• Title/Summary/Keyword: chitosan derivatives

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Effects of Chitooligosaccharides on Liver Function in the Mouse (Chitooligosaccharide가 생쥐의 간 기능에 미치는 영향)

  • Kim, Se-Jae;Kang, So-Young;Park, Seung-Lim;Shin, Tae-Kyun;Ko, Young-Hwan
    • Korean Journal of Food Science and Technology
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    • v.30 no.3
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    • pp.693-696
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    • 1998
  • Chitosan is the deacetylated product of chitin. Chitosan and its derivatives have many properties that make them attractive for a wide variety of health applications. This study was performed to investigate some effects of water soluble chitooligosaccharides on liver function in the mouse. The animals given the sterol diet containing 3% cholesterol for 6 weeks showed increase in plasma cholesterol level, which were lowered by 23% when they were fed on 1% chotooligosaccharide. While there was no significant change in liver cholesterol and plasma HDL-cholesterol levels. Continuous administration of 15% ethanol via drinking water to mice for 8 weeks elicited pathological alterations such as inflammation, necrosis, accumulation of lipid droplets in the liver and increase in GPT activity, while simultaneous administration of ethanol and chitooligosaccharide prevented remarkedly ethanol-induced liver injury; there was no observable lipid droplet and GPT activity was decreased by 25% in the liver. These results suggest that chitooligosaccharide play some roles in liver function, such as reducing the plasma cholesterol level and preventing alcoholic liver disease.

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Preparation and Biocompatibility of 6-amino-6-deoxychitosan for Immobilization of Epidermal Growth Factor (세포성장인자 고정화를 위한 6-amino-6-deoxychitosan의 제조와 생체적합성)

  • Son, Tae Il;Park, Se Hoon;Kang, Hahk Soo;Jang, Eui Chan
    • Applied Chemistry for Engineering
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    • v.16 no.2
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    • pp.226-230
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    • 2005
  • Chitosan derivatives, 6-amino-6-deoxychitosan (6A6DC) was successively prepared as a reactive carbohydrate for the stabilization of epidermal growth factor (EGF) by the reactions of chitosan with tosyl chloride, sodium azide, and lithium aluminum tetrahydride. The structure of 6A6DC was confirmed by EA, FT-IR, $^1H-NMR$ and $^{13}C\{^1H\}-NMR$. The degree of substitution (ds) of amino groups in 6A6DC was determined to be 0.7. 6A6DC did not show any cytotoxicity on the normal human dermal fibroblast (NHDF) proliferation at least in the range tested (0.3 g/mL 600 g/mL) and was considered as a suitable material for the stabilization of EGF against proteolytic degradation due to its non-cytotoxicity and high reactivity.

Thermotropic Behavior of Hydroxypropyl Chitosans Bearing Cholesteryl and Acryloyl Groups (콜레스테릴과 아크릴로일 그룹을 지닌 하이드록시프로필 키토산들의 열방성 거동)

  • 김장훈;정승용;마영대
    • Polymer(Korea)
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    • v.28 no.1
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    • pp.41-50
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    • 2004
  • A new hydroxypropyl chitosan capable of forming a thermotropic liquid crystalline phase and two kinds of derivatives based on the hydroxypropyl chitosan (6-cholesteryloxycarbonylpentoxypropyl) chitosans (CHPCTs) and acrylic acid esters of CHPCT (CHPCTEs) were synthesized. The crosslinked films with liquid crystalline order were also prepared by photocrosslinking CHPCTE in mesophase. The liquid crystalline properties for all the samples and the swelling behavior of the crosslinked samples in acetone were investigated. In contrast with the hydroxypropyl chitosan, all the uncrosslinked cholesteryl-bearing samples farmed monotropic cholesteric phases with left-handed helicoidal structures and exhibited reflection colors over the full cholesteric range. This is the first report of a thermotropic cholesteric liquid crystalline chitosan derivative with reflection bands in the visible region. Both the optical pitches (λ$\_$m/'S) of CHPCT and CHPCTE decrease with temperature or with cholesteryl content at a given temperature. However, the λ$\_$m/ of CHPCT was larger than that of CHPCTE at the same temperature and at the same cholesteryl content. All the crosslinked samples did not display reflection colors, indicating that the cholesteric structure of CHPCTE significantly changes upon crosslinking. The two-dimentional anisotropic swelling characteristic of liquid crystalline networks was observed for all the crosslinked samples.

Thermotropic Liquid Crystalline Behavior of Aliphatic Acid Esters of N,O-Hydroxypropyl Chitosans (N,O-히드록시프로필 키토산 지방산 에스터들의 열방성 액정 거동)

  • Kim, Hyo Gap;Jung, Seung Yong;Ma, Yung Dae
    • Polymer(Korea)
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    • v.37 no.3
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    • pp.276-287
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    • 2013
  • Two kinds of N,O-hydroxypropyl chitosans (HPCTOs) with degree of substitution (DS) and molar substitution (MS) ranging from 2.15 to 2.39 and 2.9 to 4.1, respectively, and five kinds of aliphatic acid esters of HPCTOs (HPCTOAms, m=0,2,4,7,9, the number of methylene units in aliphatic substituent) based on the HPCTOs were synthesized, and the thermotropic liquid crystalline properties of the derivatives were investigated. All the derivatives formed enantiotropic cholesteric phases whose optical pitches (${\lambda}_m$'s) increased with increasing temperature. However, the glass and clearing temperatures, the magnitude of ${\lambda}_m$ of the mesophase at the same temperature, and the temperature dependence of ${\lambda}_m$ of the investigated derivatives highly depended on MS and m. The thermotropic mesophase properties of HPCTOAms were significantly different from those reported for the aliphatic acid esters of hydroxypropyl celluloses. The results indicate that the secondary amino group in the C-2 position plays an important role in the thermal stabilization and temperature dependence of ${\lambda}_m$ of the cholesteric mesophase.

ANTIFUNGAL AND ANTIBACTERIAL ACTIVITIES OF SOME COMPOUNDS FROM MARINE NATURAL PRODUCTS

  • Chinh, Luu-Van;Dien, Pham-Huu;Minh, Chau-Van
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1998.11a
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    • pp.174-174
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    • 1998
  • Twelve different derivatives were synthesised from chitin/chitosan[1, 2, 3]. Their structures have been determined by different physical methods. The bioassay screening on antifungal and antibacterial activities of all these compounds showed that most of them had significant activity and they can inhibite the growth of some fungi and bacterias : E. coli, S. pyogenes, F. oxysporum, P. oryzae, that caused the spoilage of fresh fruits and foods. Furthermore, all of these compounds are non-toxic (LD$\_$50/>50g/kg) and can be applied for food preservation.

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Cyclodextrin Glucanotransferase의 고정화와 당전이 스테비오사이드 제조에 관련된 반응 특성

  • In, Man-Jin;Kim, Dong Chung;Chae, Hee Jeong;Choi, Kyung Seok;Kim, Min-Hong
    • Microbiology and Biotechnology Letters
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    • v.25 no.3
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    • pp.305-310
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    • 1997
  • For the continuous production of transglucosylated steviosides, cyclodextrin glucanotransferase from Bacillus macerans was immobilized onto Diaion HPA 75 (styrene-divinylbenzene resin) that was screened from ion exchange resins, synthetic adsorbents and chitosan derivatives. The parameters influencing enzyme immobilization were examined in order to maximize the activity of immobilized enzyme. The optimum conditions for immobilization turned out to be: contact time 2 hr at 30$circ$C, pH 6$sim$9, and enzyme loading 20mg protein/g resin at 4.4 Os/Kg as osmolarity. Competing with other molecules having low molecular weight, enzyme was immobilized reversibly. The activity of immobilized enzyme was as high as 180U/g resin when the diafiltrated solution of stock enzyme was used. The optimum conditions for transglucosylation were as follows: pH 6.0, temperature 50$circ$C, 30% substrate solution composed of 15% stevioside mixture and 15% dextrin of which value of dextrose equivalent was about 9.0.

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Thermotropic Liquid Crystalline Properties of (8-Cholesteryloxycarbonyl)heptanoated Polysaccharides ((8-콜레스테릴옥시카보닐)헵타노화 다당류들의 열방성 액정 특성)

  • Jeong Seung-Yong;Ma Yung-Dae
    • Polymer(Korea)
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    • v.30 no.4
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    • pp.338-349
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    • 2006
  • Fully or nearly fully(8-cholesteryloxycarbonyl)heptanoated polysaccharide derivatives were synthesized by reacting cellulose, amylose, chitosan, chitin, alginic acid, pullulan or amylopectin with (8-cholesteryloxycarbonyl)heptanoyl chloride (CH8C), and their thermotropic liquid crystalline behaviors were investigated. Like in the case of CH8C, all the polysaccharide derivatives formed monotropic cholesteric phases with left-handed helicoidal structures whose optical pitches $({\lambda_m}'s)$ decrease with increasing temperature. Amylopectin derivative also formed a monotropic cholesteric phase with lefthanded helicoidal structures but, in contrast with the other derivatives, did not display reflection colors over the full cholesteric range, suggesting that the helicoidal twisting power of the cholesteryl group highly depends on the branched structure in amylopectin. The thermal stability and degree of order in the mesophase, the magnitude of ${\lambda}_m$ at the same temperature, and the temperature dependence of the ${\lambda}_m$ observed for polysaccharide derivatives were entirely different from those reported for the polymers in which the cholesteryl groups are attached to flexible or semiflexible backbones through flexible spacers. The results were discussed in terms of the difference in the chemical structures of the main and side chains and flexibility of the main chain.

Polymer-directed Crystallization of Sibutramine using Cellulose Derivatives

  • Bae, Ha-Rim;Lee, Hye-Seung;Lee, Min-Kyung;Lee, Jong-Hwi
    • Journal of Pharmaceutical Investigation
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    • v.41 no.1
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    • pp.45-50
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    • 2011
  • Nonclassical pathway of crystallization has been utilized to modify the properties and morphologies of inorganic and organic/inorganic materials. In here, the polymer-directed crystallization method has been applied to the pharmaceutical active ingredient to assess the applicability for as a particle engineering tool. The polymer-directed crystallization was successful to modifying the crystal size, habit and morphology, but it was not effective to discover the novel polymorphs of Sibutramine (SB). SB was selected as a model drug and polyacrylic acid (PAA), polyethylene imine (PEI) and chitosan (CHI) were added as a crystallization pathway modifier. SB was crystallized via drowning crystallization using methanol or ethanol as a solvent and water as a non-solvent. The significant interactions between polymer and the drug were confirmed by measuring the solubility of the drug in presence of polymer during the crystallization. The crystal forms of SB are characterized by X-ray diffraction (XRD), scanning electron microscope (SEM) and optical microscope (OM). The polymer-directed crystallization seems to be able to modify the crystal properties of pharmaceutical active ingredient, which is critical in determining the bioavailability, processability, and stability.

Natural Origin Polymers: Applications as Wound Care Materials (자연 고분자 : 상처 치료 재료로 활용)

  • Karadeniz, Fatih;Sung, Hye Kyeong;Kim, Han Seong
    • Journal of Life Science
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    • v.29 no.3
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    • pp.382-393
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    • 2019
  • Wound care is a health industry concern affecting millions worldwide. Recent increase in metabolic disorders such as diabetes comes with elevated risk of wound-based complications. Treatment and management of wounds are difficult practices due to complexity of the wound healing process. Conventional wound dressings and treatment applications only provide limited benefits which are mainly aimed to keep wound protected from external factors. To improve wound care, recent developments make biopolymers to be of high interest and importance to researchers and medical practitioners. Biopolymers are polymers or natural origin produced by living organisms. They are credited to be highly biocompatible and biodegradable. Currently, studies reported biopolymers to exhibit various health beneficial properties such as antimicrobial, anti-inflammatory, hemostatic, cell proliferative and angiogenic activities which are crucial for effective wound management. Several biopolymers, namely chitosan, cellulose, collagen, hyaluronic acid and alginic acid have been already investigated and applied as wound dressing agents. Different derivatives of biopolymers have also been developed by cross-linking with other molecules, grafting with other polymers, and loading with bioactive agents or drugs which showed promising results towards wound healing without any undesired outcome such as scarring and physiological abnormalities. In this review, current applications of common biopolymers in wound treatment industry are highlighted to be a guide for further applications and studies.

Thermotropic and Lyotropic Liquid Crystalline Behavior of N,O-Hydroxypropyl Chitosans (N,O-히드록시프로필 키토산들의 열방성과 유방성 액정 거동)

  • Kim, Hyo-Gap;Jung, Seung-Yong;Ma, Yung-Dae
    • Polymer(Korea)
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    • v.36 no.3
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    • pp.380-392
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    • 2012
  • Four kinds of N,O-hydroxypropyl chitosans (HPCTOs) with degree of substitution(DS) and molar substitution (MS) ranging from 2.47 to 2.52 and 4.9 to 7.8, respectively were synthesized, and their molecular chracteristics and thermotropic and lyotropic liquid crystalline properties were investigated. MS was exceedingly larger than DS, showing that in the later stages of reaction, propylene oxide was preferentially added to the side chains rather than the main chain. All the derivatives formed thermotropic cholesteric phases. The glass and clearing temperatures were decreased with increasing MS. The optical pitches (${\lambda}_m$'s) of the thermotropic cholesteric phases increased with temperature. However, the ${\lambda}_m$'s of the derivatives at the same temperature increased with increasing MS. Solutions of HPCTOs in water, methanol, ethanol, acetic acid, and formic acid containing more than 30 wt% polymer also formed cholesteic phases whose ${\lambda}_m$'s decreased exponentially with increasing polymer concentration. The concentration dependence of ${\lambda}_m$ of HPCTO solutions, however, highly depended on the nature of the solvent and MS. The thermotropic and lyotropic mesophase properties of HPCTOs were significantly different from those reported for hydroxypropyl celluloses. The results indicate that the secondary amino group in the C-2 position plays an important role on the formation, stabilization, and temperature and concentration dependencies of ${\lambda}_m$ of the cholesteric mesophase.