Paclitaxel Prodrug Nanomedicine for Potential CT-imaging Guided Breast Cancer Therapy

Jia-Wei Chen; Yi Shen; Qing-Song Yu; Zhi-Hua Gan

doi:10.1007/s10118-023-2958-7

Your Location：

Home >

Browse articles >

Paclitaxel Prodrug Nanomedicine for Potential CT-imaging Guided Breast Cancer Therapy

RESEARCH ARTICLE | Updated：2023-11-10

- Paclitaxel Prodrug Nanomedicine for Potential CT-imaging Guided Breast Cancer Therapy
- Paclitaxel Prodrug Nanomedicine for Potential CT-imaging Guided Breast Cancer Therapy
- 高分子科学（英文版） 2023年41卷第11期页码：1747-1759
- Affiliations：
  
  State Key Laboratory of Organic-Inorganic Composite Materials, Beijing Laboratory of Biomedical Materials, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, College of Life Science and Technology, Beijing University of Chemical Technology, Beijing 100029, China
- Author bio：
  
  yuqs@mail.buct.edu.cn
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 51973014, 52033001 and 21774008) and the long-term subsidy mechanism from the Ministry of Finance and the Ministry of Education of PRC for BUCT and the Fundamental Research Funds for the Central Universities of China (Nos. BUCTRC201912, XK1701 and XK1802-8).;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-023-2958-7.
- DOI：10.1007/s10118-023-2958-7
  中图分类号：
- 收稿：2022-12-31，
  
  修回：2023-2-7，
  
  录用：2023-2-8，
  
  网络首发：2023-03-23，
  
  纸质出版：2023-11-01
- Accepted：
Scan QR Code
Chen, J. W.; Shen, Y.; Yu, Q. S.; Gan, Z. H. Paclitaxel prodrug nanomedicine for potential CT-imaging guided breast cancer therapy. Chinese J. Polym. Sci. 2023, 41, 1747–1759

Jia-Wei Chen, Yi Shen, Qing-Song Yu, et al. Paclitaxel Prodrug Nanomedicine for Potential CT-imaging Guided Breast Cancer Therapy[J]. Chinese Journal of Polymer Science, 2023, 41(11): 1747-1759.
Chen, J. W.; Shen, Y.; Yu, Q. S.; Gan, Z. H. Paclitaxel prodrug nanomedicine for potential CT-imaging guided breast cancer therapy. Chinese J. Polym. Sci. 2023, 41, 1747–1759 DOI： 10.1007/s10118-023-2958-7.

Jia-Wei Chen, Yi Shen, Qing-Song Yu, et al. Paclitaxel Prodrug Nanomedicine for Potential CT-imaging Guided Breast Cancer Therapy[J]. Chinese Journal of Polymer Science, 2023, 41(11): 1747-1759. DOI： 10.1007/s10118-023-2958-7.

摘要

The prodrug strategy significantly increased the encapsulation efficiency and cancer cell selectivity of paclitaxel. The iodination endows the nanoparticles with CT-imaging capacity. The GSH-responsiveness of polymer further facilitates the intracellular drug release. Therefore

efficient antitumor therapy and real-time monitoring of the therapeutic efficacy might be simultaneously achieved.

Abstract

Nanotheranostics

which combine the therapeutic and diagnostic functions in one integrated system

have received extensive attentions in cancer treatments because they enable non-invasive diagnosis

tumor-targeted drug delivery

and real-time monitoring of therapeutic response. However

due to the high systemic toxicity of commonly used chemotherapeutics

current treatment still has limitations. Herein

to simultaneously achieve safe cancer therapy and therapeutic response monitoring

an iodinated prodrug strategy was proposed. 2

5-Triiodobenzoic acid (TIBA) was used to modify both paclitaxel (PTX) and the polymeric vehicle

so that the encapsulation efficiency of PTX could be increased and the systemic toxicity could be reduced. As-prepared prodrug nanoparticles could accumulate passively in the tumor site and promptly release loaded drugs in response to the overexpressed GSH in cancer cells

which then caused efficient cell cycle arrest and apoptosis like that of the parent PTX. With this rational design

safe and efficient antitumor therapy and real-time computer tomography (CT) imaging could be simultaneously realized

facilitating potential CT imaging-guided therapy of metastatic breast cancer.

关键词

Keywords

references

Lammers,T.;Aime,S.;Hennink,W.E.;Storm,G.;Kiessling,F.Theranosticnanomedicine. Acc. Chem. Res. 2011 , 44 ,1029−1038..

Ma,X.;Zhao,Y.;Liang,X.J.Theranosticnanoparticlesengineeredforclinicandpharmaceutics. Acc. Chem. Res. 2011 , 44 ,1114−1122..

Ryu,J.H.;Koo,H.;Sun,I.C.;Yuk,S.H.;Choi,K.;Kim,K.;Kwon,I.C.Tumor-targetingmulti-functionalnanoparticlesfortheragnosis:newparadigmforcancertherapy. Adv. Drug Deliv. Rev. 2012 , 64 ,1447−1458..

Lee,D.E.;Koo,H.;Sun,I.C.;Ryu,J.H.;Kim,K.;Kwon,I.C.Multifunctionalnanoparticlesformultimodalimagingandtheragnosis. Chem. Soc. Rev. 2012 , 41 ,2656−72..

Al-Buriahi,M.S.;Tonguc,B.T.Massattenuationcoefficients,effectiveatomicnumbersandelectrondensitiesofsomecontrastagentsforcomputedtomography. Radiat. Phys. Chem. 2020 , 166 ,108507..

Wang,M.;Chang,M.;Chen,Q.;Wang,D.;Li,C.;Hou,Z.;Lin,J.;Jin,D.;Xing,B.Au(2)Pt-PEG-Ce6nanoformulationwithdualnanozymeactivitiesforsynergisticchemodynamictherapy/phototherapy. Biomaterials 2020 , 252 ,120093..

Choi,J.Y.;Lee,J.M.;Sirlin,C.B.CTandMRimagingdiagnosisandstagingofhepatocellularcarcinoma:PartII.Extracellularagents,hepatobiliaryagents,andancillaryimagingfeatures. Radiology 2014 , 273 ,30−50..

Liu,Y.;Ai,K.;Lu,L.NanoparticulateX-raycomputedtomographycontrastagents:fromdesignvalidationto in vivo applications. Acc. Chem. Res. 2012 , 45 ,1817−1827..

Lee,N.;Choi,S.H.;Hyeon,T.Nano-sizedCTcontrastagents. Adv. Mater. 2013 , 25 ,2641−2660..

Potier,M.;Lagroye,I.;Lakhdar,B.;Cambar,J.;Idee,J.M.Comparativecytotoxicityoflow-andhigh-osmolarcontrastmediatohumanfibroblastsandratmesangialcellsinculture. Invest. Radiol. 1997 , 32 ,621−626..

Hallouard,F.;Anton,N.;Choquet,P.;Constantinesco,A.;Vandamme,T.IodinatedbloodpoolcontrastmediaforpreclinicalX-rayimagingapplications—areview. Biomaterials 2010 , 31 ,6249−6268..

Zhang,W.L.;Li,N.;Huang,J.;Yu,J.H.;Wang,D.X.;Li,Y.P.;Liu,S.Y.Gadolinium-conjugatedFA-PEG-PAMAM-COOHnanoparticlesaspotentialtumor-targetedcirculation-prolongedmacromolecularMRIcontrastagents. J. Appl. Polym. Sci. 2010 , 118 ,1805−1814..

Yan,J.;Yin,M.;Foster,F.S.;Démoré,C.E.M.Tumorcontrastimagingwithgasvesiclesbycircumventingthereticuloendothelialsystem. Ultrasound Med. Biol 2020 , 46 ,359−368..

Rajendran,K.;Petersilka,M.;Henning,A.;Shanblatt,E.R.;Schmidt,B.;Flohr,T.G.;Ferrero,A.;Baffour,F.;Diehn,F.E.;Yu,L.;Rajiah,P.;Fletcher,J.G.;Leng,S.;McCollough,C.H.Firstclinicalphoton-countingdetectorCTsystem:technicalevaluation. Radiology 2021 , 303 ,130−138..

Bhatt,S.P.;Soler,X.;Wang,X.;Murray,S.;Anzueto,A.R.;Beaty,T.H.;Boriek,A.M.;Casaburi,R.;Criner,G.J.;Diaz,A.A.;Dransfield,M.T.;Curran-Everett,D.;Galban,C.J.;Hoffman,E.A.;Hogg,J.C.;Kazerooni,E.A.;Kim,V.;Kinney,G.L.;Lagstein,A.;Lynch,D.A.;Make,B.J.;Martinez,F.J.;Ramsdell,J.W.;Reddy,R.;Ross,B.D.;Rossiter,H.B.;Steiner,R.M.;Strand,M.J.;vanBeek,E.J.;Wan,E.S.;Washko,G.R.;Wells,J.M.;Wendt,C.H.;Wise,R.A.;Silverman,E.K.;Crapo,J.D.;Bowler,R.P.;Han,M.K.;Investigators,C.O.AssociationbetweenfunctionalsmallairwaydiseaseandFEV1declineinchronicobstructivepulmonarydisease. Am. J. Respir. Crit. Care Med. 2016 , 194 ,178−84..

Smit,J.;Borm,F.J.;Niemeijer,A.N.;Huisman,M.C.;Hoekstra,O.S.;Boellaard,R.;Oprea-Lager,D.E.;Vugts,D.J.;vanDongen,G.;deWit-vanderVeen,B.J.;Thunnissen,E.;Smit,E.F.;deLangen,A.J.PD-L1PET/CTimagingwithradiolabeleddurvalumabinpatientswithadvanced-stagenon-smallcelllungcancer. J. Nucl. Med. 2022 , 63 ,686−693..

Sartor,O.;deBono,J.;Chi,K.N.;Fizazi,K.;Herrmann,K.;Rahbar,K.;Tagawa,S.T.;Nordquist,L.T.;Vaishampayan,N.;El-Haddad,G.;Park,C.H.;Beer,T.M.;Armour,A.;Perez-Contreras,W.J.;DeSilvio,M.;Kpamegan,E.;Gericke,G.;Messmann,R.A.;Morris,M.J.;Krause,B.J.;Investigators,V.Lutetium-177-PSMA-617formetastaticcastration-resistantprostatecancer. N. Engl. J. Med. 2021 , 385 ,1091−1103..

Liu,Q.;Qian,Y.;Li,P.;Zhang,S.;Liu,J.;Sun,X.;Fulham,M.;Feng,D.;Huang,G.;Lu,W.;Song,S. 131 I-labeledcoppersulfide-loadedmicrospherestotreathepatictumors via hepaticarteryembolization. Theranostics 2018 , 8 ,785−799..

Zhu,J.;Wang,G.;Alves,C.S.;Tomás,H.;Xiong,Z.;Shen,M.;Rodrigues,J.;Shi,X.Multifunctionaldendrimer-entrappedgoldnanoparticlesconjugatedwithdoxorubicinforpH-responsivedrugdeliveryandtargetedcomputedtomographyimaging. Langmuir 2018 , 34 ,12428−12435..

Zalcman,G.;Mazieres,J.;Margery,J.;Greillier,L.;Audigier-Valette,C.;Moro-Sibilot,D.;Molinier,O.;Corre,R.;Monnet,I.;Gounant,V.;Rivière,F.;Janicot,H.;Gervais,R.;Locher,C.;Milleron,B.;Tran,Q.;Lebitasy,M.P.;Morin,F.;Creveuil,C.;Parienti,J.J.;Scherpereel,A.BevacizumabfornewlydiagnosedpleuralmesotheliomaintheMesotheliomaAvastinCisplatinPemetrexedStudy(MAPS):arandomised,controlled,open-label,phase3trial. Lancet 2016 , 387 ,1405−1414..

Danhier,F.;Lecouturier,N.;Vroman,B.;Jerome,C.;Marchand-Brynaert,J.;Feron,O.;Preat,V.Paclitaxel-loadedPEGylatedPLGA-basednanoparticles: in vitro and in vivo evaluation. J. Control. Rel. 2009 , 133 ,11−17..

Zhao,J.;Du,J.;Wang,J.;An,N.;Zhou,K.;Hu,X.;Dong,Z.;Liu,Y.Folicacidandpoly(ethyleneglycol)decoratedpaclitaxelnanocrystalsexhibitenhancedstabilityandbreastcancer-targetingcapability. ACS Appl. Mater. Interfaces 2021 , 13 ,14577−14586..

Liu,Y.;Guo,K.;Ding,M.;Zhang,B.;Xiao,N.;Tang,Z.;Wang,Z.;Zhang,C.;Shubhra,Q.T.H.Engineeredmagneticpolymernanoparticlescanamelioratebreastcancertreatmentinducingpyroptosis-starvationalongwithchemotherapy. ACS Appl. Mater. Interfaces 2022 , 14 ,42541−42557..

Das,T.;Nandy,S.;Pandey,D.K.;Al-Tawaha,A.R.;Swamy,M.K.;Kumar,V.;Nongdam,P.;Dey,A.12-Anupdateonpaclitaxeltreatmentinbreastcancer. Paclitaxel 2022 ,287−308..

Li,L.;Zhan,Q.;Yi,K.;Chen,N.;Li,X.;Yang,S.;Hou,X.;Zhao,J.;Yuan,X.;Kang,C.EngineeringLipusuwithlysophosphatidylcholineforimprovedtumorcellularuptakeandanticancerefficacy. J. Mater. Chem. B 2022 , 10 ,1833−1842..

Chen,Q.;Xu,S.;Liu,S.;Wang,Y.;Liu,G.Emergingnanomedicinesofpaclitaxelforcancertreatment. J. Control. Rel. 2022 , 342 ,280−294..

Luo,C.;Sun,J.;Liu,D.;Sun,B.;Miao,L.;Musetti,S.;Li,J.;Han,X.;Du,Y.;Li,L.;Huang,L.;He,Z.Self-assembledredoxdual-responsiveprodrug-nanosystemformedbysinglethioether-bridgedpaclitaxel-fattyacidconjugateforcancerchemotherapy. Nano Lett. 2016 , 16 ,5401−5408..

Pei,Q.;Hu,X.;Zheng,X.;Liu,S.;Li,Y.;Jing,X.;Xie,Z.Light-activatableredbloodcellmembrane-camouflageddimericprodrugnanoparticlesforsynergisticphotodynamic/chemotherapy. ACS Nano 2018 , 12 ,1630−1641..

Luo,T.;Loira-Pastoriza,C.;Patil,H.P.;Ucakar,B.;Muccioli,G.G.;Bosquillon,C.;Vanbever,R.PEGylationofpaclitaxellargelyimprovesitssafetyandanti-tumorefficacyfollowingpulmonarydeliveryinamousemodeloflungcarcinoma. J. Control. Rel. 2016 , 239 ,62−71..

Yang,D.;Liu,X.;Jiang,X.;Liu,Y.;Ying,W.;Wang,H.;Bai,H.;Taylor,W.D.;Wang,Y.;Clamme,J.P.;Co,E.;Chivukula,P.;Tsang,K.Y.;Jin,Y.;Yu,L.EffectofmolecularweightofPGG–paclitaxelconjugateson in vitro and in vivo efficacy. J. Control. Rel. 2012 , 161 ,124−131..

Jiang,M.;Zhang,R.;Wang,Y.;Jing,W.;Liu,Y.;Ma,Y.;Sun,B.;Wang,M.;Chen,P.;Liu,H.;He,Z.Reduction-sensitivepaclitaxelprodrugself-assemblednanoparticleswithtetrandrineeffectivelypromotesynergistictherapyagainstdrug-sensitiveandmultidrug-resistantbreastcancer. Mol. Pharmaceutics 2017 , 14 ,3628−3635..

Zhai,Y.;Zhou,X.;Jia,L.;Ma,C.;Song,R.;Deng,Y.;Hu,X.;Sun,W.Acetal-linkedpaclitaxelpolymericprodrugbasedonfunctionalizedmPEG-PCLdiblockpolymerforpH-triggereddrugdelivery. Polymers 2017 , 9 ,698..

Zhang,X.;He,F.;Xiang,K.;Zhang,J.;Xu,M.;Long,P.;Su,H.;Gan,Z.;Yu,Q.CD44-targetedfacileenzymaticactivatablechitosannanoparticlesforefficientantitumortherapyandreversalofmultidrugresistance. Biomacromolecules 2018 , 19 ,883−895..

Yi,X.;Hu,J.J.;Dai,J.;Lou,X.;Zhao,Z.;Xia,F.;Tang,B.Z.Self-guidingpolymericprodrugmicelleswithtwoaggregation-inducedemissionphotosensitizersforenhancedchemo-photodynamictherapy. ACS Nano 2021 , 15 ,3026−3037..

Li,Y.;Jiang,Y.;Zheng,Z.;Du,N.;Guan,S.;Guo,W.;Tang,X.;Cui,J.;Zhang,L.;Liu,K.;Yu,Q.;Gan,Z.Co-deliveryofpreciselyprescribedmulti-prodrugcombinationbyanengineerednanocarrierenablesefficientindividualizedcancerchemotherapy. Adv. Mater. 2022 , 34 ,e2110490..

Wang,Z.;Yang,C.;Zhang,H.;Gao,Y.;Xiao,M.;Wang,Z.;Yang,L.;Zhang,J.;Ren,C.;Liu,J. In situ transformablesupramolecularnanomedicinetargetedactivatinghippopathwayfortriple-negativebreastcancergrowthandmetastasisinhibition. ACS Nano 2022 , 16 ,14644−14657..

Zhang,C.;Meng,X.;Gong,C.;Zhao,J.;Zhang,K.;Yang,Z.Glutathione-responsivebiodegradablenanoplatformwithendogenousesterase-triggerednitricoxidereleaseforgastherapyandenhancedchemotherapy. ACS Appl. Bio Mater. 2021 , 4 ,5212−5221..

Yu,K.;Hai,X.;Yue,S.;Song,W.;Bi,S.Glutathione-activatedDNA-Aunanomachineastargeteddrugdeliveryplatformforimaging-guidedcombinationalcancertherapy. Chem. Eng. J. 2021 , 419 ,129535..

Tan,P.;Cai,H.;Wei,Q.;Tang,X.;Zhang,Q.;Kopytynski,M.;Yang,J.;Yi,Y.;Zhang,H.;Gong,Q.;Gu,Z.;Chen,R.;Luo,K.Enhancedchemo-photodynamictherapyofanenzyme-responsiveprodruginbladdercancerpatient-derivedxenograftmodels. Biomaterials 2021 , 277 ,121061..

Corrigan,N.;Jung,K.;Moad,G.;Hawker,C.J.;Matyjaszewski,K.;Boyer,C.Reversible-deactivationradicalpolymerization(controlled/livingradicalpolymerization):fromdiscoverytomaterialsdesignandapplications. Prog. Polym. Sci. 2020 , 111 ,101311..

Quan,H.;Fan,L.;Huang,Y.;Xia,X.;He,Y.;Liu,S.;Yu,J.Hyaluronicacid-decoratedcarborane-TATconjugationnanomicelles:apotentialboronagentwithenhancedselectivityoftumorcellularuptake. Colloids Surf. B 2021 , 204 ,111826..

Cheng,R.;Feng,F.;Meng,F.;Deng,C.;Feijen,J.;Zhong,Z.Glutathione-responsivenano-vehiclesasapromisingplatformfortargetedintracellulardrugandgenedelivery. J. Control. Rel. 2011 , 152 ,2−12..

Cuggino,J.C.;Gatti,G.;Picchio,M.L.;Maccioni,M.;Gugliotta,L.M.;AlvarezIgarzabal,C.I.Duallyresponsivenanogelsassmartcarriersforimprovingthetherapeuticindexofdoxorubicinforbreastcancer. Eur. Polym. J. 2019 , 116 ,445−452..

Jin,Q.;Deng,Y.;Chen,X.;Ji,J.Rationaldesignofcancernanomedicineforsimultaneousstealthsurfaceandenhancedcellularuptake. ACS Nano 2019 , 13 ,954−977..

Khorsand,B.;Lapointe,G.;Brett,C.;Oh,J.K.Intracellulardrugdeliverynanocarriersofglutathione-responsivedegradableblockcopolymershavingpendantdisulfidelinkages. Biomacromolecules 2013 , 14 ,2103−2111..

Borkowska,M.;Siek,M.;Kolygina,D.V.;Sobolev,Y.I.;Lach,S.;Kumar,S.;Cho,Y.K.;Kandere-Grzybowska,K.;Grzybowski,B.A.Targetedcrystallizationofmixed-chargenanoparticlesinlysosomesinducesselectivedeathofcancercells. Nat. Nanotechnol. 2020 , 15 ,331−341..

Qian,J.;Xu,Z.;Meng,C.;Liu,Y.;Wu,H.;Wang,Y.;Yang,J.;Zheng,H.;Ran,F.;Liu,G.Q.;Ling,Y.Redox-activatabletheranosticco-prodrugforprecisetumordiagnosisandselectivecombinationchemotherapy. J. Med. Chem. 2022 , 65 ,10393−10407..

Angelucci,A.;Mari,M.;Millimaggi,D.;Giusti,I.;Carta,G.;Bologna,M.;Dolo,V.Suberoylanilidehydroxamicacidpartlyreversesresistancetopaclitaxelinhumanovariancancercelllines. Gynecol. Oncol. 2010 , 119 ,557−563..

Cheng,G.;Zong,W.;Guo,H.;Li,F.;Zhang,X.;Yu,P.;Ren,F.;Zhang,X.;Shi,X.;Gao,F.;Chang,J.;Wang,S.Programmedsize-changeablenanotheranosticagentsforenhancedimaging-guidedchemo/photodynamiccombinationtherapyandfastelimination. Adv. Mater. 2021 , 33 ,2100398..

Kelkar,S.S.;Hill,T.K.;Marini,F.C.;Mohs,A.M.Nearinfraredfluorescentnanoparticlesbasedonhyaluronicacid:self-assembly,opticalproperties,andcellinteraction. Acta Biomater. 2016 , 36 ,112−121..

Ginn-Hedman,A.M.;Self,T.S.;Jessen,S.L.;Heaps,C.L.;Weeks,B.R.;Clubb,F.J.Jr.Diffusiblecontrast-enhancedmicro-CTimprovesvisualizationofstentedvessels. Cardiovasc. Pathol. 2022 , 60 ,107428..

Louage,B.;VanSteenbergen,M.J.;Nuhn,L.;Risseeuw,M.D.P.;Karalic,I.;Winne,J.;VanCalenbergh,S.;Hennink,W.E.;DeGeest,B.G.Micellarpaclitaxel-initiatedRAFTpolymerconjugateswithacid-sensitivebehavior. ACS Macro Lett. 2017 , 6 ,272−276..

浏览量

349

Downloads

CSCD

文章被引用时，请邮件提醒。

Submit

工具集

关联资源

Responsive Polymeric Nanoparticles for Biofilm-infection Control

ABA TRIBLOCK COPOLYMERS WITH PENDANT HYDROXYL GROUPS PREPARED BY CONTROLLED CATIONIC POLYMERIZATION AND THEIR USE AS DELIVERY CARRIER FOR PACLITAXEL

Highly Regio- and trans-Selective Ring-opening Metathesis Polymerization of Chiral Aza-norbornene with a Simple Phenylimido-Tungsten Catalyst

Alternating Poly(ether-alt-ester)s with High Glass Transition Temperature Enabled by Rotationally Constrained Biaryl Units

One-handed Helical Poly(m-terphenyl acetylene)s with Broad Optical Activity Range from Ultraviolet-Visible to Near-infrared Regions