PEGylated Single-Walled Carbon Nanotubes as Nanocarriers for Cyclosporin A Delivery

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• 作者：Naghmeh Hadidi (1)
  Farzad Kobarfard (2)
  Nastaran Nafissi-Varcheh (3)
  Reza Aboofazeli (1)
  
• 关键词：carbon nanotubes ; cyclosporin A ; drug loading ; elemental analysis ; functionalization
• 刊名：AAPS PharmSciTech
• 出版年：2013
• 出版时间：June 2013
• 年：2013
• 卷：14
• 期：2
• 页码：593-600
• 全文大小：287KB
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• 作者单位：Naghmeh Hadidi (1)
  Farzad Kobarfard (2)
  Nastaran Nafissi-Varcheh (3)
  Reza Aboofazeli (1)
  
  1. Department of Pharmaceutics, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Vali Asr Avenue, Niayesh Junction, Tehran, PO Box: 14155-6153, 1991953381, Iran
  2. Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
  3. Department of Pharmaceutical Biotechnology, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
  

文摘

Single-walled carbon nanotubes (SWCNTs) have attracted the attention of many researchers due to their remarkable physicochemical features and have been found to be a new family of nanovectors for the delivery of therapeutic molecules. The ability of these nanostructures to load large amounts of drug molecules on their outer surface has been considered as the main advantage by many investigators. Here, we report the development of a PEGylated SWCNT-mediated delivery system for cyclosporin A (CsA) as a potent immunosuppressive agent. The available OH group in the CsA structure was first linked to a bi-functional linker (i.e., succinic anhydride) in order to provide a COOH terminal group. CsA succinylation process was optimized by using the modified simplex method. The resulting compound, CsA–CO-CH2)2–COOH, was then grafted onto the exterior surface of SWCNTs, previously PEGylated with phospholipid–PEG5000–NH2 conjugates, through the formation of an amide bond with the free amine group of PEGylated SWCNTs. Drug loading, stability of the PEGylated SWCNT–CsA complex, and in vitro release of the drug were evaluated. Loading efficiencies of almost 72% and 68% were achieved by UV spectrophotometry and elemental analysis methods, respectively. It was observed that 57.3% of cyclosporine was released from CsA–Pl–PEG5000–SWCNTs after 3?days. In this investigation, we conjugated CsA to an amine-terminated phospholipid–polyethylene glycol chain attached on SWCNTs via a cleavable ester bond and demonstrated the possible potential of PEGylated SWCNT-based systems for CsA delivery.