilution and Cur-micelle bonding constant due to the lower loading space. On the contrary, the ion-fixed mixed micelles formed in the presence of CaCl 2 solution showed a high physical stability upon dilution due to the solidification of micellar core by forming the more hydrophobic (PLA-COO − ) 2 Ca 2+ complex. The Cur-loaded ion-fixed mixed micelles showed the comparable cellular uptake of Cur and cytotoxicity in comparison with mPEG-PLA micelles. Our study highlights a universal combining strategy of ion-fixed mixed micelles with superior stability to individual micelles for antitumor drug delivery.

CAS / MDL: 9048-46-8 129-00-0
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RSC Advances · 2015 ·Vol. 5 ·期 120 ·99418-99424 · IF 3.84

Preparation and characterization of N-phthaloyl-chitosan-g-(PEO–PLA–PEO) as a potential drug carrier

Jinda Fang,Ke Zhang,Jingwei Jia,Zhengke Wang,Qiaoling Hu

To improve the drug-loading capacity and control the initial release of amphiphilic drug carriers, a series of N-phthaloyl-chitosan-g-(PEO–PLA–PEO) compounds were synthesized with well-defined structures. The self-assembly behavior of copolymers in aqueous solutions was confirmed by various techniques such as fluorescence spectrometry, dynamic light scattering, and transmission electron microscopy. The results demonstrated that the micellization behavior of graft copolymers was different from that of their linear counterparts. The micelle sizes of the graft copolymers could be tuned with chemical composition as well as temperature. Furthermore, when hydrophobic indomethacin was loaded into the micelles, the graft copolymer micelles trapped more indomethacin than PEO–PLA–PEO micelles, facilitating the in vitro control of the initial burst release of the drug. Drug release could be controlled in vitro by simply altering the EO/LA ratio of the grafting chains. The graft copolymer showed low cytotoxicity to 293T cells, indicating its great potential application for drug delivery.

CAS / MDL: 53-86-1 129-00-0
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JOURNAL OF APPLIED POLYMER SCIENCE · 2015 ·Vol. 133 ·期 3 · IF 1.768

Complex aggregates formed with a hyperbranched polyglycerol derivative for drug delivery

Qianqian Zheng,Xiaoyan Zhou,Hui Li,Dong Ma,Wei Xue

An amphiphilic hyperbranched polyglycerol derivative (HPG-C18) was synthesized by the anionic ring-opening copolymerization with glycidol and 1,2-epoxyloctadecane as the monomers. This hyperbranched polymer formed large complex aggregates as confirmed by dynamic light scattering and transmission electron microscopy tests. Because of its amphiphilic properties, HPG-C18 was explored to load hydrophobic docetaxel, a clinical antitumor drug, and deliver it into breast cancer cell line (MCF-7) cells. To investigate the application of the aggregates in drug delivery, blood compatibility was studied by hemolysis analysis, red blood cell observation, and thromboelastography assay. These results indicate that HPG-C18 inhibited MCF-7 proliferation effectively with good blood compatibility, and this suggested a potential application in tumor therapy. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133 , 42895.

CAS / MDL: 556-52-5 129-00-0
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Polymer Chemistry · 2015 ·Vol. 7 ·期 4 ·899-904 · IF 5.52

Synthesis of photoresponsive polymeric propesticide micelles based on PEG for the controlled release of a herbicide

Kaikai Ding,Liyan Shi,Ling Zhang,Tian Zeng,Yihua Yin,Ying Yi

A novel amphiphilic polymer–pesticide conjugate was synthesized by conjugation of PEG with the photolabile o-nitrobenzyl group followed by grafting dichlorophenoxyacetic acid (2,4-D), which can self-assemble into photoresponsive micelles in aqueous solutions for a controlled release of the herbicide. 1H NMR and FT-IR confirmed the structure of the synthesized conjugate. TEM observations showed that the micelles had a core–shell configuration. DLS and TEM measurements showed that the average diameters of the micelles decreased by about 40 nm after 365 nm UV irradiation. 1H NMR and UV-Vis studies confirmed that the photoresponse may be ascribed to the photolytic cleavage of o-nitrobenzyl as the connecting arm in the polymeric chain. No release of the micelles was detected without light, while the cumulative release rate from the micelles increased gradually upon solar-simulating radiation, reaching 99.6% in 8 h.

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ACS Applied Materials & Interfaces · 2015 · IF 6.723

Redox-Responsive Polyphosphoester-Based Micellar Nanomedicines for Overriding Chemoresistance in Breast Cancer Cells

Yin-Chu Ma,Jun-Xia Wang,Wei Tao,Chun-Yang Sun,Yu-Cai Wang,Dong-Dong Li,Feng Fan,Hai-Sheng Qian,Xian-Zhu Yang

Multidrug resistance (MDR) has been recognized as a key factor contributing to the failure of chemotherapy for cancer in the clinic, often due to insufficient delivery of anticancer drugs to target cells. For addressing this issue, a redox-responsive polyphosphoester-based micellar nanomedicine, which can be triggered to release transported drugs in tumor cells, has been developed. The micelles are composed of diblock copolymers with a hydrophilic PEG block and a hydrophobic polyphosphoester (PPE) block bearing a disulfide bond in a side group. After incubating the redox-responsive micelles with drug-resistant tumor cells, the intracellular accumulation and retention of DOX were significantly enhanced. Moreover, after internalization by MDR cancer cells, the disulfide bond in the side group was cleaved by the high intracellular glutathione levels, resulting in a hydrophobic to hydrophilic transition of the PPE block and subsequent disassembly of the micelles. Thus, the encapsulated DOX was rapidly released, and abrogation of drug resistance in the cancer cells was observed in vitro. Moreover, the DOX-loaded redox-responsive micelles exhibited significantly enhanced inhibition of tumor growth in nude mice bearing MCF-7/ADR xenograft tumors via tail vein injection, indicating that such micelles have great potential in overcoming MDR for cancer therapy.

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JOURNAL OF CHROMATOGRAPHY A · 2015 · IF 4.169

A hydrazone covalent organic polymer based micro-solid phase extraction for online analysis of trace Sudan dyes in food samples

Chengjiang Zhang,Gongke Li,Zhuomin Zhang

Covalent organic polymers (COPs) connected by covalent bonds are a new class of porous network materials with large surface area and potential superiority in sample pretreatment. In this study, a new hydrazone linked covalent organic polymer (HL-COP) adsorbent was well-designed and synthesized based on a simple Schiff-base reaction. The condensation of 1,4-phthalaldehyde and 1,3,5-benzenetricarbohydrazide as organic building blocks led to the synthesis of HL-COP with uniform particle size and good adsorption performance. This HL-COP adsorbent with high hydrophobic property and rich stacking π electrons contained abundant phenyl rings and imine ( C N) groups throughout the entire molecular framework. The adsorption mechanism was explored and discussed based on π–π affinity, hydrophobic effect, hydrogen bonding and electron–donor–acceptor (EDA) interaction, which contributed to its strong recognition affinity to target compounds. Enrichment factors were 305–757 for six Sudan dyes by HL-COP micro-solid phase extraction (μ-SPE), indicating its remarkable preconcentration ability. Furthermore, the adsorption amounts by HL-COP μ-SPE were 1.0–11.0 folds as those by three commonly used commercial adsorbents. Then, HL-COP was applied as adsorbent of online μ-SPE coupled with high performance liquid chromatography (HPLC) for enrichment and analysis of trace Sudan dyes in food samples with detection limit of 0.03–0.15   μg/L. The method was successfully applied for online analysis of chilli powder and sausage samples. Sudan II and Sudan III in one positive chilli powder sample were actually found and determined with concentrations of 8.3 and 6.8   μg/kg, respectively. The recoveries of chilli powder and sausage samples were in range of 75.8–108.2% and 73.8–112.6% with relative standard deviations of 1.2–8.5% and 1.9–9.4% ( n   =   5), respectively. The proposed method was accurate, reliable and convenient for the online simultaneous analysis of trace Sudan dyes in food samples.

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CHEMOSPHERE · 2013 · IF 3.137

Effect of rhizodeposition on pyrene bioaccessibility and microbial structure in pyrene and pyrene–lead polluted soil

Jing Wei,Xiaoyan Liu,Qian Wang,Chuanhua Wang,Xueping Chen,Hongbing Li

Phytoremediation for PAH hydrocarbons has been widely studied, but few focus on the influence of rhizodeposition on their bioaccessibility during the process. This literature revealed the effect of celery ( Apium graveolens ) rhizodeposition on pyrene fractionation and bioaccessibility in simulated pyrene and pyrene–lead contaminated microcosms. A sequential extraction methodology was used to quantify different morphological fractions of pyrene in the soil, and phospholipid fatty acid (PLFA) pattern to monitor shifts in microbial populations. Bioaccessible pyrene accounted for the largest proportion of the total removal. Biodegradation of both bioaccessible and associated pyrene fractions was enhanced by celery rhizodeposition in pyrene spiked soils. However, rhizodeposition promoted the removal of bioaccessible rather than associated fractions in pyrene–lead spiked soils. In contrast, the bound fraction increased over time in pyrene spiked soils without amendment, but kept relatively stable in amended microcosms. It was found that rhizodeposition facilitated the reproduction of all the subgroups of soil microorganisms through PLFA analysis. Although all the subgroups contributed to the removal of bioaccessible pyrene, only abundances of unsaturated and cyclic fatty acids were positively correlated with the removal of associated pyrene. These findings provide meaningful insights into the microecological mechanisms involved in the phytoremediation of PAH polluted sites.

CAS / MDL: 129-00-0
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ACS Applied Materials & Interfaces · 2013 · IF 5.008

Highly Selective Detection of Polycyclic Aromatic Hydrocarbons Using Multifunctional Magnetic–Luminescent Molecularly Imprinted Polymers

Hao Li,Leyu Wang

A facile method is presented for the selective luminescence detection of trace polycyclic aromatic hydrocarbons (PAHs) based on a combination of the specific recognition of molecularly imprinted polymers (MIPs) and magnetic separation (MS). Multifunctional magnetic–luminescent MIP nanocomposites were fabricated via a one-pot emulsion strategy using polystyrene-co-methacrylic acid copolymer, hydrophobic Fe3O4 nanoparticles and luminescent LaVO4:Eu3+ nanoparticles as building blocks with a phenanthrene template. The resulting nanocomposites can be employed in a simple method for the luminescence detection of phenanthrene. Furthermore, magnetic separation of the nanocomposites from the target mixture prior to luminescence detection of phenanthrene affords significantly enhanced selectivity and sensitivity, with a 3σ limit of detection (LOD) as low as 3.64 ng/mL. Milk samples spiked with phenanthrene (5.0 μg/mL) were assayed via this method and recoveries ranging from 97.11 to 101.9% were obtained, showing that our strategy is potentially applicable for the preconcentration, recovering, and monitoring of trace PAHs in complex mixtures.

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INTERNATIONAL JOURNAL OF PHARMACEUTICS · 2013 · IF 3.458

Self-assembled nanoparticles based on galactosylated O-carboxymethyl chitosan-graft-stearic acid conjugates for delivery of doxorubicin

Hejian Guo,Dianrui Zhang,Caiyun Li,Lejiao Jia,Guangpu Liu,Leilei Hao,Dandan Zheng,Jingyi Shen,Tingting Li,Yuanyuan Guo,Qiang Zhang

A novel polymer, i.e. galactosylated O-carboxymethyl chitosan-graft-stearic acid (Gal-OCMC-g-SA) was synthesized for liver targeting delivery of doxorubicin . The chemical structure was characterized by FT-IR, 1 H NMR and elemental analysis. Gal-OCMC-g-SA could self-assemble into nanoparticles with diameter of 160   nm by probe sonication in aqueous medium and exhibited a low critical aggregation concentration of 0.047   mg/mL. The DOX-loaded Gal-OCMC-g-SA (Gal-OCMC-g-SA/DOX) self-assembled nanoparticles were almost spherical in shape with an average diameter of less than 200   nm and zeta potential of around −10   mV. In vitro release revealed that the Gal-OCMC-g-SA/DOX nanoparticles exhibited a sustained and pH-dependent drug release manner. Furthermore, the hemolysis test demonstrated the good safety of Gal-OCMC-g-SA in blood-contacting applications. These results indicated that Gal-OCMC-g-SA/DOX nanoparticles were highly potential to be applied in cancer therapy.

CAS / MDL: 129-00-0
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JOURNAL OF CHROMATOGRAPHIC SCIENCE · 2013 ·Vol. 52 ·期 8 ·932-937 · IF 0.794

Ultra Preconcentration of Polycyclic Aromatic Hydrocarbons in Smoked Bacon by a Combination of SPE and DLLME

Liu Xiaofang,Zhou Shu,Zhu Quanfei,Ye Yong,Chen Huaixia

A sample pretreatment method, solid-phase extraction combined with dispersive liquid–liquid microextraction (SPE–DLLME), was established for the sensitive determination of polycyclic aromatic hydrocarbons (PAHs) in smoked bacon samples. In the SPE–DLLME process, three PAHs including naphthalene (Naph), phenanthrene (Phen) and pyrene (Pyr) were extracted from samples and transferred into C18 SPE cartridge. The target analytes were subsequently eluted with 1.2 ml of acetonitrile–dichloromethane (5:1, v/v) mixture solution. The eluent was injected directly into the 5.0 ml ultrapure water in the subsequent DLLME procedure. The sedimented phase was concentrated under a gentle nitrogen flow to 120.0 µl. Finally, the analytes in the extraction solvent were determined by high-performance liquid chromatography with a ultra-violet detector. Some important extraction parameters affecting the performance, such as the sample solution flow rate, breakthrough volume, salt addition as well as the type and volume of the elution solvent were optimized. The developed method provided an ultra enrichment factors for PAHs ranged from 3478 to 3824. The method was applied for the selective extraction and sensitive determination of PAHs in smoked bacon samples. The limits of detection (S/N = 3) were 0.05, 0.01, 0.02 μg kg−1 for Naph, Phen, Pyr, respectively.

CAS / MDL: 91-20-3 85-01-8 129-00-0
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