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Recent advances in zwitterionic nanoscale drug delivery systems to overcome biological barriers

Asian Journal of Pharmaceutical Sciences 2024年第1期19卷 49-68页

作者： Xumei Ouyang Yu Liu Ke Zheng Zhiqing Pang Shaojun Peng Zhuhai Institute of Translational Medicine Zhuhai Precision Medical CenterZhuhai People’s Hospital(Zhuhai Hospital Affiliated with Jinan University)Zhuhai 519000China Key Laboratory of Smart Drug delivery Ministry of EducationDepartment of PharmaceuticsSchool of PharmacyFudan UniversityShanghai 201203China School of Materials Science and Engineering Dongguan University of TechnologyDongguan 523808China

Nanoscale drug delivery systems(nDDS)have been employed widely in enhancing the therapeutic efficacy of drugs against diseases with reduced side effects.Although several nDDS have been successfully approved for clinical use up to now,biological barriers between the administration site and the target site hinder the wider clinical adoption of nDDS in disease treatment.Polyethylene glycol(PEG)-modification(or PEGylation)has been regarded as the gold standard for stabilising nDDS in complex biological environment.However,the accelerated blood clearance(ABC)of PEGylated nDDS after repeated injections becomes great challenges for their clinical applications.Zwitterionic polymer,a novel family of antifouling materials,have evolved as an alternative to PEG due to their super-hydrophilicity and biocompatibility.Zwitterionic nDDS could avoid the generation of ABC phenomenon and exhibit longer blood circulation time than the PEGylated analogues.More impressively,zwitterionic nDDS have recently been shown to overcome multiple biological barriers such as nonspecific organ distribution,pressure gradients,impermeable cell membranes and lysosomal degradation without the need of any complex chemical modifications.The realization of overcoming multiple biological barriers by zwitterionic nDDS may simplify the current overly complex design of nDDS,which could facilitate their better clinical translation.Herein,we summarise the recent progress of zwitterionic nDDS at overcoming various biological barriers and analyse their underlyingmechanisms.Finally,prospects and challenges are introduced to guide the rational design of zwitterionic nDDS for disease treatment.

关键词： Zwitterionic polymer Nano drug delivery system Biological barrier targeting delivery Disease treatment

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Lactoferrin-mediated macrophage targeting delivery and patchouli alcohol-based therapeutic strategy for inflammatory bowel diseases

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Acta Pharmaceutica Sinica B 2020年第10期10卷 1966-1976页

作者： Yuge Zhao Yuting Yang Jiaxin Zhang Rong Wang Biyun Cheng Dipika Kalambhe Yingshu Wang Zeyun Gu Dongying Chen Bing Wang Yongzhuo Huang State Key Laboratory of Drug Research Shanghai Institute of Materia MedicaChinese Academy of SciencesShanghai 201203China Nanchang University College of Pharmacy Nanchang 330006China University of Chinese Academy of Sciences Beijing 100049China Shanghai University of Traditional Chinese Medicine Shanghai 201203China Laboratory of Pharmaceutical Analysis Shanghai Institute of Materia MedicaChinese Academy of SciencesShanghai 201203China NMPA Key Laboratory for Quality Research and Evaluation of Pharmaceutical Excipients Shanghai 201203China Zhongshan Branch The Institute of Drug Research and DevelopmentChinese Academy of SciencesZhongshan 528437China

Inflammatory bowel diseases(IBD)are the incurable chronic recurrent gastrointestinal disorders and currently lack in safe and effective drugs.In this study,patchouli alcohol,a main active compound of traditional Chinese herb patchouli,was developed into biomimetic liposomes for macrophagetargeting delivery for IBD treatment.The developed lactoferrin-modified liposomes(LF-lipo)can specifically bind to LRP-1 expressed on the activated colonic macrophages and achieve cell-targeting anti-inflammatory therapy.LF-lipo reduced the levels of inflammatory cytokines and ROS and suppressed the MAPK/NF-κB pathway.LF-lipo also suppressed the formation of NLRP3 inflammasome and the consequent IL-1βactivation.LF-lipo showed improved therapeutic efficacy in a DSS-induced colitis murine model,evidenced by the reduced disease activity index,the improved colon functions,and the downregulated inflammatory cytokines in the colon.LF-lipo provided an effective and safe macrophagetargeting delivery and therapeutic strategy for addressing the unmet medical need in IBD management.

关键词： targeting delivery Macrophages Patchouli alcohol Liposome Inflammatory bowel disease Colitis

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pH-sensitive polymeric nanocarriers for antitumor biotherapeutic molecules targeting delivery

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Bio-Design and Manufacturing 2021年第3期4卷 612-626页

作者： Jiayi Qin Yangbo Zhu Dongsheng Zheng Qingwei Zhao The First Affiliated Hospital Zhejiang University School of Medicine#79 Qingchun RoadHangzhou 310003Zhejiang ProvinceChina

pH-sensitive smart polymeric nanocarriers have been under development in the field ofbiomedicine due to permeabilization the physiological barriers readily to address the limitation of conventional chemotherapeutics delivery systems of low intracellular transport and targeting efficiency.Where traditional polymers kept stable under physiological neutral or acidic conditions,pH-sensitive polymeric nanocarriers underwent rapid degradation with a labile group in tumor acidic environment(around 5.0-6.0),allowing these biomaterials to achieve controlled drug release,drug pharmacokinetics improvement and antitumor biotherapeutic molecules efficiency enhancement compared with traditional polymers.This review mainly concentrated on properties of pH-sensitive polymers for biomedical purposes to construct the smart drug delivery system based on acid liable linkers which were categorized into pH-sensitive polymeric prodrugs composed of antitumor drugs(doxorubicin and paclitaxel)bounded to the polymer via acid liable linkers and pH-sensitive copolymeric nanocarriers prepared by block copolymers containing polymer blocks linked with acid-cleavable groups.Besides,advanced platforms in biomedicine for special biotherapeutic molecules delivery were reviewed in the article.Furthermore,several acid-sensitive linkages were reviewed to study the mechanism of the controlled pH-responsive drug delivery,such as hydrazone,acetal,cis-aconityl linker and β-thioether ester,as well as improvement of drug pharmacokinetics.

关键词： pH-sensitivepolymericnanocarrier Acid-liable linkage Antitumor biotherapeuticmolecules targeting delivery Pharmacokinetics

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β-Cyclodextrin and Its Derivatives Functionalized Magnetic Nanoparticles for targeting delivery of Curcumin and Cell Imaging

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Chinese Journal of Chemistry 2016年第6期34卷 599-608页

作者： Yehong Zhou Congli Wang Fei Wang Chenzhong Li Chuan Dong Shaomin Shuang Department of Chemistry and Chemical Engineering and Institute of Environmental Science Shanxi University Taiyuan Shanxi 030006 China Department of Biomedical Engineering Florida International University Miami Florida USA

β-Cyclodextrin （β-CD） and its derivatives functionalized magnetic nanoparticles （MNPs） with high saturated magnetism were fabricated successfully by an effective grafting method. The resultant carboxymethyl/hydroxy- propyl/sulfobutyl ether-β-CD-MNPs （CM/HP/SBE-β-CD-MNPs） nanocomposites were characterized by the TEM, FTIR, DLS, Zeta potential, XRD and VSM. In addition, the loading and release performance of the as-prepared nanocarriers for the hydrophobic anti-cancer drug curcumin was also investigated. The results revealed that the SBE-fl-CD-MNPs possessed the highest loading and release capacity in comparison with other two nanosystems. Cellular uptake and imaging suggested that the SBE-β-CD-MNPs entered into the cell, and curcumin could be suc-cessfully delivered into the cell by SBE-β-CD-MNPs nanocarrier. Moreover, cell toxicity experiments demonstrated the SBE-β-CD-MNPs were non-toxic, while curcumin loaded SBE-β-CD-MNPs showed high potential to kill the HepG2 cells. The as-prepared magnetic composites were expected to expand their potential applications in bio- medical field.

关键词： β-cyclodextrin derivatives magnetic nanoparticles targeting delivery curcumin cell imaging

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Phytoestrogen-derived multifunctional ligands for targeted therapy of breast cancer

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Asian Journal of Pharmaceutical Sciences 2023年第4期18卷 96-108页

作者： Ying Zhang Hao Pan Changxiang Yu Rui Liu Bin Xing Bei Jia Jiachen He Xintao Jia Xiaojiao Feng Qingqing Zhang Wenli Dang Zheming Hu Xiuping Deng Pan Guo Zhidong Liu Weisan Pan State Key Laboratory of Component-based Chinese Medicine Tianjin University of Traditional Chinese MedicineTianjin 301617China Ministry of Education Tianjin University of Traditional Chinese MedicineTianjin 301617China School of Pharmacy Liaoning UniversityShenyang 110036China School of Pharmacy Shenyang Pharmaceutical UniversityShenyang 110016China

Nano-targeted delivery systems have been widely used for breast tumor drug delivery.Estrogen receptors are considered to be significant drug delivery target receptors due to their overexpression in a variety of tumor cells.However,targeted ligands have a significant impact on the safety and effectiveness of active delivery systems,limiting the clinical transformation of nanoparticles.Phytoestrogens have shown good biosafety characteristics and some affinity with the estrogen receptor.In the present study,molecular docking was used to select tanshinone IIA(Tan IIA)among phytoestrogens as a target ligand to be used in nanodelivery systems with somemodifications.Modified Tan IIA(Tan-NH2)showed a good biosafety profile and demonstrated tumor-targeting,anti-tumor and anti-tumor metastasis effects.Moreover,the ligand was utilized with the anti-tumor drug Dox-loaded mesoporous silica nanoparticles via chemical modification to generate a nanocomposite Tan-Dox-MSN.Tan-Dox-MSN had a uniform particle size,good dispersibility and high drug loading capacity.Validation experiments in vivo and in vitro showed that it also had a better targeting ability,anti-tumor effect and lower toxicity in normal organs.These results supported the idea that phytoestrogens with high affinity for the estrogen receptor could improve the therapeutic efficacy of nano-targeted delivery systems in breast tumors.

关键词： Phytoestrogen Tanshinone IIA Doxorubicin Breast cancer targeting delivery

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Folic acid-conjugated liposomal vincristine for multidrug resistant cancer therapy

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Asian Journal of Pharmaceutical Sciences 2013年第2期8卷 118-127页

作者： Chenyu Wang Linglin Feng Xiangkun Yang Fei Wang Weiyue Lu Department of Pharmaceutics School of PharmacyFudan UniversityKey Laboratory of Smart Drug Delivery(Fudan University)Ministry of Education&PLAShanghai 201203China State Key Laboratory of Molecular Engineering of Polymers(Fudan University) Shanghai 200433China Shanghai Institute of Planned Parenthood Research Key Laboratory of Contraceptives and Devices ResearchNPFC of ChinaShanghai 200032China

We encapsulated vincristine into folic acid-conjugated PEGylated liposomes to improve the anti-tumor efficacy on multidrug resistant cancers.It was observed that the drug delivery system we constructed exhibited maximum cytotoxicity on KBv200 cells(multidrug resistant variant)compared with any other formulations.The semi-quantitative analysis of region of interest revealed that there was a great increase in area under curve(AUC)of a near-infrared fluorescein in solid tumors due to folic acid-mediated accumulation.Folic acid-conjugated PEGylated liposomes showed a significant tumor growth inhibiting effect in vitro and in vivo.TUNEL assay revealed that folic acid-conjugated PEGylated liposomes could induce cell apoptosis much more greatly than others.This study demonstrated that it had potential application prospective for the treatment of multidrug resistant cancer.

关键词： Multidrug resistance Folic acid Liposome Vincristine targeting delivery Pharmacodynamics

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Chloride channel-mediated brain glioma targeting of chlorotoxin-modified doxorubicine-loaded liposomes

Chloride channel-mediated brain glioma targeting of chloroto...

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2010年中国药学大会暨第十届中国药师周

作者： Yu Xiang,Xueqing Wang,Jiancheng Wang,Xuan Zhang,and Qiang Zhang State Key Laboratory of Natural and Biomimetic Drugs,School of Pharmaceutical Sciences,Peking University,Beijing,100191,PR China

The chlorotoxin （ClTx）, a scorpion-derived peptide, binding to gliomas with high specificity, was firstly applied to establish the ClTx-modified doxorubicin （DOX）-loaded liposome delivery system for targeting the brain glioma and improving the anticancer efficacy. In vitro physicochemical characterization of the novel liposome system presented satisfactory size of 100 nm with uniform distribution, high encapsulation efficiency and adequate loading capacity of both fluorescent probe and anticancer drug. It was demonstrated quantitatively by the spectrophotofluorometry ＆ flow cytometry and qualitatively by the confocal microscopy that ClTx highly facilitated the uptake of liposomes by three glioma cell lines and one endothelial cell line. In vitro cytotoxicity studies proved that the presence of ClTx increased the anti-glioma cell cytotoxicity and anti- endothelial cell proliferation inhibition with various levels against different cell lines. In BALB/c mice bearing U87 tumor xenografts, biodistribution of DiR-loaded liposomes by body imaging and anti-glioma pharmacodynamics of DOX-loaded liposomes were investigated. The ClTx-modified liposomes showed more accumulation in the subcutaneous and intracranial tumors, higher tumor growth inhibition and lower blood toxicity in the armpit tumor model. The in vitro and in vivo results exhibited good correlation of glioma targeting of the ClTx-modified liposomes. Significantly, with the ClTx as the targeting ligand, the liposomes might serve as a applicable delivery system for brain glioma therapy or imaging.

关键词： Chlorotoxin Doxorubicin Liposomes Glioma targeting delivery

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PEI–folic acid modi fied carbon nanodots for cancer cell-targeted delivery and two-photon excitation imaging

PEI–folic acid modi fied carbon nanodots for cancer cell-ta...

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中国化学会-生物物理化学专业委员会第四届全国生物物理化...

作者：王晶上海光机所

Polyethyleneimine conjugated folic acid（PEI –FA） was coated onto the surfaces of fluorescent carbon nanodots（CDots） under neutral conditions through electrostatic interactions between the partially charged amino groups of PEI –FA and the carboxyl（ –COOH） groups of the CDot surfaces. Because of the high abundance of folate receptors（FR） in cancer cells, folic acid（FA） was used as the targeting ligand to enhance the CDots’ binding capability and penetration into the target cancer cells. We evaluated the amount of particles internalized by cancer cell lines displaying various levels of folate receptors. Two-photon excitation microscopy images revealed that the uptake of CDot–PEI–FA by FR-positive KB cancer cells was much higher than that by FR-negative A549 cancer cells. Moreover, quantitative flow cytometry analysis confirmed the receptor-mediated targeted delivery of the nanoparticles into diff erent FR-expressing cells. The internalization of particles was ten-fold higher in the FR-positive KB cancer cells compared to that in the FR-negative A549 cancer cells;the di fference was significant enough to be of biological importance. These preliminary results demonstrate the promising potential of CDot –PEI–FA for FR-positive cancer cell line diagnosis.

关键词： carbon nanodot targeting delivery imaging

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