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Polymers · 2019 ·Vol. 11 ·期 3 ·511 · IF 3.164

pH-Responsive Micelles Assembled by Three-Armed Degradable Block Copolymers with a Cholic Acid Core for Drug Controlled-Release

Jingjie Feng,Weiqiu Wen,Yong-Guang Jia,Sa Liu,Jianwei Guo

One of the most famous anticancer drugs, paclitaxel (PTX), has often been used in drug controlled-release studies. The polymers derived from bio-compound bile acids and degradable poly(ε-caprolactone) (PCL) form a reservoir and have been used as a drug delivery system with great advantages. Herein, we grafted poly(N,N-diethylaminoethyl methacrylate) and poly(poly(ethylene glycol) methyl ether methacrylate) into the bile acid-derived three-armed macroinitiator CA-(PCL)3, resulting in the amphiphilic block copolymers CA-(PCL-b-PDEAEMA-b-PPEGMA)3. These pH-responsive three-armed block copolymers self-assembled into micelles in aqueous solution and PTX was encapsulated into the micellar core to form PTX-loaded micelles with a drug loading of 29.92 wt %. The micelles were stable in PBS at pH 7.4 and showed a pH-triggered release behavior of PTX under acidic environments, in which 55% of PTX was released at pH 5.0 in 80 h. These cholic acid-based functionalized three-armed block polymers present good biocompatibility, showing great potential for drug controlled-release.Keywords:cholic acid;pH-sensitive;PTX;drug delivery

研究领域: 生物材料学 · 药剂学
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JOURNAL OF ALLOYS AND COMPOUNDS · 2018 · IF 3.779

Carbon nanodots with intense emission from green to red and their multifunctional applications

Sai Lin,Yinzi Cheng,Chun Lin,Jiali Fang,Weidong Xiang,Xiaojuan Liang

In this report, carbon nanodots (CDs) with tunable full-color emission were successfully synthesized by a solvothermal method. By changing the carbon source (p-phenylenediamine or o-phenylenediamine) and the concentration, green, yellow, orange and red CDs (GCDs, YCDs, OCDs and RCDs) were successfully fabricated. As the concentration of the starting materials was increased, the emission peak was red-shifted. The shifted peaks showed strong intensity and an obvious color change. This concentration-dependent effect was attributed to the reabsorption phenomenon. Carbon source was critical in determining the fluorescence properties and the quantum yield (QY) of full-color CDs was high. The CDs also presented a distinct pH sensitivity. The PL intensity of RCDs showed linear decreases over decreasing pH from 11 to 4 and from 4 to 2. Fluorescent oil carrying CDs was successfully applied for various purposes such as anti-counterfeiting, information encryption and storage purposes. An RCD film was successfully fabricated that could improve the correlated color temperature and color rendering index of white light-emitting diodes.

研究领域: 材料科学 · 光学 · 化学
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Polymers · 2018 ·Vol. 10 ·期 10 ·1127 · IF 2.935

Design, Synthesis, and Characterization of Schiff Base Bond-Linked pH-Responsive Doxorubicin Prodrug Based on Functionalized mPEG-PCL for Targeted Cancer Therapy

Yinglei Zhai,Xing Zhou,Zhiqiang Zhang,Lei Zhang,Dianyu Wang,Xinhui Wang,Wei Sun

The side effects of doxorubicin (DOX) extremely limit its application in the treatment of malignant tumors. Nano-sized polymeric drugs based on the acidic microenvironment of tissular- or intra- tumor have attracted ample attention because of their potential in reducing side effects. In this research, an amphiphilic diblock copolymer based on poly (ethylene glycol) (PEG) and functionalized polycaprolactone (PCL) was synthesized and utilized as the drug carrier. DOX was chemically conjugated with the polymer via acid-cleavable imine bonds to obtain a novel pH-sensitive DOX prodrug (mPEG-PCL-Imi-DOX). mPEG-PCL-Imi-DOX (24.2 wt % DOX content) formed micelles with an average diameter of 125 nm through a simple solvent evaporation method. The in vitro release profile demonstrated that DOX release of the prodrug micelles was pH-responsive and able to be accelerated with the decrease of pH. In vitro cytotoxicity assay tests revealed that the pH-sensitive DOX prodrug micelles exhibited relatively lower toxicity and similar antitumor efficacy towards MCF-7 cells compared with free DOX. Hence, the DOX prodrug micelles with imine bonds can offer a carrier with great potential for chemo-therapeutics.Keywords:doxorubicin;pH-sensitive;prodrug;micelles;imine

研究领域: 药学 · 肿瘤学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2016 · IF 3.138

Manipulation of pH-Sensitive interactions between podophyllotoxin-chitosan for enhanced controlled drug release

Chao Chen,Yong Yu,Xiaoli Wang,Ping Shi,Yibing Wang,Ping Wang

Podophyllotoxin (PPT) offers a broad-spectrum of anticancer activities, but little has been reported for its controlled release. This work shows that by manipulating molecular interactions between PPT and Chitosan, efficient nanoscale capsulation of PPT can be realized. The drug encapsulation efficiency is as high as 52%, with a final particle drug loading in the order of 10% (wt/wt). It further demonstrates that changes in pH can also significantly affect the rate of drug release from the Chitosan nanoparticles. Upon contact with cancer cells, chitosan nanoparticles enable efficient internalization and drug release. In vitro evaluations with HepG-2 and MCF-7 cells indicate that the chitosan nanoparticle carriers can improve drug efficacy in comparison to free PPT, most likely by regulating the intrinsic apoptotic signaling pathway to induce apoptosis. Overall, PPT chitosan nanoparticles promise a safe and efficient drug delivery system for PPT.

CAS / MDL: 518-28-5
研究领域: 药理学 · 生物材料 · 肿瘤学
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JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION · 2018 · IF 1.911

Synthesis and evaluation of water soluble pH sensitive poly (vinyl alcohol)-doxorubicin conjugates

Nahla Rahoui,Bo Jiang,Nadia Taloub,Mohammad Hegazy,Yu Dong Huang

The accuracy of spatiotemporal control cargo delivery and release are primordial to enhance the therapeutic efficiency and decrease the undesirable effects, in this context a novel prodrug were developed based on biocompatible polyvinyl alcohol (PVA) substrate. PVA was conjugated to doxorubicin (PVA-DOX) via an acid-labile hydrazone linkage. PVA was first functionalized with acidic groups, then reacted with hydrazine hydrate to form an amide bond. The amine group of PVA hydrazide was linked to carbonyl group (C = O) of DOX to form a pH sensitive hydrazone bond. The molecular structure of the PVA-DOX was confirmed by FTIR, XPS, and 1H-NMR analysis methods. The degree of grafting were evaluated by TGA and confirmed by XPS, which reveals the successful bond attachment of DOX to PVA. Our findings confirm pH dependent DOX release from PVA-DOX prodrug with faster release rate in acidic environment (pH 5.0, pH 6.0) and slower release rate in neutral pH environment (pH 7.4). Compared to the primary DOX, our synthesized PVA-DOX conjugates could exhibit a promising therapeutic effect, high biocompatibility and zero premature release. The results prove the successful synthesis of PVA-DOX conjugates with high efficiency.

CAS / MDL: 6066-82-6 7647-01-0
研究领域: 药剂学 · 生物材料学 · 肿瘤学
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Water · 2022 ·Vol. 14 ·期 8 ·1190 · IF 3.53

pH-Responsive Eco-Friendly Chitosan–Chlorella Hydrogel Beads for Water Retention and Controlled Release of Humic Acid

Hao Li,Jin Wang,Yu Luo,Bo Bai,Fangli Cao

For improving the mechanical strength of controlled release fertilizer (CRF) hydrogels, a novel material ofChlorellawas employed as a bio-based filler to prepare chitosan–chlorella hydrogel beads with physical crosslink method. Here, the synthesis mechanism was investigated, and the chitosan–chlorella hydrogel beads exhibited enhanced mechanical stability under centrifugation and sonication than pure chitosan hydrogel beads.Chlorellabrought more abundant functional groups to original chitosan hydrogel, hence, chitosan–chlorella hydrogel beads represented greater sensitivity and controllable response to external factors including pH, salt solution, temperature. In distilled water, the hydrogel beads with 40 wt%Chlorellareached the largest water absorption ratio of 42.92 g/g. Moreover, the mechanism and kinetics process of swelling behavior of the chitosan–chlorella hydrogel beads were evaluated, and the loading and releasing of humic acid by the hydrogel beads as a carrier material were pH-dependent and adjustable, which exhibit the potential of chitosan–chlorella hydrogel beads in the field of controlled release carrier biomaterials.Keywords:hydrogel;controlled release;swelling;Chlorella;pH sensitivity

研究领域: 材料科学 · 环境科学 · 农业
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JOURNAL OF LUMINESCENCE · 2013 · IF 2.144

Optical properties of pH-sensitive carbon-dots with different modifications

Weiguang Kong,Huizhen Wu,Zhenyu Ye,Ruifeng Li,Tianning Xu,Bingpo Zhang

Carbon dots with unique characters of chemical inertness, low cytotoxicity and good biocompatibility, demonstrate important applications in biology and optoelectronics . In this paper we report the optical properties of pH-sensitive carbon dots with different surface modifications. The as-prepared carbon dots can be well dispersed in water by modifying with acid, alkali or metal ions though they tend to form a suspension when being directly dispersed in water. We find that the carbon dots dispersed in water show a new emission and absorption character which is tunable due to the pH-sensitive nature. It is firstly proved that the addition of bivalent copper ions offers a high color contrast for visual colorimetric assays for pH measurement. The effect of surface defects with different modification on the performances of the carbon dots is also explored with a core–shell model. The hydro-dispersed carbon dots can be potentially utilized for cellular imaging or metal ion probes in biochemistry.

研究领域: 生物技术 · 材料科学 · 光学
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NEW JOURNAL OF CHEMISTRY · 2021 ·Vol. 45 ·期 24 ·10711-10717 · IF 3.591

A cyclodextrin-phenylboronic acid cross-linked hydrogel with drug hosting, self-healing and pH-sensitive properties for sustained drug release

Daijun Chen,Guanglei Ren,Xiaoli Zhao,Jinni Luo,Huanxia Wang,Pengxiang Jia

The rapid drug release and poor self-healing properties of drug-loaded hydrogels largely limit their practical application. Herein, we present a simple method to prepare hydrogels with self-healing, drug hosting and pH-sensitive properties for sustained drug release. First, salicylic acid was loaded into β-CD through host–guest interactions. The hydrogel was then constructed through the polymerization of acrylamide using cyclodextrin-phenylboronic acid as a reversible, pH-sensitive cross-linker. The obtained hydrogel exhibited outstanding stretchability (1150%), good tensile strength (42 kPa), excellent self-healing properties (90%) and high biocompatibility. Besides, the introduction of the cyclodextrin-phenylboronic acid cross-linker endowed the hydrogel with pH-sensitive and sustained drug release properties. These functions enable cyclodextrin-phenylboronic acid cross-linked hydrogels to be drug hosting, self-healing and pH-sensitive flexible materials for sustained drug release, making them a powerful platform for various biomedical applications.

研究领域: 材料科学 · 生物医学工程 · 药剂学
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Materials Science & Engineering C-Materials for Biological Applications · 2019 · IF 4.959

pH-induced aggregation of hydrophilic carbon dots for fluorescence detection of acidic amino acid and intracellular pH imaging

Yu Zhu Yang,Na Xiao,Shi Gang Liu,Lei Han,Nian Bing Li,Hong Qun Luo

Intracellular pH level plays an important role in physiological and pathological processes. The development of nanoprobes for detecting in vivo pH levels is especially important for early diagnosis of disease. Therefore, we develop a hydrophilic carbon points (CDs) using quercetin and ethylenediamine as precursors to monitor intracellular pH. Under optimized conditions, the prepared CDs not only have uniform particle size and morphology, but also possess strong green fluorescence, photostability, and photoreversibility in water medium. The CDs exhibit pH-sensitive fluorescence effect under acidic and alkaline conditions, which is used to achieve “off-on-off” detection pH (from 3.5 to 13.5). Meanwhile, the pH-dependent mechanism is further investigated and explained, which is the fluorescence quenching caused by the pH-induced aggregation. Based on the pH-sensitive characteristics of CDs, it has been applied to the detection of aspartic acid and glutamic acid. More importantly, when applied to live cells, the pH-probe exhibits low cytotoxicity and high sensitivity, and is successfully used in intracellular pH fluorescence imaging. Consequently, this nanoprobe is expected to be used for real-time monitoring of intracellular pH level.

研究领域: 生物化学 · 纳米医学 · 细胞生物学
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Carbohydrate Polymer Technologies and Applications · 2021 · IF 0

Rheological and pH dependent properties of injectable and controlled release hydrogels based on mushroom hyperbranched polysaccharide and xanthan gum

Ruquan Zhang,Qianru Xu,Yongzhen Tao,Xinyu Wang

Hydrogels with thixotropic and pH-sensitive properties exhibit injectablity and response to external stimulation. Thixotropic and pH-responsive hydrogels were fabricated from xanthan gum (XG) and a hyperbranched β -D-glucan (TM3a) crosslinked with sodium trimetaphosphate (STMP) for injectable and release-controlled application. Thixotropy and creep-recovery tests were carried out to determine injectable and viscoelastic properties of the XG-TM3a-STMP hydrogels. Introduction of TM3a and formation of chemically crosslinking structures resulted in higher yield stress (43.6–168.9 Pa) and elastic modulus (146.9–1245.7 Pa), lower retardation time (32.6–44.4 s), and higher recovery percentage (49.5–66.7%) for XG-TM3a-STMP compared to XG-STMP and XG-TM3a-water. FTIR spectra and SEM observation demonstrated that TM3a disassembled XG aggregates by partially breaking hydrogen bonds, resulting in a relatively thin wall of the grids for XG-TM3a-STMP. The XG-TM3a-STMP hydrogels exhibited pH dependant swelling property and controlled release behavior. The hybrid hydrogels have potential applications in 3D printing or injectable tissue engineering and drug release fields.

研究领域: 生物材料学 · 药物递送系统 · 组织工程
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CARBOHYDRATE POLYMERS · 2015 · IF 4.074

pH-sensitive polymeric micelles formed by doxorubicin conjugated prodrugs for co-delivery of doxorubicin and paclitaxel

Yakun Ma,Xiaohui Fan,Lingbing Li

A doxorubicin conjugated prodrug incorporated acid-sensitive linkage between drug and Pluronic F127-chitosan (F127-CS) polymer was successfully synthesized. Subsequently a pH-sensitive polymeric micelle system was designed based on the conjugated prodrugs (F127-CS-DOX) to co-deliver doxorubicin and paclitaxel. Paclitaxel (PTX) was physically entrapped in the hydrophobic inner core of the micelles simultaneously. The structures of conjugates were analyzed by means of 1 H NMR and UV–vis spectrum. Size distribution and morphology of the micelles were observed by dynamic light scattering (DLS) and transmission electron microscopy (TEM). The results indicated that obtained micelles had good dispersity and the diameter was between 56.3 and 403.4   nm. The loading of PTX into the micelle increased with higher DOX content. DOX and PTX release from polymeric micelles followed an acid-triggered manner. Furthermore, in vivo pharmacokinetic study also showed that the area under the plasma concentration time curve (AUC 0–∞ ) values of PTX and DOX for PTX-loaded F127-CS-DOX micelles in rats were 3.97 and 4.38-fold higher than those for PTX plus DOX solution. These results suggested the PTX-loaded F127-CS-DOX micelles would be a promising carrier for co-delivering DOX and PTX.

研究领域: 药剂学 · 肿瘤学 · 生物材料
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JOURNAL OF APPLIED POLYMER SCIENCE · 2014 ·Vol. 132 ·期 9 · IF 1.64

Salt and pH sensitive semi-interpenetrating polyelectrolyte hydrogels poly(HEMA-co-METAC)/PEG and its BSA adsorption behavior

Yan-Yan Hu,Jing Zhang,Qi-Chen Fang,Dong-Mei Jiang,Chu-Cheng Lin,Yi Zeng,Ji-Sen Jiang

A novel semi-interpenetrating poly(2-hydroxyethyl methacrylate) (pHEMA) based polyelectrolyte hydrogel [p(HEMA- co -METAC)/PEG] was prepared by copolymerizing HEMA with the cationic monomer 2-methacryloyloxyethyltrimethyl ammonium chloride (METAC) in the presence of polyethylene glycol (PEG) with different content and molecular weight (MW 4000 and 400). The chemical structure of the gels was confirmed by FT-IR spectroscopy, morphology study was performed by scanning electron microscope (SEM), thermal stability was revealed by thermogravimetric analysis (TGA), and the mechanical properties were determined by electronic universal testing machine. Swelling studies showed introduction of cationic monomer METAC led to high water content, and the obvious salt and pH sensitive properties were observed which proved the smart behavior of the semi-interpenetrating polymer networks (IPNs) gels. In addition, the effect of temperature and some important biological solution on swelling behavior were reported. Cytotoxicity test demonstrated that synthesized gels owned satisfactory cytocompatibility and were convenient for the application as biomaterials. Finally, the weak bovine serum albumin (BSA) adsorption on semi-IPNs by introducing METAC and controlling the content of PEG in gels demonstrated that they were of good protein resistance effect in biomedical applications. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132 , 41537.

CAS / MDL: 868-77-9 25322-68-3
研究领域: 材料科学 · 生物医学工程
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