Characterizing poly(ε-caprolactone)-b-chitooligosaccharide-b- poly(ethylene glycol) (PCP) copolymer micelles for doxorubicin (DOX) delivery: Effects of crosslinked of amine groups

Tze Wen Chung, Der Zen Liu, Jui Hsiang Hsieh, Xian Chan Fan, Jean Dean Yang, Jui Hsiang Chen

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

New amine-groups containing tri-block copolymers and micelles that consisting of poly(ε-caprolactone)-b-chitooligosaccharide-b-poly(ethylene glycol) (PCL-b-COS-b-PEG, PCP), were synthesized, characterized, and evaluated for delivering doxorubicin (DOX) with or without crosslinked amine groups by genipin. The characteristics of the PCP copolymers of Fourier-transform infrared spectrometry (FT-IR) verify the amine and ester groups of the COS and the PCL of the copolymers, respectively. 1H nuclear magnetic resonance ( 1H NMR) spectra verify the structures of the PCP copolymers consisting two PCL and PEG polymers reacted onto the COS block. In addition, gel permeation chromatography (GPC) determines the number average molecular weight of the tri-block copolymers (Mn) of approximately 11340 Da/mole. The PCP copolymers can self-assemble to form polymeric micelles at the critical micelle concentration (CMC) of 1.0 μM as determined by the UV-VIS absorption spectra. The-mean diameter of the PCP micelles is 90 nm, as determined using a dynamic light-scattering (DLS) analyzer. Moreover, the zeta potentials of PCP micelles change from neutral to cationic state when pH of suspension mediums varied from 7.4 to 3.0. For evaluating delivery characteristics of hydrophobic DOX, it was loaded into PCP micelles with or without crosslinked by genipin. The burst release and release period of DOX for the crosslinked micelles are significantly reduced (P <0.003, n -3, for pH = 7.4) and sustained (e.g., 8 days), respectively, than those non-crosslinked ones (e.g., 4 days). In conclusion, new tri-block amine groups containing PCP copolymers are synthesized that can self-assemble as PCP micelles. After post-crosslinked amine groups of DOX loaded the micelles, they can effectively reduce the burst release and sustain the release of DOX at different pH dissolution mediums. Further applications of PCP copolymers and micelles for drug delivery can be explored in future.

Original languageEnglish
Pages (from-to)2902-2911
Number of pages10
JournalJournal of Nanoscience and Nanotechnology
Volume6
Issue number9-10
DOIs
Publication statusPublished - Sep 2006

Fingerprint

Ethylene Glycol
Micelles
Doxorubicin
Polyethylene glycols
Amines
Copolymers
Block copolymers
polycaprolactone
oligochitosan
Fourier Analysis
Critical micelle concentration
Gel permeation chromatography
Gel Chromatography
Dynamic light scattering
Zeta potential
Spectrum Analysis
Suspensions
Drug delivery
Polymers
Esters

Keywords

  • Chitooligosaccharide (COS)
  • Crosslinked PCP Micelles
  • DOX Delivery
  • PCL
  • PCP Micelles

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Materials Science (miscellaneous)
  • Engineering (miscellaneous)

Cite this

Characterizing poly(ε-caprolactone)-b-chitooligosaccharide-b- poly(ethylene glycol) (PCP) copolymer micelles for doxorubicin (DOX) delivery : Effects of crosslinked of amine groups. / Chung, Tze Wen; Liu, Der Zen; Hsieh, Jui Hsiang; Fan, Xian Chan; Yang, Jean Dean; Chen, Jui Hsiang.

In: Journal of Nanoscience and Nanotechnology, Vol. 6, No. 9-10, 09.2006, p. 2902-2911.

Research output: Contribution to journalArticle

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abstract = "New amine-groups containing tri-block copolymers and micelles that consisting of poly(ε-caprolactone)-b-chitooligosaccharide-b-poly(ethylene glycol) (PCL-b-COS-b-PEG, PCP), were synthesized, characterized, and evaluated for delivering doxorubicin (DOX) with or without crosslinked amine groups by genipin. The characteristics of the PCP copolymers of Fourier-transform infrared spectrometry (FT-IR) verify the amine and ester groups of the COS and the PCL of the copolymers, respectively. 1H nuclear magnetic resonance ( 1H NMR) spectra verify the structures of the PCP copolymers consisting two PCL and PEG polymers reacted onto the COS block. In addition, gel permeation chromatography (GPC) determines the number average molecular weight of the tri-block copolymers (Mn) of approximately 11340 Da/mole. The PCP copolymers can self-assemble to form polymeric micelles at the critical micelle concentration (CMC) of 1.0 μM as determined by the UV-VIS absorption spectra. The-mean diameter of the PCP micelles is 90 nm, as determined using a dynamic light-scattering (DLS) analyzer. Moreover, the zeta potentials of PCP micelles change from neutral to cationic state when pH of suspension mediums varied from 7.4 to 3.0. For evaluating delivery characteristics of hydrophobic DOX, it was loaded into PCP micelles with or without crosslinked by genipin. The burst release and release period of DOX for the crosslinked micelles are significantly reduced (P <0.003, n -3, for pH = 7.4) and sustained (e.g., 8 days), respectively, than those non-crosslinked ones (e.g., 4 days). In conclusion, new tri-block amine groups containing PCP copolymers are synthesized that can self-assemble as PCP micelles. After post-crosslinked amine groups of DOX loaded the micelles, they can effectively reduce the burst release and sustain the release of DOX at different pH dissolution mediums. Further applications of PCP copolymers and micelles for drug delivery can be explored in future.",
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