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redox-sensitive micelles for targeted intracellular delivery and combination chemotherapy of paclitaxel and all-trans-retinoid acid

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Asian Journal of Pharmaceutical Sciences 2019年第5期14卷 531-542页

作者： Lingfei Han Lejian Hu Fulei Liu XinWang Xiaoxian Huang Bowen Liu Feng Feng Wenyuan Liu Wei Qu Department of Natural Medicinal Chemistry China Pharmaceutical UniversityNanjing 210009China Department of Pharmaceutical Analysis China Pharmaceutical UniversityNanjing 210009China Jiangsu Food and Pharmaceutical Science College Huaian223003China Key Laboratory of Drug Quality Control and Pharmacovigilance Ministry of EducationChina PharmaceuticalUniversityNanjing210009China

The application of paclitaxel(PTX) in clinic has been restricted due to its poor *** traditional nano-medicines have been developed to improve this defect,while they are still lack of tumor targeting ability and rapid drug release. In this work,an amphiphilic polymeric micelle of hyaluronic acid(HA) – all-trans-retinoid acid(ATRA) with a disulfide bond,was developed successfully for the co-delivery of PTX and ATRA. The combination chemotherapy of PTX and ATRA can strengthen the anti-tumor activity. Along with selfassembling to micelles in water,the delivery system displayed satisfying drug loading capacities for both PTX(32.62% ± 1.39%) and ATRA,due to directly using ATRA as the hydrophobic group. Rapid drug release properties of the PTX-loaded redox-sensitive micelles(HA-SS-ATRA) in vitro were confirmed under reducing condition containing GSH. Besides,HA-CD44 mediated endocytosis promoted the uptake of HA-SS-ATRA micelles by B16 F10 cells. Due to these properties,cytotoxicity assay verified that PTX-loaded HA-SS-ATRA micelles showed concentration-dependent cytotoxicity and displayed obvious combination therapy of PTX and ATRA. Importantly,HA-SS-ATRA micelles could remarkably prolong plasma circulation time after intravenously administration. Therefore,redox-sensitive HASS-ATRA micelles could be utilized and explored as a promising drug delivery system for cancer combination chemotherapy.

关键词： redox-sensitive Hyaluronic acid All-trans-retinoid acid Tumor targeting Combination chemotherapy

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Pure redox-sensitive paclitaxelemaleimide prodrug nanoparticles: Endogenous albumininduced size switching and improved antitumor efficiency

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Acta Pharmaceutica Sinica B 2021年第7期11卷 2048-2058页

作者： Xinyu Lou Dong Zhang Hao Ling Zhonggui He Jin Sun Mengchi Sun Dongchun Liu School of Traditional Chinese Materia Medica Shenyang Pharmaceutical UniversityShenyang 110016China Wuya College of Innovation Shenyang Pharmaceutical UniversityShenyang 110016China Jiangsu Hengrui Medicine Co. Ltd.Lianyungang Eco&Tech Development ZoneLianyungang 222047China

A commercial albumin-bound paclitaxel nano-formulation has been considered a gold standard against breast ***,its application still restricted unfavorable pharmacokinetics and the immunogenicity of exogenous albumin ***,we report an albumin-bound tumor redoxresponsive paclitaxel prodrugs nano-delivery *** diverse linkages(thioether bond and disulfide bond),paclitaxel(PTX)was conjugated with an albumin-binding maleimide(MAL)functional *** pure PTX prodrugs could self-assemble to form uniform and spherical nanoparticles(NPs)in aqueous solution without any *** immediately binding to blood circulating albumin after intravenous administration,NPs are rapidly disintegrated into small prodrug/albumin nanoaggregates in vivo,facilitating PTX prodrugs accumulation in the tumor region via albumin receptormediated active *** tumor redox dual-responsive drug release property of prodrugs improves the selectivity of cytotoxicity between normal and cancer ***,disulfide bond-containing prodrug/albumin nanoaggregates exhibit long circulation time and superior antitumor efficacy in *** simple and facile strategy integrates the biomimetic characteristic of albumin,tumor redox-responsive on-demand drug release,and provides new opportunities for the development of the high-efficiency antitumor nanomedicines.

关键词： Paclitaxel Abraxane redox-sensitive Disulfide bond Maleimide Prodrug-based nano-drug delivery systems Prodrug/albumin nanoaggregates Breast cancer treatment

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Preparation of polydopamine based redox-sensitive magnetic nanoparticles for doxorubicin delivery and MRI detection

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Journal of Bioresources and Bioproducts 2017年第2期2卷 67-72页

作者： Le Shang Qiuyue Wang Kanglong Chen Jing Qu Jian-bin Luo Qing-han Zhou College of Chemical and Environment Protection Southwest University for NationalitiesFirst Ring Road4th Section No.16ChengduSichuan 610041China.

To improve the water-dispersity of superparamagnetic iron oxide nanoparticles(SPIONs),a novel polydopamine based redox-sensitive copolymer modified SPIONs were prepared for the biomedical application to deliver doxorubicin(DOX)and magnetic resonance imaging(MRI)*** major components of this nanoparticle include SPIONs and the redox-sensitive polydopamine(rPDA)crosslinked copolymer,where N,N-Bis(acryloyl)cystamine served as cross-linker,dopamine methacrylamide and a long-chain polyethylene glyco methyl ether methacrylate acted as *** the rPDA@SPIONs were formed by the ligand exchange reaction of dopamine moiety with the oleic acid layer capped on the surface of SPIONs,and the inner area of the nanoparticles formed a reservoir for DOX,while the hydrophilic PEG moiety helped the nanoparticles well-dispersible in aqueous *** DOX-loaded rPDA@SPIONs demonstrated a high drug loading efficiency of 857μg DOX per mg iron,and a strong T2 relaxivity of 123 mM-1•S^(-1)for *** drug release analysis of drug-loaded nanoparticles showed a sustained and high cumulative drug release in GSH up to 73%within 48 h,rather than the relatively low release rate of 37%in PBS(pH 7.4)without *** the results showed that the designed magnetic nanoparticle may be a promising vehicle for anticancer drug delivery with stimuli-triggered drug release behavior,and also a foundation for building smart theranostic formulations for efficient detection through MRI.

关键词： SPIONs redox-sensitive DOX delivery MRI detection

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redox-responsive biocompatible nanocarriers based on novel heparosan polysaccharides for intracellular anticancer drug delivery

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Asian Journal of Pharmaceutical Sciences 2020年第1期15卷 83-94页

作者： Lipeng Qiu Lu Ge Miaomiao Long Jing Mao Kamel SAhmed Xiaotian Shan Huijie Zhang Li Qin Guozhong Lv Jinghua Chen School of Pharmaceutical Sciences Jiangnan UniversityWuxi 214122China Wuxi Higher Health Vocational Technology School Wuxi 214028China Wuxi Third Renmin Hospital Wuxi 214041China

Heparosan is a natural precursor of heparin biosynthesis in mammals. It is stable in blood circulation but can be degraded in lysosomes, showing good biocompatibility and long circulation features. So heparosan can be designed as anticancer drug carriers to increase tumor selectivity and improve the therapeutic effect. A novel redox-sensitive heparosancystamine-vitamin E succinate(KSV) micelle system was constructed for intracellular delivery of doxorubicin(DOX). Simultaneously, the redox-insensitive heparosan-adipic acid dihydrazide-vitamin E succinate copolymer(KV) was synthesized as control. DOX-loaded micelles(DOX/KSV) with an average particle size of 90–120 nm had good serum stability and redox-triggered depolymerization. In vitro drug release test showed that DOX/KSV micelles presented obvious redox-triggered release behavior compared with DOX/KV. Cytotoxicity and cell uptake were investigated using MGC80-3 tumor cells and COS7 fibroblast-like cells. The cell survival rate of blank micelles was more than 90%, and the cytotoxicity of DOX/KSV in MGC80-3 cells was higher than in COS7 cells, indicating that the carrier has better biocompatibility and less toxicity side effect. The cytotoxicity of DOX/KSV against MGC80-3 cells was significantly greater than that of free DOX and DOX/KV. Furthermore, compared with DOX/KV in MGC80-3 cells, DOX/KSV micelles uptook more anticancer drugs and then released DOX faster into the cell nucleus. The micelles were endocytosed by multiple pathways, but clathrin-mediated endocytosis was the main pathway. Therefore, heparosan polysaccharide could be a potential option as anticancer carrier for enhancing efficacy and mitigating toxicity.

关键词： Heparosan Vitamin E succinate redox-sensitive micelles Drug delivery

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Glycyrrhetinic Acid-Decorated and Reduction-sensitive Micelles for Enhancing Bioavailability and Anti-hepatocellular Carcinoma Efficacy of Tanshinone IIA

Glycyrrhetinic Acid-Decorated and Reduction-Sensitive Micell...

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第十四届全国中药和天然药物学术研讨会

作者： Fengqian Chen Jinming Zhang Meiwan Chen Yitao Wang University of Macau

In the present study,we developed a dual-functional biodegradable micellar system named glycyrrhetinic acid-poly（ethylene glycol）-graft-poly（lactic-co-glycolic acid） polymers（GA-PEG-SS-PLGA） to enhancing bioavailability and anti-hepatocellular carcinoma efficacy of Tanshinone IIA（TAN MA）.These micelles was achieved by adding a GA component,which targets liver cells with overexpressed GA receptors,and a redox-sensitive disulfide linkage,which breaks in hepatocellular carcinoma（HCC） cells with elevated intracellular glutathione *** using the solvent evaporation technique,GA-PEG-SS-PLGA micelles with excellent TAN IIA loading capacity were prepared,and the drug encapsulation and loading efficiency were 83.7%and 7.6%,***,after being added to 10 mM dithiothreitol（DTT）for 24 h,the GA-PEG-SS-PLGA micelles exhibited rapid aggregation and faster drug release compared with the redox-insensitive ***,the GA-decorated micelles had high cellular uptake and excellent hepatoma-targeting ability via endocytosis after binding to GA *** and biodistribution studies revealed that TAN IIA-loaded GA-PEG-SS-PLGA micelles significantly prolonged circulation time,improved bioavailability,and increased liver accumulation of TAN *** addition,TAN IIA-loaded GA-PEG-SS-PLGA micelles exhibited enhanced cytotoxicity and pro-apoptotic effects against HepG2 cells,mediated by up-regulation of intracellular ROS level,increased cell cycle arrest at S phase,enhanced necrocytosis,and up-regulation of P38 protein *** together,GA-PEG-SS-PLGA micelles provide a novel strategy to effectively deliver TAN IIA for HCC therapy._______________________________________________________________________

关键词： Micelles Glycyrrhetinic acid redox-sensitive Tanshinone IIA

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