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DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY · 2015 · IF 2.101

Preparation and in vitro characterization of pluronic-attached polyamidoamine dendrimers for drug delivery

Zhuojun Gu,Meng Wang,Qiongyan Fang,Huaiyu Zheng,Feiyue Wu,Dai Lin,Ying Xu,Yi Jin

Context: Polyamidoamine (PAMAM) dendrimers have attracted lots of interest as drug carriers. And little study about whether pluronic-attached PAMAM dendrimers could be potential drug delivery systems has been carried on.Objective: Pluronic F127 (PF127) attached PAMAM dendrimers were designed as novel drug carriers.Methods: Two conjugation ratios of PF127-attached PAMAM dendrimers were synthesized. 1H nuclear magnetic resonance (1H-NMR), Fourier transform infrared spectrum (FTIR), element analysis and ninhydrin assay were used to characterize the conjugates. Size, zeta potential and critical micelle concentrations (CMC) were also detected. And DOX was incorporated into the hydrophobic interior of the conjugates. Studies on their drug loading and drug release were carried on. Furthermore, hemolysis and cytotoxicity assay were used to evaluate the toxicity of the conjugates.Results and discussion: PF127 was successfully conjugated to the fifth generation PAMAM dendrimer at two molar ratios of 19% and 57% (PF127 to surface amine per PAMAM dendrimer molecular). The conjugates showed an increased size and a reduced zeta potential. And higher CMC values were obtained than pure PF127. Compared with unconjugated PAMAM dendrimer, PF127 conjugation significantly reduced the hemolytic toxicity and cytotoxicity of PAMAM dendrimer in vitro. The encapsulation results showed that the ability to encapsulate DOX by the conjugate of 19% conjugation ratio was better than that of 57% conjugation ratio. And the maximum is ∼12.87 DOX molecules per conjugate molecule. Moreover, the complexes showed a sustained release behavior compared to pure DOX.Conclusion: Findings from the in vitro study show that the PF127-attached PAMAM dendrimers may be potential carriers for drug delivery.

CAS / MDL: 7789-20-0
研究领域: 药学 · 生物医学工程
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CARBOHYDRATE POLYMERS · 2018 · IF 5.158

A recoverable dendritic polyamidoamine immobilized TEMPO for efficient catalytic oxidation of cellulose

Shaojie Liu,Huazhe Liang,Tingting Sun,Desheng Yang,Meng Cao

Polyamidoamine (PAMAM) dendrimers of G1.0 and 2.0 were synthesized by the repeated Michael addition and ester aminolysis of ethylenediamine and methyl acrylate. Through the reductive amination reaction of primary amines in PAMAM and carbonyl groups in 4-oxo-2,2,6,6-tetramethylpiperidine-1-oxyl (4-oxo-TEMPO), the water-soluble PAMAM immobilized TEMPO (PAMAM-TEMPO) was successfully prepared. The obtained PAMAM-TEMPO was characterized by Fourier transform infrared spectroscopy (FT-IR) and ultraviolet-visible spectrophotometer (UV–vis). PAMAM-TEMPO was used as catalyst instead of free TEMPO for selective catalytic oxidation of primary hydroxyl groups in cellulose with water as reaction medium. The results showed that the catalytic performance of G1.0 PAMAM-TEMPO with 28.8% TEMPO loading was equivalent to free TEMPO. After salting out the supernatant of oxidation mixture, PAMAM-TEMPO was recovered by extraction with N ,N- dimethylformamide and reused for further oxidation cycles. No significant reduction in catalytic performance was found after 4 oxidation cycles. The recovery of PAMAM-TEMPO after each cycle was about 90%. By sonication of oxidized cellulose obtained with G1.0 PAMAM-TEMPO as catalyst, the individualized cellulose nanofibers with approximately 10 nm in diameter were successfully prepared. This is the first report on the use of immobilized TEMPO catalysts comparable to the performance of free TEMPO to oxidize cellulose in water.

研究领域: 化学工程 · 材料科学 · 绿色化学
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POLYMER COMPOSITES · 2013 ·Vol. 35 ·期 4 ·627-635 · IF 1.482

Effect of dendrimer-like PAMAM grafted attapulgite on the microstructure and morphology of Nylon-6

Lei Xia,Baoqing Shentu,Zhixue Weng

The effect of dendrimer-like polyamidoamine grafted attapulgite (ATP-PAMAM) on the microstructure and morphology of Nylon-6 (PA6) was investigated. The ATP-PAMAM nanoparticles were prepared by treating attapulgite (ATP) with heat and acid followed by grafting with polyamidoamine (PAMAM) molecules, which was confirmed by Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), and dispersion state in formic acid. The X-ray diffraction (XRD) analysis result indicated that the grafting modification was occurred on the surface of fibrous crystals and did not shift the crystal structure of ATP. PA6/ATP-PAMAM (G 2.0 ) nanocomposites with different modified ATP content were prepared by melt compounding in a twin screw extruder. XRD measurements suggested that the intensity of diffraction peak of α crystalline form of PA6 decreased gradually as the inclusion of ATP-PAMAM(G 2.0 ) into the PA6 matrix, while that of γ crystalline form increased gradually. The results of molau experiment and scanning electron microscopy (SEM) observation showed not only a uniform dispersion of ATP-PAMAM(G 2.0 ) in the PA6 matrix but also a strong interfacial adhesion between them. Mechanical investigation (by tensile test) showed an obvious improvement in the presence of surface modified ATP. POLYM. COMPOS., 35:627–635, 2014. © 2013 Society of Plastics Engineers

CAS / MDL: 919-30-2
研究领域: 材料科学 · 高分子化学
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FIBERS AND POLYMERS · 2020 ·Vol. 21 ·期 6 ·1251-1258 · IF 1.797

Polyamidoamine Immobilized TEMPO Mediated Oxidation of Cellulose: Effect of Macromolecular Catalyst Structure on the Reaction Rate, Oxidation Degree and Degradation Degree

Liang Huazhe,Cao Meng,Yang Desheng,Sun Tingting,Chu Xiaomeng,Liu Shaojie

A series of polyamidoamine (PAMAM) immobilized TEMPO macromolecular catalysts were prepared by condensation reduction reactions between carbonyl groups in 4-O-TEMPO and primary amines in PAMAM. The macromolecular catalyst and NaBr/NaClO were used as catalytic system for selective oxidation of cellulose in aqueous medium. Effects of various factors, such as TEMPO loading ratios and PAMAM generations, were studied on the catalytic performances. Compared with free TEMPO, the macromolecular catalyst with less than 50 % TEMPO loading ratio had a higher reaction rate in the initial stage of the reaction. Especially, the reaction rate of G1.0 PAMAM with 30 % TEMPO loading ratio was comparable to free TEMPO in the whole reaction process. Its cellulose oxidation degree (or catalytic activity) was also equivalent to the level of free TEMPO. Interestingly, the cellulose depolymerization degree of macromolecular catalyst was not affected by the cellulose oxidation degree and was lower than that of free TEMPO. The macromolecular catalyst could be recycled efficiently by the combination of supernatant circulation and salting-out extraction, and the recycling performance was excellent.

研究领域: 化学工程 · 材料科学
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JOURNAL OF LUMINESCENCE · 2018 · IF 2.732

Oxidization and aggregation of first generation poly(amidoamine) with an enhanced fluorescent performance

Yong Kuai,Changchang Zhang,Dule Hao,Xiang Liu,Liang Ma

Organic amines are apt to be oxidized in natural environment. Therefore, preparation of fluorescent materials derived from organic amines should think of the role of oxidized amines. However, this is neglected according to some reports. Herein, first generation poly(amidoamine) ( PAMAM 1.0G ) dendrimers with inherent weak photoluminescence was oxidized by ambient oxygen under heating of 180 °C for 60 min which brought an obvious enhancement of fluorescent quantum yield (QY). The oxidation was proved by both infrared and 1 H nuclear magnetic resonance. Image of transmission electron microscope (TEM) also revealed the aggregation of PAMAM 1.0G after they were suffered from the lasting heating. The enhancement of QY was also observed when the mixture of aqueous solution of PAMAM 1.0G and citric acid were disposed under the same conditions. And the QY reached as high as 64.40%, which is much higher than that of the fluorescent materials derived from sole citric acid. TEM image also exhibited the aggregation of the product. The carboxyl of the aggregated particle could be activated by N-hydroxysuccinimide and could be bonded with bovine serum albumin realizing the fluorescent labeling of BSA finally, which was demonstrated by the image of gel electrophoresis .

研究领域: 材料科学 · 化学
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EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES · 2015 · IF 3.35

Dendrimeric anticancer prodrugs for targeted delivery of ursolic acid to folate receptor-expressing cancer cells: Synthesis and biological evaluation

Yu Gao,Zhihong Li,Xiaodong Xie,Chaoqun Wang,Jiali You,Fan Mo,Biyu Jin,Jianzhong Chen,Jingwei Shao,Haijun Chen,Lee Jia

The anticancer efficacy of ursolic acid (UA) was limited by poor water solubility, non-specific tumor distribution, and low bioavailability. To overcome this problem, polyamidoamine (PAMAM) conjugated with UA and folic acid (FA) as novel dendrimeric prodrugs were designed and successfully synthesized by a concise one-pot synthetic approach. Both FA and UA were covalently conjugated to the surface of PAMAM through acid-labile ester bonds and the covalently linked UA could be hydrolysed either in acidic (pH 5.4) or in neutral (pH 7.4) PBS solution. The cellular uptake study indicated that the presence of FA enhanced uptake of the dendrimeric prodrugs in folate receptor (FR) over-expressing Hela cells. The enhanced cellular uptake could be due to the electrostatic absorptive endocytosis and FR-mediated endocytosis. In contrast, for HepG2 cells, a FR-negative cell line, FA conjugation on the surface of the dendrimer showed no effect on the cellular uptake. In MTT assay and cell cycle analysis, FA-modified dendrimeric prodrugs showed significantly enhanced toxicity than non-FA-modified ones in Hela cells. These results suggested that FA-modified dendrimeric UA prodrugs have the potential for targeted delivery of UA into cancer cells to improve its anti-tumor efficacy.

CAS / MDL: 69-93-2
研究领域: 药理学 · 肿瘤学
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MICROCHEMICAL JOURNAL · 2021 · IF 4.821

Poly amidoamine functionalized poly (styrene-divinylbenzene-glycidylmethacrylate) composites for the rapid enrichment and determination of N-phosphoryl peptides

Dandan Guo,Shuxin Yu,Nadeem Muhammad,Shaohua Huang,Yan Zhu

In this work, poly amidoamine grafted composites were proposed as enrichment adsorption materials. The composites were synthesized by grafting poly amidoamine dendrimers onto the surface of poly (styrene–divinylbenzene-glycidylmethacrylate) beads. The number of surface functional groups and adsorption capacities of the composites were controllable by varying the generations of poly amidoamine dendrimers. Afterward, adsorption parameters and desorption eluents were optimized by using N-phosphoryl dipeptide as a target molecular. Under the optimized condition, N-phosphoryl dipeptides in aqueous could be rapidly adsorbed within 30 s, and comparatively high selectivity, enrichment efficiency and recovery efficiency were obtained at pH 3 to 7. The used adsorbents show good reproducibility after being washed by methanol solvent. Reliability of the adsorbents was demonstrated by the determination of N-phosphoryl dipeptide in drinking water samples with the efficient dispersive solid phase extraction-high performance liquid chromatography method. According to the obtained result, the adsorbent showed satisfactory repeatability (RSD ≤ 5.51) and good recoveries (90.52–102.84%).

研究领域: 分析化学 · 生物化学
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JOURNAL OF MEMBRANE SCIENCE · 2020 · IF 7.183

The establishment of high-performance anti-fouling nanofiltration membranes via cooperation of annular supramolecular Cucurbit[6]uril and dendritic polyamidoamine

Jing Cai,Xue-Li Cao,Yi Zhao,Fu-Yi Zhou,Zhaoliang Cui,Yong Wang,Shi-Peng Sun

In this work, annular supramolecular cucurbit[6]uril (CB6) and dendritic polyamidoamine (PAMAM) were employed to construct high-performance nanofiltration (NF) membranes via one-step interfacial polymerization (IP) process. The obtained membrane features not only the enlarged polyamide tunnels based on the large steric hindrance of CB6 and PAMAM but also the novel hydrophobic rotaxane tunnels based on the host-guest chemistry between CB6 and piperazine (PIP) or PAMAM. The CB6/PAMAM-modified membrane achieved nearly four times enhancement of pure water permeability (PWP) compared to the unmodified traditional membranes with still high Na 2 SO 4 rejection. This indicates the positive contribution of CB6/PAMAM-modification to overcome the “trade-off” effect limiting NF development. In addition, the modified membrane shows the industry-leading separation performance for monovalent and bivalent anions due to the cooperation between the modified pore-size and surface charge. More valuably, CB6/PAMAM-modified membrane manifests the strong anti-fouling property not only in inorganic salt system but also in organic pollutant system based on the modified surface characteristics, indicating its broader application fields. This provides a feasible method to prepare a high-performance anti-fouling NF membrane.

研究领域: 材料科学 · 环境工程 · 化学工程
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Polymer Chemistry · 2013 ·Vol. 4 ·期 6 ·2164-2167 · IF 5.231

Poly(amidoamine) modified graphene oxide as an efficient adsorbent for heavy metal ions

Yang Yuan,Guanghui Zhang,Yang Li,Guoliang Zhang,Fengbao Zhang,Xiaobin Fan

Poly(amidoamine) modified graphene oxide was prepared via a grafting-from method and characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM) and atomic force microscopy (AFM). Evaluation of its adsorption capacity for heavy metal ions demonstrated that the poly(amidoamine) modified graphene oxide had superior adsorption ability towards heavy metal ions such as Cu2+, Zn2+, Fe3+, Pb2+ and Cr3+.

CAS / MDL: 107-15-3 96-33-3
研究领域: 材料科学 · 环境科学
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REACTIVE & FUNCTIONAL POLYMERS · 2018 · IF 2.975

Mechano-responsive fluorescent hyperbranched poly(amido amine)s

Wen Yang,Shengnan Wang,Ran Li,Jian Xu,Wentao Hao

A growing interest has been devoted to the mechano-responsive fluorescent polymers recently for their potential applications in mechanosensors, memory devices, security papers, etc. In this article, we demonstrated that hyperbranched poly(amido amine)s (HPAMAMs) are novel mechano-responsive fluorescent polymers. The fluorescence intensity of HPAMAM films sensitively increases as the films stretch, both for small and large strains. After the strain is released, the fluorescence intensity of HPAMAMs can quickly return to nearly original values. Moreover, the fluorescence intensity of HPAMAMs continuously changes when experiencing cyclic stretching and releasing. It is believed that this work provides a new insight for the research of mechano-responsive fluorescent polymers.

CAS / MDL: 124-09-4
研究领域: 材料科学 · 化学
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JOURNAL OF PHYSICAL CHEMISTRY B · 2014 · IF 3.377

Poly(amidoamine) and Poly(propyleneimine) Dendrimers Show Distinct Binding Behaviors with Sodium Dodecyl Sulfate: Insights from SAXS and NMR Analysis

Tianfu Li,Naimin Shao,Yuntao Liu,Jingjing Hu,Yu Wang,Li Zhang,Hongli Wang,Dongfeng Chen,Yiyun Cheng

We investigate the interactions of generation 3 (G3) poly(amidoamine) (PAMAM) and G3 poly(propylenimine) (PPI) dendrimers with sodium dodecyl sulfate (SDS) in aqueous solution. Size and structure of the dendrimer–SDS aggregates as a function of SDS/dendrimer molar ratio were revealed by SAXS and NMR. G3 PAMAM has a relatively open and dense-core structure, while G3 PPI with the same number of surface amine groups possesses a compact and uniform structure. Upon addition of SDS, much more SDS monomers were encapsulated in the interior of PPI rather than in PAMAM. More significant size increase in PAMAM–SDS aggregate is observed at low SDS concentrations, due to the binding of SDS on PAMAM surface and further assembly into larger supramolecular structures. Both noncooperative and cooperative binding of SDS on G3 PPI surface are observed, while only noncooperative binding is proposed on G3 PAMAM, due to its open surface and large surface group distance. The size of the PPI–SDS complex is larger than that of PAMAM–SDS at higher SDS concentrations. Within the investigated SDS concentrations, SDS exhibits much stronger interactions with G3 PPI than with G3 PAMAM. These results provide new insights into dendrimer–surfactant interactions and explain why PPI is much more cytotoxic than PAMAM.

CAS / MDL: 151-21-3
研究领域: 生物化学 · 材料科学 · 分子生物学
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FOOD CHEMISTRY · 2019 · IF 5.399

A polyamidoamine-mediated competitive colorimetric assay based on gold nanoparticles for determining acid values in edible sunflower seed, corn and extra virgin olive oils

Yujun Guo,Xiao Liang,Junmin Bi,Rui Ling,Yuhao Jiang,Zhoufan Mou,Feng Huang,Weidong Qin

We synthesized polyamidoamine (PAMAM) dendrimers and citrate-capped gold nanoparticles (AuNPs), and explored the applicability of the PAMAM/AuNP assay in determining total free fatty acid (FFA) contents in edible oils based on a competitive colorimetry, in which the PAMAM-triggered AuNP aggregation was suppressed by FFAs. The generation and concentration of PAMAMs, the chain lengths of FFAs as well as the concentration and pH of the background electrolytes of the assay were optimized. The average acid values of the sunflower seed, corn and extra virgin olive oils determined by PAMAM/AuNP assay were 1.31 ± 0.07, 0.33 ± 0.02 and 1.49 ± 0.07, respectively, which were not significantly different from the corresponding 1.27 ± 0.08, 0.32 ± 0.01 and 1.61 ± 0.06 by the standard nonaqueous titration. Our results suggest that the method is promising in detecting FFAs in edible oils, and implementation of the method expands the technological scope for FFA analysis.

研究领域: 食品科学 · 分析化学
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