Biodegradable poly(ε-caprolactone)-poly(ethylene glycol) block copolymers: characterization and their use as drug carriers for a controlled delivery system

Zhou, Shaobing; Deng, Xianmo; Yang, Hua

doi:10.1016/s0142-9612(03)00207-2

Cited by 367 publications

(267 citation statements)

References 25 publications

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“…The hydroxyl peak at 2.01 disappeared, showing that the tetra-hydroxy MPEG reacted with "-CL. The four new peaks present at 1.39, 1.63, 2.32 and 4.06 ppm after ring-opening polymerization reaction were assigned to the methylene protons of OCOCH 2 CH 2 -CH 2 -CH 2 CH 2 , OCOCH 2 -CH 2 -CH 2 -CH 2 -CH 2 , OCO-CH 2 -(CH 2 ) 4 and OCOCH 2 CH 2 CH 2 CH 2 -CH 2 in PCL units, respectively, being very similar to the reported spectrum (Jia et al, 2008;Zhou et al, 2003). Figure 3 is the typical GPC curve of LDMP-2 copolymer.…”

Section: Structure Characterization Of Ldmpsupporting

confidence: 83%

Linear-dendrimer type methoxy-poly (ethylene glycol)-b-poly (ɛ-caprolactone) copolymer micelles for the delivery of curcumin

et al. 2014

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(2015) Linear-dendrimer type methoxy-poly (ethylene glycol)-b-poly (ɛ-caprolactone) copolymer micelles for the delivery of curcumin, Drug Delivery, 22:1, 58-68, DOI: 10.3109/10717544.2014 Methods: A novel linear-dendrimer methoxy-poly (ethylene glycol)-b-poly ("-caprolactone) copolymer was synthesized through O-alkylation, basic hydrolysis and ring-opening polymerization reaction with methoxy-poly (ethylene glycol), epichlorohydrin and "-caprolactone as raw materials. Its structure was characterized by 1 H-NMR and GPC. The copolymer's hemolysis and micellar encapsulation for curcumin by thin-film hydration were studied. Curcumin-loaded micelles were evaluated by use of in vitro release, FT-IR and X-ray diffraction. Curcumin-loaded micelles' in vitro cytotoxic activities against Hela and HT-29 cells were done, and its pharmacokinetic parameters were also carried out. Results: Curcumin was encapsulated into the micelles with 92.54% of entrapment efficiency and 12.84% of drug loading in amorphous forms. The dissolubility of nanoparticulate curcumin was 1.70 Â 10 5 times higher than that of curcumin in water. The obtained copolymer showed no hemolysis. In vitro drug release study indicated that, in all cases, the kinetics was adjusted well to the Makoid-Banakar model (R 2 abj ¼ 0.9984). In addition, data were analyzed by the Korsmeyer-Peppas model, n values were 0.43, indicating that the drug release was accomplished by the combination diffusion and polymer chain relaxation. The cytotoxicity experiment indicated that the nanoparticulate curcumin kept up its potent anti-cancer activities. The pharmacokinetic results showed that the MRT 0-1 , t 1/2z and AUC 0-1 of Curcuminloaded micelles were 1.64, 6.54 and 4.67 times higher than that of CUR control solution. Conclusions: The copolymeric micelles loading curcumin might act as a delivery vehicle for CUR.

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Section: Structure Characterization Of Ldmpsupporting

confidence: 83%

Linear-dendrimer type methoxy-poly (ethylene glycol)-b-poly (ɛ-caprolactone) copolymer micelles for the delivery of curcumin

et al. 2014

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“…On the contrary, poly ( -caprolactone) (PCL) is miscible with a variety of polymers. PCL is known for lower toxicity and permeability 19) . Adding PCL can change its original properties, such as stickiness, flexibility and elongation 20) .…”

Section: Introductionmentioning

confidence: 99%

Enhancement of Apatite Precipitation on an Alkaline Hydrolyzed Poly (Lactic acid-ε-Caprolactone) Film in Simulated Body Fluid

Tsurumi

Fusé

2014

J. Hard Tissue Biology.

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Biodegradable materials, such as poly (lactic acid) (PLA), have been applied to regenerate bone. However, pure PLA is brittle, so it can be modified by blending -caprolactone (PCL). These biodegradable materials have no known functional activity. In the present study, a copolymer of PLA/PCL (PLCL) film was fabricated by dissolving the materials in chloroform. Carboxylic acid groups (COOH) of PLCL were chemically introduced onto the PLCL film surface by 0.5N NaOH hydrolysis. Apatite formation was evaluated on an alkaline hydrolyzed PLCL film (PLCL-COOH) after immersion in Hanks' balanced salt solution (HBSS, pH7.4) without organic species. Water adsorption in (PBS) PLCL-COOH phosphate buffered saline was also monitored by comparing PLCL. PLCL-COOH provided a greater degree of apatite precipitation than PLCL after 3 and 7-day immersion. Weight loss was significantly different between PLCL-COOH and PLCL films from 3 days until 124 days of immersion in PBS (p<0.05). The contact angle of the PLCL-COOH surface with respect to double distilled water significantly decreased compared with PLCL (p<0.05). Thus, it was predicted that PLCL-COOH would show a better biological response and be applicable in new types of dental materials in dental treatment.

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“…However, the rather high crystallinity of PCL decreases its compatibility with soft tissues and lowers its biodegradability. These drawbacks may obstruct its application in drug-controlled release systems (Zhou et al, 2003). Blending two polymers is an approach to develop new biomaterials exhibiting combinations of properties that could not be obtained by individual polymers (Sarasam & Madihally, 2005).…”

Section: Introductionmentioning

confidence: 99%

“…Blending PCL with other materials has proven to be an effective method to enhance the biodegradability of the resulting composites (Fernández et al, 2013;Little et al, 2009;Tuba et al, 2011;Valdés García et al, 2014). Zhou and coworkers synthesized Poly(ε-caprolactone)-poly(ethylene glycol) (PECL) copolymers using stannous octoate as catalyst at 160°C by bulk polymerization (Zhou et al, 2003). All PECL copolymers formed microspheres containing human serum albumin (HSA) which can be used as drug delivery carriers in medical applications.…”

Section: Introductionmentioning

confidence: 99%

Thermo-mechanical properties of poly ε-caprolactone/poly l -lactic acid blends: Addition of nalidixic acid and polyethylene glycol additives

Douglas¹,

Albadarin²,

Al-Muhtaseb³

et al. 2015

Journal of the Mechanical Behavior of Biomedical Materials

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Abstract:The search for ideal biomaterials is still on-going for tissue regeneration. In this study, blends of Poly ε-caprolactone (PCL) with Poly l-lactic acid (PLLA), Nalidixic Acid (NA) and Polyethylene glycol (PEG) were prepared. Mechanical and thermal properties of the blends were investigated by tensile and flexural analysis, DSC, TGA, WXRD, MFI, BET, SEM and hot stage optical microscopy. Results showed that the loading of PLLA caused a significant decrease in tensile strength and almost total eradication of the elongation at break of PCL matrix, especially after PEG and NA addition. Increased stiffness was also noted with additional NA, PEG and PLLA, resulting in an increase in the flexural modulus of the blends.Isothermal degradation indicated that bulk PCL, PLLA and the blends were thermally stable at 200°C for the duration of 2h making extrusion of the blends at this temperature viable.Morphological study showed that increasing the PLLA content and addition of the very low viscosity PEG and powder NA decreased the Melt Flow Indexer and increased the viscosity.At the higher temperature the PLLA begins to soften and eventually melts allowing for increased flow and, coupling this with, the natural increase in MFI caused by temperature is enhanced further. The PEG and NA addition increased dramatically the pore volume which is important for cell growth and flow transport of nutrients and metabolic waste.

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Biodegradable poly(ε-caprolactone)-poly(ethylene glycol) block copolymers: characterization and their use as drug carriers for a controlled delivery system

Cited by 367 publications

References 25 publications

Linear-dendrimer type methoxy-poly (ethylene glycol)-b-poly (ɛ-caprolactone) copolymer micelles for the delivery of curcumin

Linear-dendrimer type methoxy-poly (ethylene glycol)-b-poly (ɛ-caprolactone) copolymer micelles for the delivery of curcumin

Enhancement of Apatite Precipitation on an Alkaline Hydrolyzed Poly (Lactic acid-ε-Caprolactone) Film in Simulated Body Fluid

Thermo-mechanical properties of poly ε-caprolactone/poly l -lactic acid blends: Addition of nalidixic acid and polyethylene glycol additives

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