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Molecular Systems Design & Engineering · 2023 ·Vol. 8 ·期 6 ·767-774 · IF 3.6

Substituent effect on controlled release of fragrant aldehydes from pH-triggered nicotinoylhydrazone-based precursors

Zuobing Xiao,Chengjing Wu,Xinyu Lu,Yunwei Niu,Peiran Yu,Xiaojie Ma

Fragrance precursors are an assorted class of pro-fragrances that could realize the controlled release of aromatic compounds. Herein, nicotinoylhydrazone-based pH-triggered fragrance precursors (NTA1–NTA4) have been prepared by reacting nicotinoylhydrazine with a series of aromatic benzaldehydes bearing different electron-donating groups. The chemical structures and substituent effects have been confirmed by FT-IR, NMR, mass and ultraviolet-visible (UV-vis) spectroscopies. Controlled release studies in an acidic environment revealed that a strong electron-donating substituent accelerates the release rate, while weak electron donor groups favor the deceleration of fragrance release. Surprisingly, intramolecular hydrogen bond formation (–OH⋯NC–) has a positive impact upon the stability of the hydrazone bridge in precursor NTA4, consistent with the simulation of the molecular electrostatic potential (MEP) results. In addition, the release kinetics were also investigated and the release rate constant could be estimated with a first-order kinetic model (R2 > 0.98). Furthermore, it was demonstrated that fragrance precursors on cotton fabrics could be an efficient controlled release strategy for fragrant aldehydes after exposure to an ambient atmosphere for several days, compared to a reference sample containing the raw aroma chemicals.

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FOOD HYDROCOLLOIDS · 2023 · IF 10.7

pH-shifted quinoa protein isolate-based nanocarriers for naringenin: Structure characterization and stability evaluation

Ying-Ying Chen,Qiang-Ming Li,Li-Hua Pan,Jian-Ping Luo,Xue-Ying Li,Xue-Qiang Zha

Naringenin (Nar) is an important natural flavonoid compound with multiple health functions, but stability issues and poor solubility greatly limit its bioavailability. To enhance the water-solubility, chemical stability and bioavailability of Nar, quinoa protein isolate (QPI)-Nar and pH-shifted QPI (PQPI)-Nar nanoparticles were constructed in this study. The results of ultraviolet–visible and fluorescence spectra showed there existed the interactions between QPI or PQPI and Nar, with stronger interaction between PQPI and Nar. Thermodynamic analysis indicated the molecular interactions between QPI or PQPI and Nar were mainly driven by hydrogen bonds. Circular dichroism (CD) and surface hydrophobicity results revealed that the binding of Nar changed the secondary structures and reduced surface hydrophobicity of QPI and PQPI. The measured DLS, LC and EE results suggested that PQPI-Nar nanoparticles formed a more stable system with higher encapsulation capacity. Additionally, PQPI-Nar nanoparticles exhibited higher antioxidant activity , superior slow-release property and biocompatibility, as well as better thermal and ultraviolet stability than QPI-Nar nanoparticles. These results indicated that PQPI-Nar nanoparticles could effectively improve the bioavailability of Nar. This study may provide a theoretical basis for the promising application of PQPI-Nar nanoparticle delivery systems in the food industry.

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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2023 · IF 8.2

Construction and performance evaluation of pH-responsive oxidized hyaluronic acid hollow mesoporous silica nanoparticles

Xu Enyu,Liu Xinbo,Chen Xuelian,Chen Huimin,Chen Yin,Chen Yan

In this study, hollow mesoporous silica (HMSN) was created to facilitate drug distribution using the hard template method. The oxidized hyaluronic acid (oxiHA) was coated on the carrier surface by the Schiff base reaction, producing the pH-responsive nanoparticles HMSNs-DOX-oxiHA targeted by CD44 and preventing drug leakage from mesopores. The prepared nanoparticles had a size of 151.79 ± 13.52 nm and a surface potential of −8.42 ± 0.48 mV. The rich mesoporous structure and internal cavity of HMSNs-NH 2 achieved the effective encapsulation and loading rates of doxorubicin (DOX) at 76.84 ± 0.24 % and 18.73 ± 0.05 %, respectively. Owing to the pH sensitivity of imine bonds, HMSNs-DOX-oxiHA has a good pH response and release performance. The in vitro experiments showed that the nanoparticles were not cytotoxic and could enhance HCT-116 uptake efficiency by hyaluronic acid/CD44 receptor-mediated endocytosis , effectively inhibiting tumor cell proliferation and reducing toxic side effects on normal cells. In summary, the polysaccharide-based nano-drug delivery system constructed in this experiment not only has the basic response properties of a carrier but also introduces the bioactive advantages of natural polysaccharides.

CAS / MDL: 25316-40-9
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ACS Applied Materials & Interfaces · 2023 · IF 9.5

A pH/GSH/Glucose Responsive Nanozyme for Tumor Cascade Amplified Starvation and Chemodynamic Theranostics

Lihua Li,Zefeng Lin,Xingyi Xu,Wanshun Wang,Hu Chen,Zhibin Feng,Zhongmin Yang,Jianhua Hao

Nanozymes have brought enormous opportunities for disease theranostics. Here, a self-enhanced catalytic nanocrystal based on a bismuth–manganese core–shell nanoflower containing glucose oxide (GOx), termed BDS-GOx@MnOx, was designed for 4T1 tumor theranostics in vitro and in vivo. The BDS-GOx@MnOx nanozymes enable enhanced starvation treatment (ST) and chemotherapy (CDT) with high efficacy and exhibit sensitive tumor microenvironment (TME) responsive character for tumor therapy as well as for tumor-enhanced computer tomography (CT) and magnetic resonance (MR) diagnostic imaging. The characters and mechanism of the BDS-GOx@MnOx nanozymes have also been systematically studied and revealed.

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ACS Food Science & Technology · 2023 · IF 2.3

Gelatin-Based Active Edible Film with pH-Sensing for Maintaining and Monitoring Fish Freshness

Xiaxi Pan,Guixin Chen,Ting Xu,Lingyue Kong,Xinying Li,Defu Li,Changdao Mu,Zhilang Xu,Liming Ge

The development of packaging films with food preservation and monitoring functions is of great significance and applications. Herein, gelatin was combined with rosmarinic acid (RosA) and blueberry anthocyanin extract (BAE) to fabricate RosA-gelatin/BAE (RGA) films with pH-responsiveness and long-term antioxidant and antibacterial activities. The films have better surface hydrophobicity and antiswelling performance than that of pure gelatin film. The films show good ductility and the elongation at break of the films can be easily adjusted in the range of 1.01–292.19% by adjusting the content of BAE. The films can block ultraviolet light, scavenge the ABTS+ radical, and kill bacteria almost 100%. Significantly, the films showed good pH/NH3 responsiveness as an obvious color change. Comparing with polyethylene film, there was a reduction of around 60.8% in the release of volatile base nitrogen compounds from crucian in storage using RGA5. Overall, these films may be useful for food preservation and real-time quality monitoring.

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DIAMOND AND RELATED MATERIALS · 2023 · IF 4.1

Poria cocos-derived carbon dots for cellular imaging, free radical scavenging and pH sensing

Song Yuan,Yuanping Luo,Yuxiang Jiang,Wenjun Xu,Beijun Cheng,Zhili Peng

Green, economical preparation of carbon dots (CDs) from traditional Chinese herbal medicine Poria cocos via a one-step hydrothermal treatment was reported. The CDs exhibited excellent aqueous dispersibility , superior photoluminescence (PL) property and low cytotoxicity. Taking advantage of these properties, CDs were demonstrated as excellent multicolor bioimaging agents for the cellular imaging of MDA-MB-435S cells, with main distributions in the cell membranes and cytoplasm. Moreover, the CDs also exhibited good radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH) thanks to their inheritance of characteristic functionalities from Poria cocos. Lastly, our study also shown that the PL of CDs was reversibly sensitive to pH in the range of 4.0 and 9.0, and a highly sensitive pH-sensing assay was developed exploiting this phenomenon. In summary, the study opened up new development paths for the modernization and vitalization of traditional Chinese medicine in biomedical research.

CAS / MDL: 50-81-7
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CHEMICAL ENGINEERING JOURNAL · 2022 · IF 16.744

Reduction/pH-responsive disassemblable MOF-microbial nanohybrid for targeted tumor penetration and synergistic therapy

Xuemei Zeng,Pengjie Li,Shuangqian Yan,Bi-Feng Liu

Nanomedicine that combines nanomaterials and nanotechnologies has been attracting intensive attention for tumor treatment and achieved significant advances. However, their therapeutic efficiency is still limited by the passive circulating and enrichment of the currently widely used nanomaterial carries. Instead, an active nanomaterial carrier with tumor-taxis-like behavior holds the potential to further leap tumor targeting and therapeutic efficiency. Herein, for the first time, we show that a tumor microenvironment responsive disassemblable approach, based on tumor-targeted Escherichia coli bacteria linked with degradable zeolitic imidazolate framework-8 (ZIF-8) through disulfide bond-contained polymers, can deliver multiple drugs into deep tumor tissue. The carried ZIF-8 nanoparticles will detach from the Escherichia coli via disulfide bond breakage under high concentration glutathione in tumor sites. Furthermore, the small size ZIF-8 nanoparticles can penetrate whole tumor tissue and release drug molecules (doxycycline and indocyanine green) upon pH-responsive degradation. Under light irradiation, indocyanine green generates reactive oxygen species and mild hyperthermia, realizing a photodynamic/photothermal/chemical synergistic therapy along with the doxycycline. In a mouse model, the as-prepared microbial nanohybrid accumulates and releases the therapeutics throughout the tumor tissue and shows a better tumor inhibition efficacy compared to the ZIF-8 and non-disassemblable ZIF-8/microbial platforms. Thus, this work may establish a new strategy for enhancing tumor penetration and targeting and improving treatment efficiency of nanomaterials through a tumor microenvironment responsive disassemblable microbial nanohybrid.

CAS / MDL: 3599-32-4
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Frontiers in Bioengineering and Biotechnology · 2022 · IF 6.064

pH-responsive theranostic nanoplatform of ferrite and ceria co-engineered nanoparticles for anti-inflammatory.

Yuanyao Dou,Yimin Zhang,Caiyu Lin,Rui Han,Yubo Wang,Di Wu,Jie Zheng,Conghua Lu,Liling Tang,Yong He

Multiple component integration to achieve both therapy and diagnosis in a single theranostic nanosystem has aroused great research interest in the medical investigator. This study aimed to construct a novel theranostic nanoplatform ferrite and ceria co-engineered mesoporous silica nanoparticles (Fe/Ce-MSN) antioxidant agent though a facile metal Fe/Ce-codoping approach in the MSN framework. The resulted Fe 3+ -incorporated ceria-based MSN nanoparticles possessing a higher Ce 3+ -to-Ce 4+ ratio than those revealed by ceria-only nanoparticles. The as-prepared Fe/Ce-MSN nanoparticles exhibited an excellent efficiency in scavenging reactive oxygen species (ROS), which is attributed to improving the superoxide dismutase (SOD) mimetics activity by increasing Ce 3+ content and maintaining a higher activity of catalase (CAT) mimetics via including ferrite ion in nanoparticles. The fast Fe/Ce-MSN biodegradation, which is sensitive to the mild acidic microenvironment of inflammation, can accelerate Fe/Ce ion release, and the freed Fe ions enhanced T 2 -weighted magnetic resonance imaging in the inflammation site. PEGylated Fe/Ce-MSN nanoparticles in vitro cell models significantly attenuated ROS-induced inflammation, oxidative stress, and apoptosis in macrophages by scavenging overproduced intracellular ROS. More importantly, Fe/Ce-MSN-PEG NPs exhibited significant anti-inflammatory effects by inhibiting lipopolysaccharide (LPS)-induced expression of tumor necrosis factor-α (TNF-α) and interleukin-1 beta (IL-1β) levels in vitro . Additionally, it can promote the macrophages polarization of pro-inflammatory M1 phenotype towards an anti-inflammatory M2 phenotype. Thus, the novel pH-responsive theranostic nanoplatform shows great promise for inflammation and oxidative stress-associated disease treatment.

CAS / MDL: 9004-74-4 2258654-78-1
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SEPARATION AND PURIFICATION TECHNOLOGY · 2022 · IF 9.136

Boosting peroxydisulfate Fenton-like reaction by protocatechuic acid chelated-Fe2+ with broad pH range

Shoufeng Tang,Huilin Liu,Eryu Zhu,Tongtong Zhao,Zetao Wang,Tifeng Jiao,Qingrui Zhang,Deling Yuan

In this study, a boosted peroxydisulfate (PDS)/Fe 2+ Fenton-like system that employing protocatechuic acid (PCA) as complexing reagent to mediate Fe 3+ / Fe 2+ circulation was established. The outcomes presented typical dyes and antibiotics, such as methyl orange (MO), rhodamine B tetracycline, and metronidazole all can be efficiently eliminated in this synergistic process. Under the optimal conditions (1 mmol L -1 PDS, 30 µmol L -1 Fe 2+ and 30 µmol L -1 PCA), the MO removal reached 100% within 80 min at pH 6.7. Furthermore, this system could perform well under the broad pH span (3–7) and realize the effective Fe 3+ /Fe 2+ cycle. The masking test and electron paramagnetic resonance demonstrated sulfate radical (SO 4 ·- ), hydroxyl radical, and singlet oxygen were responsible for MO elimination in the cooperative process, and SO 4 ·- was the dominant active substance. The MO decomposition byproducts and their evolutions were researched based on the mass spectrum analysis. The effect of inorganic anions in natural water on the PDS/Fe 2+ /PCA system was conducted, and the consequences indicated that Cl - , HCO 3 – and NO 3 – all negatively influenced the MO elimination. The proposed organic co-catalytic Fenton-like method could promote the development of advanced oxidation processes in water treatment.

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JOURNAL OF ALLOYS AND COMPOUNDS · 2022 · IF 6.371

COFs-Ph@CdS S-scheme heterojunctions with photocatalytic hydrogen evolution and efficient degradation properties

Dan You,Zhiquan Pan,Qingrong Cheng

Combining the advantages of inorganic semiconductor and organic semiconductor is an effective way to construct heterojunction to improve the photocatalytic activity of materials. In this work, two covalent triazine framework (COFs-Ph)-based heterojunctions, which named hollow COFs-Ph@CdS and solid COFs-Ph@CdS, were synthesized by a facile hydrothermal method . And they were developed for the photocatalytic hydrogen evolution and efficient degradation for tetracycline (TC), 2,4-dichlorophenol (2,4-DCP), rhodamine B (RhB) under sunlight irradiation for the first time. Compared with solid COFs-Ph@CdS, hollow COFs-Ph@CdS catalysts exhibited a significantly enhanced activity for the photodegradation of various pollutants and photocatalytic hydrogen evolution. Under the simulated sunlight, the degradation rate of TC, 2,4-DCP, RhB by hollow COFs-Ph@CdS-3 was 87.2 %, 95.4 %, 82.6 %, respectively. The hydrogen production rate of hollow COFs-Ph@CdS-4 was 726 μmol·h −1 ·g −1 . Based on the experimental results, it found that the interactions between CdS nanospheres and COFs-Ph could enhance the sunlight harvesting and created a new pathway to extend the service life of photogenerated charge carriers via facilitating the electron transfer through the loaded CdS nanospheres. Furthermore, the results verified that the matched band structure between COFs-Ph and hollow CdS could induce a superfast S-scheme interfacial charge transfer path. Therefore, a reasonable S-scheme charge transfer mechanism was proposed based on the active species trapping experiments and the results of electron spin resonance (ESR). More importantly, hollow COFs-Ph@CdS-3 possessed a good stability and reusability after recycling five times, that showed application prospect for solar-to-chemical energy conversion.

CAS / MDL: 10108-64-2
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Nanomaterials · 2022 ·Vol. 12 ·期 17 ·3055 · IF 5.719

Templated Assembly of pH-Labile Covalent Organic Framework Hierarchical Particles for Intracellular Drug Delivery

Fangzhou Zhou,Yuanyuan Fang,Chao Deng,Qian Zhang,Minying Wu,Hsin-Hui Shen,Yi Tang,Yajun Wang

Covalent organic frameworks (COF), a class of emerging microporous polymers, have been restrained for drug delivery applications due to their limited controllability over particle sizes and degradability. Herein, a dendritic mesoporous silica nanosphere (DMSN)-mediated growth strategy is proposed to fabricate hierarchical DMSN@COF hybrids through in situ growing of 1,3,5-tris(4-aminophenyl)benzene and 2,5-dimethoxyterephthaldehyde connected COF with acid cleavable C=N bonds. After the removal of the DMSN template, COF hierarchical particles (COF HP) with tailored particle sizes and degradability were obtained. Notably, the COF HP could be degraded by 55% after 24 h of incubation at pH 5.5, whereas the counterpart bulk COF only showed 15% of degradation in the same conditions. Due to the improved porosity and surface area, the COF HP can be utilized to load the chemotherapeutic drug, doxorubicin (DOX), with a high loading (46.8 wt%), outperforming the bulk COF (32.1 wt%). Moreover, around 90% of the loaded DOX can be discharged from the COF HP within 8 h of incubation at pH 5.5, whereas, only ~55% of the loaded DOX was released from the bulk COF. Cell experiments demonstrated that the IC50value of the DOX loaded in COF HP was 2–3 times lower than that of the DOX loaded in the bulk COF and the hybrid DMSN@COF. Attributed to the high loading capacity and more pH-labile particle deconstruction properties, COF HP shows great potential in the application as vehicles for drug delivery.Keywords:mesoporous silica;covalent organic framework;hierarchically porous;templated assembly;anticancer;drug delivery

CAS / MDL: 298-93-1
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Materials Today Communications · 2022 · IF 3.662

Preparation of pH-responsive solanesol-based poly (glutamic acid) micellar carrier for doxorubicin delivery

Hua Yuan,Liming Zhou,Zhiwen Qi,Changwei Zhang,Chengzhang Wang

This study focuses on the development of a new preparation method of solanesol derivatives for their effective use as drug carriers. The current preparation methods for solanesol derivatives generally suffer from poor accessibility and low yields of the target products, which affect the further development of their products. To address this issue, a solanesol-based poly (glutamic acid) (Sol-PEG-PGA) was first designed on the basis of the click reaction between alkynyl-functionalized solanesol and amino-polyethylene glycol (PEG)-azide, followed by a coupling reaction with poly (glutamic acid). The introduced polyethylene glycol and poly (glutamic acid) conferred amphipathic properties on solanesol. Sol-PEG-PGA possessed a suitable lipid-water partition coefficient of 1.01 and water contact angle of 55° and could self-assemble into spherical micelles with an average diameter of 74.0 ± 3.5 nm to load doxorubicin (DOX) via hydrophobic interaction, with a loading capacity of 27.7 ± 1.2 %. Besides, Sol-PEG-PGA micelle exhibited excellent stability before and after loading DOX under the dilution of 1000 times and could be stored stably at room temperature for 15 days. The DOX loaded into Sol-PEG-PGA could be released by acid induction, with a cumulative release of 84.8 ± 2.5 % at pH 5.0. Furthermore, in vitro cytotoxicity assay, the normal cells NIH/3T3 treated with Sol-PEG-PGA maintained relatively high viability of 95.0% compared to that of free DOX at 320 µg/mL, verifying its good biocompatibility. The DOX loaded into Sol-PEG-PGA possessed a high-efficiency anticancer activity compared to free DOX, with an inhibition rate of 99.2 ± 1.6 % against tumor cells 4T1, suggesting the potentials of Sol-PEG-PGA for drug delivery applications. This new preparation method is expected to provide a new strategy for constructing various functional carriers from solanesol derivatives.

CAS / MDL: 25316-40-9 106-96-7
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