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{"title":"EngineerednSelf-Assembly of Amphiphilic CyclodextrinnConjugates for Drug Encapsulation","authors":"FelixE. B. Brettner (14297906), Jonas Schreiner (14297909), Sarah Vogel-Kindgen (6917741), Maike Windbergs (1953946)","doi":"10.1021/acsbiomaterials.2c01023.s001","DOIUrl":"https://doi.org/10.1021/acsbiomaterials.2c01023.s001","url":null,"abstract":"Cyclodextrins arena group of naturally occurring oligosaccharidesnthat have widely been studied and applied in pharmaceutical formulationsnforming inclusion complexes with a broad variety of drugs exhibitingndifferent hydrophilicity as well as molecular weights. Grafting aliphaticnchains onto native cyclodextrins renders them amphiphilic and enablesnself-assembly into supramolecular structures that have already beennexplored for drug delivery. Based on the possibility of controllingnthe inherent physicochemical properties by modifying their chemicalnstructure, amphiphilic cyclodextrin conjugates hold a great potentialnto become a drug delivery platform adaptable to the individual needsnof specific active drug molecules. In this work, a library of amphiphilicncyclodextrin derivatives was synthesized by conjugating aliphaticnchains of different lengths to native β-cyclodextrin via thioethernor ester bonds. Upon nanoprecipitation, the synthesized amphiphilicncyclodextrin derivatives spontaneously self-assembled into nanosizednsupramolecular structures with a monodisperse size distribution. Wensystematically investigated the relationship between the molecularnstructure of the amphiphilic cyclodextrin derivatives and the correspondingnself-assembly into nanosystems as well as the encapsulation of modelndrugs with different physicochemical properties. Encapsulation efficienciesnup to 97% and pH-dependent release profiles were achieved. We foundnthat both the aliphatic chain length and the linker molecule determinenthe respective self-assembly and drug encapsulation mechanism of thenindividual system. The colloidal stability and biocompatibility withnhuman cells of all derivatives were proven. Consequently, amphiphilicncyclodextrin conjugates provide a drug delivery platform with tailor-madencontrol over physicochemical properties and high drug encapsulationnefficiency for a broad range of drug molecules, thus offering greatnpotential for the development of future therapeutics with improvedntherapeutic efficiency.","PeriodicalId":522101,"journal":{"name":"Figshare","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-12-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147891533","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}