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Sivasubramanian, Maharajan,Park, Jae-Hyung The Korean Society of Pharmaceutical Sciences and 2010 Journal of Pharmaceutical Investigation Vol.40 No.4
The hyaluronic acid (HA) conjugate bearing $\alpha$-cyclodextrin ($\alpha$-CD) was synthesized as the potential carrier of poly(ethylene glycol) (PEG)-drug conjugates. The HA conjugate was prepared by the reaction between the carboxylic acid of HA and the primary amine of $\alpha$-CD in the presence of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide and 1-hydroxybenzotriazole. The chemical structure of the conjugate was confirmed using $^1H$ NMR and FT-IR spectroscopy. The conjugate could form nano-sized particles in the presence of PEG by forming the inclusion complexes between $\alpha$-CD at the backbone of HA, which was demonstrated using electrophoretic light scattering and field emission transmission electron microscopy. It is anticipated that this novel kind of nanoparticles can serve as a useful delivery system for PEGylated drugs.
Carboxymethyl dextran-cyclodextrin conjugate as the carrier of doxorubicin.
Sivasubramanian, Maharajan,Thambi, Thavasyappan,Deepagan, V G,Saravanakumar, Gurusamy,Ko, Hyewon,Kang, Young Mo,Park, Jae Hyung American Scientific Publishers 2013 Journal of Nanoscience and Nanotechnology Vol.13 No.11
<P>The carboxymethyl dextran-y-cyclodextrin (CMD-yCD) conjugate was prepared as the carrier for the delivery of the poorly water-soluble anticancer drug, doxorubicin (DOX). The conjugate could form self-assembled nanoparticles (315 nm in diameter) in an aqueous solution, which might be due to the hydrogen bonding among yCD molecules in the conjugate. DOX was effectively encapsulated into CMD-yCD nanoparticles (CMD-NPs) by the emulsion method. In particular, regardless of the feed amount of DOX, its loading efficiencies were always greater than 70%. CMD-NPs released DOX in a sustained manner, owing to the inclusion complex formation between DOX and yCD. When Cy5.5-labeled CMD-NPs were treated with SCC7 cancer cells, strong fluorescence signals were observed at the cytosol, indicating effective intracellular uptake. In addition, DOX-loaded CMD-NPs exhibited dose-dependent cytotoxicity to SCC7 cancer cells. However, the empty nanoparticles did not show toxicity to the cells, implying their high biocompatibility. Overall, these results suggest that the CMD-gammaCD conjugate could be a useful carrier for the delivery of DOX.</P>
Cyclodextrin-based nanocomplexes for sustained delivery of human growth hormone.
Sivasubramanian, Maharajan,Lee, Joon-Youl,Kim, Kap Jin,Saravanakumar, Gurusamy,Kang, Young Mo,Park, Jae Hyung American Scientific Publishers 2013 Journal of Nanoscience and Nanotechnology Vol.13 No.11
<P>The use of human growth hormone (hGH) as a therapeutic protein has been limited by its instability in biological fluids and short biological half-life in vivo. In this study, glycol chitosan (GC) bearing beta-cyclodextrin (GC-betaCD) as the carrier of hGH was synthesized by the covalent attachment of a carboxymethyl derivative of betaCD to the GC backbone via amide bond formation. The GC-betaCD conjugate could form self-assembled nanoparticles (340 nm in mean diameter) in an aqueous solution, resulting from hydrogen bonding among betaCDs at the backbone of the conjugate. hGH was effectively encapsulated into the nanoparticles because of hydrophobic interactions between the hydrophobic cavity of betaCD and alkyl or aromatic groups of amino acids in hGH. From the in vitro release experiments, it was found that the nanoparticles released hGH in a sustained manner for 9 days. Overall, the GC-betaCD conjugate might be a promising carrier for sustained delivery of hGH.</P>