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Micellar paclitaxel-initiated raft polymer conjugates with acid-sensitive behavior

Louage, Benoit ; Van Steenbergen, Mies J ; Nuhn, Lutz ; Risseeuw, Martijn D.P ; Karalic, Izet ; Winne, Johan ; Van Calenbergh, Serge ; Hennink, Wim E ; De Geest, Bruno G

2017

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  • Título:
    Micellar paclitaxel-initiated raft polymer conjugates with acid-sensitive behavior
  • Autor: Louage, Benoit ; Van Steenbergen, Mies J ; Nuhn, Lutz ; Risseeuw, Martijn D.P ; Karalic, Izet ; Winne, Johan ; Van Calenbergh, Serge ; Hennink, Wim E ; De Geest, Bruno G
  • Assuntos: Inorganic Chemistry ; Materials Chemistry ; Organic Chemistry ; Polymers and Plastics ; Taverne
  • Notas: 2161-1653
    https://dspace.library.uu.nl/handle/1874/359092
    ACS Macro Letters 6(3), 272-276 (2017)
  • Descrição: Acid-sensitive paclitaxel (PTX)-polymer conjugates were designed by applying a grafting-from-drug RAFT approach. PTX was linked through either a cyclic or a linear, acid-sensitive acetal moiety. Relative to direct esterification of PTX, which occurred regioselectively at the C2' OH-group, direct acetalization was observed at either the C2' or the C7 OH-group of PTX. This yielded two regioisomers of acetal-based PTX-functionalized RAFT chain transfer agents (CTAs). Subsequent polymerization with N,N-dimethylacrylamide (DMA) resulted in amphiphilic highly defined, acetal-based PTX-polymer conjugates with nearly identical features in terms of polymer definition and micellar self-Assembly behavior, but with distinct PTX release kinetics and absence of burst release. This was further reflected by their in vitro biological performance, giving insights into the difference of the release mechanism between ester-And acetal-based PTX-polymer conjugates.
  • Data de criação/publicação: 2017
  • Idioma: Inglês
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  • Realização: ABCD-USP USP   Logos de Redes Sociais: Freepik

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