• Title/Summary/Keyword: poly(lactide)

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Synthesis, Properties and Permeation of Solutes through Hydrogels based on Poly(ethylene glycol)-co-Poly(lactones) diacrylate Macromers and Chitosan (UV 경화형 키토산/지방족 폴리에스터 Hydrogel IPN 제조 및 약물투과)

  • Cho, S.M.;Kim, S.Y.;Lee, Y.M.;Sung, Y.K.;Cho, C.S.
    • Proceedings of the KOSOMBE Conference
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    • v.1998 no.11
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    • pp.229-230
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    • 1998
  • Triblock copolymers from poly(ethylene glycol) (PEG) and D,L-lactide or $\varepsilon$-carprolactone were synthesized to prepare semi-interpenetrating polymer network (semi-IPN) with chitosan by U.V. irradiation method. Then, solute permeation through these semi-IPNs hydrogels were investigated. The structures of semi-IPNs were confirmed by FT-IR spectroscopy and wide angle X-ray diffractometer (WAXD). Equilibrium water content (EWC) of these hydrogels was in the range of 67-75%. The crystallinity, thermal properties and mechanical properties of semi-IPNs hydrogels were studied. All the hydrogels revealed a remarkable decrease in crystallinity as compared with PEG macromer itself. The tensile strengths of semi-IPNs hydrogels in dry state were rather high, but those of hydrogels in wet state decreased drastically. The permeabilities of solutes of hydrogels followed the swelling behaviors and were regulated by solute size.

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A Polymeric Micellar Carrier for the Solubilization of Biphenyl Dimethyl Dicarboxylate

  • Chi, Sang-Cheol;Yeom, Dae-Il;Kim, Sung-Chul;Park, Eun-Seok
    • Archives of Pharmacal Research
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    • v.26 no.2
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    • pp.173-181
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    • 2003
  • A polymeric micelle drug delivery system was developed to enhance the solubility of poorly-water soluble drug, biphenyl dimethyl dicarboxylate, DDB. The block copolymers consisting of poly(D,L-lactide) (PLA) as the hydrophobic segment and methoxy poly(ethylene glycol) (mPEG) as the hydrophilic segment were synthesized and characterized by NMR, DSC and MALDI-TOF mass spectroscopy. The size of the polymeric micelles measured by dynamic light scattering showed a narrow monodisperse size distribution with the average diameter less than 50 nm. The MW of mPEG-PLA, 3000 (MW of mPEG, 2 K; MW of PLA, 1K), and the presence of hydrophilic and hydrophobic segments on the polymeric micelles were confirmed by MALDI-TOF mass spectroscopy and NMR, respectively. Polymeric micelle solutions of DDB were prepared by three different methods, i.e. the matrix method, emulsion method and dialysis method. In the matrix method, DDB solubility was reached to 13.29 mg/mL. The mPEG-PLA 2K-1K micelle system was compared with the poloxamer 407 micelle system for their critical micelle concentration, micelle size, solubilizing capacity, stability in dilution and physical state. DDB loaded-polymeric micelles prepared by the matrix method showed a significantly increased aqueous solubility (>5000 fold over intrinsic solubility) and were found to be superior to the poloxamer 407 micelles as a drug carrier.

Paclitaxel Coating on ePTFE Artificial Graft and the Release Behavior (ePTFE 인공혈관에 대한 파클리탁셀의 코팅 및 방출거동)

  • Lim, Soon-Yong;Kim, Cheol-Joo;Kim, Eun-Jin;Kwon, Oh-Kyoung;Kwon, Oh-Hyeong
    • Polymer(Korea)
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    • v.36 no.3
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    • pp.326-331
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    • 2012
  • In this study, expanded poly(tetrafluoro ethylene) (ePTFE) graft was modified to be used as a hemodialysis vascular access. Biodegradable poly(D,L-lactide-$co$-glycolide) (PLGA) was coated onto the inner surface of ePTFE graft with paclitaxel, which is often used as an anti-cancer agent and for reducing neointimal hyperplasia. Surface characterization before and after PLGA coating was carried out by SEM and ATR-FTIR. Porous sturcture of ePTFE was maintained after coating of PLGA solution. The amounts of coated PLGA and paclitaxel determined by ATR-FTIR and HPLC were 1.96 and 0.263 mg/$cm^2$, respectively. Young's modulus was decreased and tensile strength was increased by PLGA coating. Released paclitaxel as a function of incubation time was monitored by HPLC. Approximately 35% of coated paclitaxel was released steadily for 4 weeks with the biodegradation of PLGA. From these results, it is expected that the effect of paclitaxel on reducing neointimal hyperplasia and stenosis is maintained for a long time.

Development of Artificial Vessels with Autologous Bone Marrow Cells and Polymers (자기 골수세포와 고분자 폴리머를 이용한 인공 혈관의 개발)

  • Choi, Jin-Wook;Lim, Sang-Hyun;Hong, You-Sun;Kim, Byung-Soo
    • Journal of Chest Surgery
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    • v.41 no.2
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    • pp.160-169
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    • 2008
  • Bakcground: To treat anastomosis site stenosis and occlusion of the artificial vessels used in vascular surgery, tissue-engineered artificial vessels using autologous cells have been constructed. We developed artificial vessels using a polymer scaffold and autologous bone marrow cells and performed an in vivo evaluation. Material and Method: We manufactured a vascular scaffold using biodegradable PLCL (poly lactide-co-${\varepsilon}$-caprolactone) and PGA (poly glycolic acid) fibers. Then we seeded autologous bone marrow cells onto the scaffold. After implantation of the artificial vessel into the abdominal aorta, we performed an angiography 3 weeks after surgery. After the dogs were euthanized we retrieved the artificial vessels and performed histological analysis. Result: Among the six dogs, 2 dogs died of massive bleeding due to a crack in the vascular scaffold 10 days after the operation. The remaining four dogs lived for 3 weeks after the operation. In these dogs. the angiography revealed no stenosis or occlusion at 3 weeks after the operation. Gross examination revealed small thrombi on the inner surface of the vessels and the histological analysis showed three layers of vessel structure similar to the native vessel. Immunohistochemical analysis demonstrated regeneration of the endothelial and smooth muscle cell layers. Conclusion: A tissue engineered vascular graft was manufactured using a polymer scaffold and autologous bone marrow cells that had a structure similar to that of the native artery. Further research is needed to determine how to accommodate the aortic pressure.

Synthesis of Thermosensitive and Biodegradable Methoxy Poly(ethylene glycol)-Polycaprolactone and Methoxy Poly(ethylene glycol)-Poly(lactic acid) Block Copolymers (온도감응 및 생분해성 폴리에틸렌 글리콜-폴리카프로락톤과 폴리에틸렌 글리콜-폴리락타이드 공중합체의 합성)

  • 서광수;박종수;김문석;조선행;이해방;강길선
    • Polymer(Korea)
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    • v.28 no.3
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    • pp.211-217
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    • 2004
  • The sol to gel transition of aqueous solution of block copolymers consisting of methoxy poly (ethylene glycol) (MPEG) and biodegradable polyesters such as $\varepsilon$-caprolactone and L-lactide was investigated as a function of temperature. MPEG-PCL was prepared by ring opening polymerization of $\varepsilon$-caprolactone in the presence of HClㆍEt$_2$O as monomer activator at room temperature. Also, MPEG-PLLA was prepared by ring opening polymerization of L-lactide in the presence of stannous octoate at 115$^{\circ}C$. The properties of block copolymers were investigated by $^1$H-NMR, IR, and GPC as well as the observation of thermo sensitive phase transition in aqueous solution. As the hydrophobic block length increased, the sol to gel transition temperature increased and curve of that steepen to lower concentration. To confirm the gel formation at body temperature, we observed the formation of gel in the mice body after injection of 20 wt% aqueous solution of each block copolymer. After surging, we investigated the gelation in mice. The results obtained in this study confirmed the feasibility as biomaterials of injectable implantation for controlled release of drug and protein delivery.

Comparative study on long-term stability in mandibular sagittal split ramus osteotomy: hydroxyapatite/poly-ʟ-lactide mesh versus titanium miniplate

  • Park, Young-Wook;Kang, Hyun-Sik;Lee, Jang-Ha
    • Maxillofacial Plastic and Reconstructive Surgery
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    • v.41
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    • pp.8.1-8.6
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    • 2019
  • Background: Resorbable devices have recently been adopted in the field of orthognathic surgery with controversies about their postoperative skeletal stability. Hence, we determined the long-term skeletal stability of unsintered hydroxyapatite/poly-ʟ-lactic acid (HA/PLLA) mesh for osteofixation of mandibular sagittal split ramus osteotomy (SSRO), and compared it with that of titanium miniplate. Methods: Patients were divided into resorbable mesh and titanium miniplate fixation groups. A comparative study of the change in the mandibular position was performed with preoperative, 1-day, 6-month, and 2-year postoperative lateral cephalograms. Results: At postoperative 6 months-compared with postoperative 1 day, point B (supra-mentale) was significantly displaced anteriorly in the titanium-fixation group. Moreover, at postoperative 2 years-compared with postoperative 6 months, point B was significantly displaced inferiorly in the titanium-fixation. However, the HA/PLLA mesh-fixation group did not show any significant change with respect to point B postoperatively. Conclusions: The HA/PLLA mesh-fixation group demonstrated superior long-term skeletal stability with respect to the position of mandible, when compared with the titanium-fixation group.

Synthesis and pH-Dependent Micellization of a Novel Block Copolymer Containing s- Triazine Linkage

  • Pal Ravindra R.;Lee Doo Sung
    • Macromolecular Research
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    • v.13 no.5
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    • pp.373-384
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    • 2005
  • Novel pH-sensitive moieties containing an s-triazine ring were synthesized with sulfonamide and secondary amino groups. The synthesized pH-sensitive moieties were used for the synthesis of a pH-sensitive amphiphilic ABA triblock copolymer. The pH-sensitive triblock copolymer was composed of diblock copolymers, methoxy poly(ethylene glycol)-poly ($\varepsilon$-caprolactone-co-D,L-lactide) (MPEG-PCLA), and pH-sensitive moiety. These copolymers could be dissolved molecularly in both acidic and basic aqueous media at room temperature due to secondary amino and sulfonamide groups. The synthesized s-triazine rings containing pH-sensitive compounds were characterized by ${^1}H-NMR,\;{^13}C-NMR$, and LC/MSD spectral data. The synthesized diblock and triblock copolymers were also characterized by ${^1}H-NMR$ and GPC analyses. The critical micelle concentrations at various pH conditions were determined by fluorescence technique using pyrene as a probe. Furthermore, the micellization and demicellization study of the triblock copolymer was done with pH-sensitive groups. The sensitivity towards pH change was further established by acid-base titration.

Stability Studies of Biodegradable Polymersomes Prepared by Emulsion Solvent Evaporation Method

  • Lee Yu-Han;Chang Jae-Byum;Kim Hong-Kee;Park Tae-Gwan
    • Macromolecular Research
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    • v.14 no.3
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    • pp.359-364
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    • 2006
  • Di-block copolymers composed of two biocompatible polymers, poly(ethylene glycol) and poly(D,L-lactide), were synthesized by ring-opening polymerization for preparing polymer vesicles (polymersomes). Emulsion solvent evaporation method was used to fabricate the polymersomes. Scanning electron microscope (SEM) images confirmed that polymersomes have a hollow structure inside. Confocal laser microscope and optical microscope were also used to verify the hollow structure of polymersomes. Polymersomes having various sizes from several hundred nanometers to a few micrometers were fabricated. The size of the polymersomes could be readily controlled by altering the relative hydrodynamic volume fraction ratio between hydrophilic and hydrophobic blocks in the copolymer structure, and by varying the fabrication methods. They showed greatly enhanced stability with increased molecular weight of PEG. They maintained their physical and chemical structural integrities after repeated cycles of centrifugation/re-dispersion, and even after treatment with surfactants.

Synthesis of Biodegradable Aliphatic Polyester with Amino Group in the Side Chain (곁사슬에 아미노기를 도입한 생분해성 지방족 폴리에스테르의 합성)

  • Lee, Chan-Woo
    • Polymer(Korea)
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    • v.34 no.4
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    • pp.381-385
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    • 2010
  • Aiphatic diester monomer, 3-[(benzyloxycarbonylamino)butyl]-1,4-dioxane-2,5-dione (BABD), was synthesized with the N-$\varepsilon$-benzyloxy-carbonyl-L-lysine as starting material. This monomer was synthesized to add the functionality to poly(lactic acid)s. BABD unit was successfully incorporated into the PLLA chain which was confirmed by $^1H$ NMR. The copolymer composition could be controlled by the feed ratios of monomer. The $M_n$ of this resultant polymer is expected to reach high molecular weight after the purification of monomer and optimization of polymerization time, though the polymer showed relatively low degree of polymerization ($M_n$=3300). The copolymer is expected to possess the enhanced hydrophilicity and the possibility of chemical modification on amino group.

Comparative In Vitro Toxicity Study of Docetaxel and Nanoxel, a Docetaxel-Loaded Micellar Formulation Using Cultured and Blood Cells

  • Do, Van Quan;Park, Kwang-Hoon;Park, Jung-Min;Lee, Moo-Yeol
    • Toxicological Research
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    • v.35 no.2
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    • pp.201-207
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    • 2019
  • Nanoxel-$PM^{TM}$ (Nanoxel) is a docetaxel-loaded methoxy-poly(ethylene glycol)-block-poly(D,L-lactide) (mPEG-PDLLA). This newly developed and marketed nanoformulation exhibits an improved pharmacokinetic profile, efficacy, and safety. Although the safety of Nanoxel to docetaxel as well as its bioequivalence must be clinically confirmed, all biological activities have not been examined in in vitro or in vivo studies. Here, the toxicity in a cultured cell system and the effects on blood cells were tested with Nanoxel and docetaxel. The in vitro cytotoxicity of Nanoxel was found to be comparable to or slightly lower than that of docetaxel depending on the concentrations tested or the cell types. Neither docetaxel nor Nanoxel induced erythrocytes hemolysis and produced reactive oxygen species up to $100{\mu}M$. However, Nanoxel was able to enhance the aggregatory response of platelets to collagen, whereas docetaxel attenuated such aggregation in a range of $50-100{\mu}M$, while thrombin-induced aggregation was not affected by either of them. Docetaxel or Nanoxel did not alter basal level of $Ca^{2+}$ and 5-hydroxytryptamine-evoked $Ca^{2+}$ transient in vascular smooth muscle cells. These results suggest that the mPEG-PDLLA micellar formulation alters the toxicological properties of docetaxel, and that extra cautions are needed when evaluating the safety of nanomedicine.