Online citations, reference lists, and bibliographies.
← Back to Search

Bioavailability Enhancement Of Glucosamine Hydrochloride By Chitosan.

S. Qian, Q. Zhang, Y. Wang, B. Lee, G. Betageri, M. Chow, M. Huang, Z. Zuo
Published 2013 · Chemistry, Medicine

Cite This
Download PDF
Analyze on Scholarcy
Share
Glucosamine, as a dietary supplement for management of osteoarthritis, has a low and erratic oral bioavailability due to its transport-mediated absorption and presystemic loss in liver and GI tract. The present study described an effective approach to improve glucosamine intestinal absorption and hence its bioavailability using chitosan. Effects of chitosan on intestinal permeability and pharmacokinetics of glucosamine were evaluated in Caco-2 cell monolayer and rats, respectively. In addition, randomized crossover pharmacokinetic studies in beagle dogs were performed to evaluate the oral bioavailabilities of the developed glucosamine oral formulations containing chitosan (QD-Glu solution and QD-Glu tablet) in comparison to its commercial products. Caco-2 permeability studies demonstrated that chitosan could enhance the absorptive transport of glucosamine by 1.9-4.0-fold via the reversible opening of the cell tight junction. After oral administration of glucosamine solutions containing chitosan in rats, it was found that 0.5% (w/v) chitosan exhibited the highest enhancement in Cmax (2.8-fold) and AUC0-∞ (2.5-fold) of glucosamine. Further pharmacokinetic studies in beagle dogs demonstrated that QD-Glu solution and QD-Glu tablet showed much higher relative bioavailabilities of 313% and 186%, when comparing with Wellesse™ solution and Voltaflex™ tablet, respectively. In conclusion, chitosan could serve as a promising oral absorption enhancer for glucosamine.
This paper references
10.1016/J.EJPS.2005.02.009
pH-Dependent passive and active transport of acidic drugs across Caco-2 cell monolayers.
Sibylle Neuhoff (2005)
10.1021/BC060077Y
Interaction of polycationic polymers with supported lipid bilayers and cells: nanoscale hole formation and enhanced membrane permeability.
Seungpyo Hong (2006)
10.1124/JPET.301.1.391
Intranasal delivery of morphine.
L. Illum (2002)
Evaluation of the first-pass glucuronidation of selected flavones in gut by Caco-2 monolayer model.
S. P. Ng (2004)
10.1016/j.ijpharm.2012.04.012
Absorption-promoting effects of chitosan in airway and intestinal cell lines: a comparative study.
D. Vllasaliu (2012)
10.2337/diacare.13.3.228
Glucose Transport and Glucose Transporters in Muscle and Their Metabolic Regulation
A. Klip (1990)
Active ingredient consistency of commercially available glucosamine sulfate products.
A. Russell (2002)
10.18433/J3G59F
Enhancement of paclitaxel transport and cytotoxicity by 7,3',4'-trimethoxyflavone, a P-glycoprotein inhibitor.
Ju-Mi Jeong (2007)
10.1023/B:PHAM.0000012150.60180.e3
Effect of Chitosan on Epithelial Cell Tight Junctions
J. Smith (2004)
10.1016/S0928-0987(99)00032-9
Chitosans as absorption enhancers of poorly absorbable drugs. 3: Influence of mucus on absorption enhancement.
N. G. Schipper (1999)
10.1208/s12248-011-9307-4
Absorption Enhancers: Applications and Advances
B. Aungst (2011)
10.1002/JSSC.200600162
High performance liquid chromatography for the determination of glucosamine sulfate in human plasma after derivatization with 9-fluorenylmethyl chloroformate.
Tao-Min Huang (2006)
10.1016/S0014-5793(02)03058-2
GLUT2 is a high affinity glucosamine transporter
M. Uldry (2002)
Biochemical characterisation of polycation-induced cytotoxicity to human vascular endothelial cells.
D. Morgan (1989)
10.1016/S0378-5173(03)00090-5
Enhancing effect of chitosan on nasal absorption of salmon calcitonin in rats: comparison with hydroxypropyl- and dimethyl-beta-cyclodextrins.
Prapasri Sinswat (2003)
10.18433/J3XG6F
The glucosamine controversy; a pharmacokinetic issue.
A. Aghazadeh-Habashi (2011)
Pharmacokinetics of glucosamine in man.
I. Setnikar (1993)
10.1016/j.phymed.2012.09.014
Improvement of intestinal absorption of forsythoside A in weeping forsythia extract by various absorption enhancers based on tight junctions.
W. Zhou (2012)
10.1016/S0169-409X(96)00415-2
Caco-2 monolayers in experimental and theoretical predictions of drug transport
P. Artursson (1996)
10.1016/0378-5173(92)90353-4
In vitro evaluation of mucoadhesive properties of chitosan and some other natural polymers
C. Lehr (1992)
10.1208/s12248-011-9310-9
Comparison of Intestinal Absorption and Disposition of Structurally Similar Bioactive Flavones in Radix Scutellariae
Chenrui Li (2011)
10.1023/B:PHAM.0000016249.52831.a5
Uptake and Cytotoxicity of Chitosan Molecules and Nanoparticles: Effects of Molecular Weight and Degree of Deacetylation
M. Huang (2004)
10.1023/A:1015827908309
Upper Gastrointestinal (GI) pH in Young, Healthy Men and Women
J. Dressman (2004)
10.1016/J.JCONREL.2004.10.012
Influence of molecular weight on oral absorption of water soluble chitosans.
S. Chae (2005)
Single dose pharmacokinetics and bioavailability of butyryl glucosamine in the rat.
A. Aghazadeh-Habashi (2006)
10.1016/S0378-5173(99)00030-7
Effect of chitosan on epithelial permeability and structure.
V. Dodane (1999)
10.1002/jps.23145
Absorption and bioavailability of glucosamine in the rat.
Alyaa Ibrahim (2012)
10.1016/J.JOCA.2005.07.009
Glucosamine oral bioavailability and plasma pharmacokinetics after increasing doses of crystalline glucosamine sulfate in man.
S. Persiani (2005)
10.1023/A:1012160102740
Chitosans as Absorption Enhancers for Poorly Absorbable Drugs 2: Mechanism of Absorption Enhancement
N. G. Schipper (2004)
10.1023/A:1016444808000
Chitosans as Absorption Enhancers for Poorly Absorbable Drugs. 1: Influence of Molecular Weight and Degree of Acetylation on Drug Transport Across Human Intestinal Epithelial (Caco-2) Cells
N. G. Schipper (2004)
10.1016/j.jep.2011.08.042
In vitro and in situ evaluation of herb-drug interactions during intestinal metabolism and absorption of baicalein.
Yui Kau Fong (2012)
10.1016/j.addr.2009.09.004
Biodegradation, biodistribution and toxicity of chitosan.
T. Kean (2010)
10.2174/157488406775268183
Pharmacokinetics and metabolic drug interactions.
S. Leucuţa (2006)
10.1111/j.1472-8206.2008.00572.x
Oral absorption of ampicillin: role of paracellular route vs. PepT1 transporter
Guylène Lafforgue (2008)
10.1016/S0169-409X(00)00128-9
Caco-2 monolayers in experimental and theoretical predictions of drug transport1PII of original article: S0169-409X(96)00415-2. The article was originally published in Advanced Drug Delivery Reviews 22 (1996) 67–84.1
P. Artursson (2001)
10.1023/A:1018908705446
Enhancement of Nasal Absorption of Insulin Using Chitosan Nanoparticles
R. Fernández-Urrusuno (2004)
10.1201/b14099-14
CHITOSAN AND CHITOSAN DERIVATIVES AS ABSORPTION ENHANCERS FOR PEPTIDE DRUGS ACROSS MUCOSAL EPITHELIA
A. Kotzé (1999)
10.1002/14651858.CD002946.PUB2
Glucosamine therapy for treating osteoarthritis.
T. Towheed (2005)
10.1016/S0169-409X(01)00231-9
Oral drug absorption enhancement by chitosan and its derivatives.
M. Thanou (2001)
10.1002/9780470640487.CH5
Polymers in Oral Modified Release Systems
J. Tu (2010)
10.1023/A:1018901302450
Chitosan as a Novel Nasal Delivery System for Peptide Drugs
L. Illum (2004)
10.1023/A:1016009313548
Enteral Absorption of Insulin in Rats from Mucoadhesive Chitosan-Coated Liposomes
H. Takeuchi (2004)
10.1152/ajpgi.00132.2011
The extracellular matrix: an active or passive player in fibrosis?
T. Wight (2011)
10.1016/j.ijpharm.2008.03.016
Improvement of intestinal absorption of insulin and water-soluble macromolecular compounds by chitosan oligomers in rats.
Y. Gao (2008)
Advances in chitin science
A. Domard (1997)
10.1211/0022357991776976
Enhanced Permeability of Insulin across the Rat Intestinal Membrane by Various Absorption Enhancers: Their Intestinal Mucosal Toxicity and Absorption‐enhancing Mechanism of n‐Lauryl‐β‐D‐maltopyranoside
T. Uchiyama (1999)
10.1211/jpp.58.1.0005
Effect of the co‐occurring components from green tea on the intestinal absorption and disposition of green tea polyphenols in Caco‐2 monolayer model
L. Zhang (2006)
10.1016/J.PROGHI.2006.02.003
Osteoarthritis: cellular and molecular changes in degenerating cartilage.
H. Lorenz (2006)
10.1002/JPS.2600820412
Epithelial transport of drugs in cell culture. VIII: Effects of sodium dodecyl sulfate on cell membrane and tight junction permeability in human intestinal epithelial (Caco-2) cells.
E. K. Anderberg (1993)
10.1038/nrd3187
Coexistence of passive and carrier-mediated processes in drug transport
Kiyohiko Sugano (2010)
10.1016/0022-1759(83)90303-4
Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays.
T. Mosmann (1983)
10.1016/j.joca.2008.01.006
Comparison of pharmacokinetics of glucosamine and synovial fluid levels following administration of glucosamine sulphate or glucosamine hydrochloride.
M. Meulyzer (2008)
10.1016/S0928-0987(00)00065-8
Characterization of chitosan hydrochloride-mucin interaction by means of viscosimetric and turbidimetric measurements.
S. Rossi (2000)
10.1023/A:1025032511040
pH-Dependent Bidirectional Transport of Weakly Basic Drugs Across Caco-2 Monolayers: Implications for Drug–Drug Interactions
Sibylle Neuhoff (2004)
10.2165/00002512-200320140-00004
Glucosamine: a review of its use in the management of osteoarthritis.
A. Matheson (2003)
10.1016/S1063-5823(10)65001-6
Chapter 1 – Introduction ☆: Claudins, Tight Junctions, and the Paracellular Barrier
M. Furuse (2010)
10.1002/BDD.315
The bioavailability and pharmacokinetics of glucosamine hydrochloride and low molecular weight chondroitin sulfate after single and multiple doses to beagle dogs
A. Adebowale (2002)
10.1016/J.JCONREL.2005.01.001
Trimethylated chitosans as non-viral gene delivery vectors: cytotoxicity and transfection efficiency.
T. Kean (2005)
10.1177/1759720X12437753
Crystalline glucosamine sulfate in the management of knee osteoarthritis: efficacy, safety, and pharmacokinetic properties
L. Rovati (2012)
10.1080/10837450701555901
Effect of Salt Forms and Molecular Weight of Chitosans on In Vitro Permeability Enhancement in Intestinal Epithelial Cells (Caco-2)
P. Opanasopit (2007)
Glucosamine therapy for osteoarthritis: an update.
T. Towheed (2007)
10.1007/978-0-387-72379-2_6
Excipients as Absorption Enhancers
H. Junginger (2008)
10.1021/JF00027A016
Effects of chitosan hydrolysates on lipid absorption and on serum and liver lipid concentration in rats
I. Ikeda (1993)
10.1023/A:1018967116988
Effect of Chitosan on the Permeability of Monolayers of Intestinal Epithelial Cells (Caco-2)
P. Artursson (2004)
10.1023/A:1016488623022
Mucoadhesive Polymers in Peroral Peptide Drug Delivery. VI. Carbomer and Chitosan Improve the Intestinal Absorption of the Peptide Drug Buserelin In Vivo
H. L. Luessen (2004)
10.1136/gut.25.4.386
Duodenal pH in health and duodenal ulcer disease: effect of a meal, Coca-Cola, smoking, and cimetidine.
R. McCloy (1984)
10.2307/2981407
Probit analysis; a statistical treatment of the sigmoid response curve.
D. J. Finney (1947)
10.1016/J.EJPS.2007.04.001
Mechanistic study on the intestinal absorption and disposition of baicalein.
L. Zhang (2007)



This paper is referenced by
10.1016/j.carbpol.2014.03.033
Oral chondroprotection with nutraceuticals made of chondroitin sulphate plus glucosamine sulphate in osteoarthritis.
C. Bottegoni (2014)
10.1016/J.APSUSC.2018.07.082
Hierarchical flower-like SnS grafted with glucosamine-derived nitrogen-doped carbon with enhanced reversible Li-storage performance
Limei Xu (2018)
10.1039/C8RA10302J
Cubosomes with surface cross-linked chitosan exhibit sustained release and bioavailability enhancement for vinpocetine
Yuanfeng Wei (2019)
10.9734/jpri/2018/39746
Physicochemical Characterization of a Liposomal Formulation Based on Glucosamine and Vitamin D, Commercialized as a Nutritional Supplement
German L Madrigal Redondo (2018)
10.1080/14328917.2019.1619982
Biodegradable suture threads as controlled drug delivery systems
M. C. D. Silva (2020)
10.3390/pharmaceutics9030030
Pharmacokinetic Analysis of an Oral Multicomponent Joint Dietary Supplement (Phycox®) in Dogs
S. Martinez (2017)
10.22159/IJCPR.2017V9I2.17380
NUTRACEUTICAL FORMULATIONS CONTAINING GLUCOSAMINE AND CHONDROITIN SULPHATE IN THE TREATMENT OF OSTEOARTHRITIS: EMPHASIS ON CLINICAL EFFICACY AND FORMULATION CHALLENGES
Ahmed M. Agiba (2017)
10.1021/acs.jafc.7b01611
Transport of the Glucosamine-Derived Browning Product Fructosazine (Polyhydroxyalkylpyrazine) Across the Human Intestinal Caco-2 Cell Monolayer: Role of the Hexose Transporters.
Abhishek Bhattacherjee (2017)
10.3390/ma12111807
N-Acetyl-D-Glucosamine-Loaded Chitosan Filaments Biodegradable and Biocompatible for Use as Absorbable Surgical Suture Materials
M. C. da Silva (2019)
10.1016/j.ijbiomac.2018.12.072
Preparation and drug release property of tanshinone IIA loaded chitosan-montmorillonite microspheres.
C. Luo (2019)
10.1007/s11095-015-1811-2
The Interesting Case of Acyclovir Delivered Using Chitosan in Humans: Is it a Drug Issue or Formulation Issue?
N. Srinivas (2015)
10.1038/s41598-018-24050-6
Anti-inflammatory effects in a mouse osteoarthritis model of a mixture of glucosamine and chitooligosaccharides produced by bi-enzyme single-step hydrolysis
Y. Li (2018)
10.1016/j.ajme.2016.03.002
l-Carnitine ameliorates knee lesions in mono-iodoacetate induced osteoarthritis in rats
S. Ali (2017)
10.3390/MA12111807
N-Acetyl-D-Glucosamine-Loaded Chitosan Filaments Biodegradable and Biocompatible for Use as Absorbable Surgical Suture Materials
M. C. D. Silva (2019)
10.1016/j.foodchem.2016.10.025
Sulfated glycosaminoglycan-derived oligosaccharides produced from chicken connective tissue promote iron uptake in a human intestinal Caco-2 cell line.
Henan Wang (2017)
10.1016/j.ijpharm.2014.02.009
Enhancing the intestinal absorption of low molecular weight chondroitin sulfate by conjugation with α-linolenic acid and the transport mechanism of the conjugates.
Yuliang Xiao (2014)
10.1021/acs.jafc.7b00815
Both PepT1 and GLUT Intestinal Transporters Are Utilized by a Novel Glycopeptide Pro-Hyp-CONH-GlcN.
Mengmeng Feng (2017)
10.1016/j.lfs.2016.03.028
Molecular mechanisms and biomedical applications of glucosamine as a potential multifunctional therapeutic agent.
R. Dalirfardouei (2016)
10.1002/jbm.b.34451
Glucosamine-grafted methacrylated gelatin hydrogels as potential biomaterials for cartilage repair.
Hairui Suo (2019)
10.1080/01635581.2018.1521446
Prebiotic Chondroitin Sulfate Disaccharide Isolated from Chicken Keel Bone Exhibiting Anticancer Potential Against Human Colon Cancer Cells
A. Rani (2019)
10.1111/jvp.12251
Review of dietary supplements for the management of osteoarthritis in dogs in studies from 2004 to 2014.
F. Comblain (2016)
10.1016/j.bios.2016.07.008
A highly selective turn-on fluorescent sensor for glucosamine from amidoquinoline-napthalimide dyads.
Kunnigar Vongnam (2016)
10.3390/md17030185
Expression, Purification and Characterization of Chondroitinase AC II from Marine Bacterium Arthrobacter sp. CS01
Yangtao Fang (2019)
10.1016/j.jconrel.2014.08.019
Rationale employment of cell culture versus conventional techniques in pharmaceutical appraisal of nanocarriers.
M. A. Elsheikh (2014)
10.1016/j.lfs.2018.06.032
Intranasal delivery of a novel acetylcholinesterase inhibitor HLS‐3 for treatment of Alzheimer's disease
Shuai Qian (2018)
10.1016/j.ejps.2017.02.009
Enhanced oral bioavailability of docetaxel in rats combined with myricetin: In situ and in vivo evidences
Tianyun Hao (2017)
Semantic Scholar Logo Some data provided by SemanticScholar