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

Synthesis And Evaluation Of Lauryl Succinyl Chitosan Particles Towards Oral Insulin Delivery And Absorption.

M. Rekha, C. Sharma
Published 2009 · Medicine, Chemistry

Cite This
Download PDF
Analyze on Scholarcy
Share
In this work a novel chitosan derivative, lauryl succinyl chitosan (LSC) was developed for the purpose of evaluating its applications towards oral peptide delivery system. Nano/microparticles were developed from this derivative by sodium tripolyphosphate (TPP) cross linking. Human insulin was used as the model protein drug and the release kinetics was studied at gastrointestinal pH. The presence of succinyl carboxyl groups had inhibitory effect on the release kinetics of insulin at pH 1.2 minimizing up to about 8.5+/-0.45% in two hours. Results showed that the presence of hydrophobic moieties controlled the release of the loaded insulin from the particles at intestinal pH. The particles were negatively charged with size ranging from 315 nm to 1.090 microm. The mucoadhesive capacity was established ex vivo using the jejunum of rat intestine. Confocal microscopy studies proved the tight junction permeability in Caco 2 cells and in vivo uptake of the FITC-insulin from loaded nanoparticles by the rat intestinal epithelium. The results demonstrated that the modified chitosan with both hydrophilic (succinyl) and hydrophobic (lauryl) moieties had improved the release characteristics, mucoadhesivity as well as the permeability of the insulin compared to the native chitosan particles. The LSC2 particles were capable of reducing blood glucose levels in diabetic rats for the duration of about 6 h. This indicated that this novel derivative could be a promising candidate for oral peptide delivery.
This paper references
10.1016/J.JCONREL.2004.08.010
Recent advances on chitosan-based micro- and nanoparticles in drug delivery.
S. Agnihotri (2004)
10.1016/S0169-409X(00)00123-X
Polysaccharide colloidal particles as delivery systems for macromolecules.
K. Janes (2001)
10.1016/S0008-6215(00)84614-5
Preparation of partially N-succinylated chitosans and their cross-linked gels
R. Yamaguchi (1981)
10.1016/J.BIOMATERIALS.2004.06.013
A novel non-toxic camptothecin formulation for cancer chemotherapy.
M. Berrada (2005)
10.1016/S0939-6411(03)00157-7
Mucoadhesive thiolated chitosans as platforms for oral controlled drug delivery: synthesis and in vitro evaluation.
M. Roldo (2004)
10.1016/J.JCONREL.2007.10.023
Improved intestinal absorption of calcitonin by mucoadhesive delivery of novel pectin-liposome nanocomplexes.
Nartaya Thirawong (2008)
10.1016/S0378-5173(02)00139-4
Carboxyethylester-polyrotaxanes as a new calcium chelating polymer: synthesis, calcium binding and mechanism of trypsin inhibition.
T. Ooya (2002)
10.1021/JS980337N
Oral delivery of insulin using pH-responsive complexation gels.
A. Lowman (1999)
10.1016/0142-9612(93)90136-P
Chitosan matrix for oral sustained delivery of ampicillin.
T. Chandy (1993)
10.1016/0021-9797(92)90506-H
Mucin layers on hydrophobic surfaces studied with ellipsometry and surface force measurements
M. Malmsten (1992)
10.1016/S0168-3659(99)00233-3
Molecular aspects of muco- and bioadhesion: tethered structures and site-specific surfaces.
Y. Huang (2000)
10.1093/OXFORDJOURNALS.JBCHEM.A127083
ON THE PREPARATION AND PROPERTIES OF 2, 4, 6-TRINITROPHENYL-AMINO ACIDS AND-PEPTIDES
T. Okuyama (1960)
10.1016/S1461-5347(98)00059-5
Pharmaceutical applications of chitosan
V. Dodane (1998)
10.1016/S0168-3659(97)00138-7
A rheological examination of the mucoadhesive/mucus interaction: the effect of mucoadhesive type and concentration.
F. Madsen (1998)
10.1016/J.ADDR.2004.03.001
Nanoscale technology of mucoadhesive interactions.
N. Peppas (2004)
10.1016/0378-5173(89)90229-9
A novel in situ method to test polymers and coated microparticles for bioadhesion
K. Rao (1989)
10.1016/0142-9612(93)90073-B
Osteoconduction exerted by methylpyrrolidinone chitosan used in dental surgery.
R. Muzzarelli (1993)
10.1007/s11095-006-9122-2
Transport of Poly(Amidoamine) Dendrimers across Caco-2 Cell Monolayers: Influence of Size, Charge and Fluorescent Labeling
Kelly M. Kitchens (2006)
10.1021/JA00449A004
Environmental effects on vibronic band intensities in pyrene monomer fluorescence and their application in studies of micellar systems
K. Kalyanasundaram (1977)
Protein measurement with the Folin phenol reagent.
O. H. Lowry (1951)
10.1016/S0168-3659(03)00327-4
N-acylated chitosan: hydrophobic matrices for controlled drug release.
C. Le Tien (2003)
10.1016/j.colsurfb.2007.10.024
Nanoaggregate of thermosensitive chitosan-Pluronic for sustained release of hydrophobic drug.
K. Park (2008)
Mechanisms of absorption enhancement by medium chain fatty acids in intestinal epithelial Caco-2 cell monolayers.
T. Lindmark (1995)
10.1016/S0144-8617(98)00097-6
Are chitosan-mucin interactions specific to different regions of the stomach? Velocity ultracentrifugation offers a clue
M.P. Deacon (1999)
10.1023/A:1011929016601
Chitosan and its use as a pharmaceutical excipient.
L. Illum (1998)
10.1016/0169-409X(93)90010-2
The effect of gastro-intestinal mucus on drug absorption
A. Macadam (1993)
10.1016/0378-5173(96)04613-3
Mucoadhesive polymers in peroral peptide drug delivery. V. Effect of poly(acrylates) on the enzymatic degradation of peptide drugs by intestinal brush border membrane vesicles
Henrik L. Lueβen (1996)
10.1163/156856201753395743
Effect of carbomer concentration and degree of neutralization on the mucoadhesive properties of polymer films
D. Solomonidou (2001)
10.1016/0168-3659(90)90133-E
Controlled vaccine release in the gut-associated lymphoid tissues. I. Orally administered biodegradable microspheres target the peyer's patches
J. Eldridge (1990)
10.1006/JCIS.2000.6724
Mucin Adsorption to Hydrophobic Surfaces.
Shi (2000)
10.1016/S0168-3659(97)00136-3
Mucoadhesive polymers as platforms for peroral peptide delivery and absorption: synthesis and evaluation of different chitosan-EDTA conjugates.
A. Bernkop-Schnürch (1998)
10.1002/(SICI)1521-4184(19993)332:3<103::AID-ARDP103>3.0.CO;2-U
Synthesis of Chitosan Succinate and Chitosan Phthalate and Their Evaluation as Suggested Matrices in Orally Administered, Colon‐Specific Drug Delivery Systems
K. Aiedeh (1999)



This paper is referenced by
10.3390/ijms14024174
Preparation of Chitosan and Water-Soluble Chitosan Microspheres via Spray-Drying Method to Lower Blood Lipids in Rats Fed with High-Fat Diets
Y. Tao (2013)
10.3389/fphys.2012.00321
Functional enhancement of chitosan and nanoparticles in cell culture, tissue engineering, and pharmaceutical applications
W. Gao (2012)
10.3109/10717544.2015.1058433
A novel ligand conjugated nanoparticles for oral insulin delivery
C. Liu (2016)
10.1111/j.1469-7580.2010.01304.x
Macrophages increase microparticle uptake by enterocyte‐like Caco‐2 cell monolayers
S. M. Moyes (2010)
10.3390/molecules18077848
Characterization of Protein and Peptide Binding to Nanogels Formed by Differently Charged Chitosan Derivatives
A. Zubareva (2013)
REINFORCEMENT OF CHITOSAN NANOPARTICLES OBTAINED BY AN IONIC CROSS-LINKING PROCESS
Hasanzadeh Kafshgari Morteza (2011)
10.5582/ddt.2019.01090
Janus microspheres for enhanced enteral drug delivery: Preparation and orientated attachment to a Caco-2 monolayer.
A. Matsumoto (2019)
10.1016/J.FOODRES.2015.09.023
Effect of high pressure treatment on rapeseed protein microparticle properties and gastrointestinal release behavior of the encapsulated peptides
Zhigao Wang (2015)
10.1016/j.colsurfb.2014.10.049
Assessment of the safety, targeting, and distribution characteristics of a novel pH-sensitive hydrogel.
K. Dong (2014)
10.3746/JFN.2011.16.2.174
Effect of Particle Size of Zinc Oxides on Cytotoxicity and Cell Permeability in Caco-2 Cells
H. Chang (2011)
10.1016/J.PROGPOLYMSCI.2012.04.004
Strategies for effective oral insulin delivery with modified chitosan nanoparticles: A review
Piyasi Mukhopadhyay (2012)
10.1208/s12249-011-9647-5
Chitosan–Sodium Lauryl Sulfate Nanoparticles as a Carrier System for the In Vivo Delivery of Oral Insulin
A. Elsayed (2011)
10.1155/2011/814606
Water-soluble chitosan nanoparticles inhibit hypercholesterolemia induced by feeding a high-fat diet in male sprague-dawley rats
Y. Tao (2011)
10.1016/j.colsurfb.2011.08.007
Submicroparticles composed of amphiphilic chitosan derivative for oral insulin and curcumin release applications.
R. Shelma (2011)
10.1016/j.jconrel.2012.05.040
Recent advances in nanocarrier-based mucosal delivery of biomolecules.
Olga Kammona (2012)
10.1016/j.ijbiomac.2017.10.099
Modification of proteins and polysaccharides using dodecenyl succinic anhydride: Synthesis, properties and applications-A review.
Nirali N. Shah (2018)
10.1016/j.carbpol.2017.09.053
Development of chitosan-sodium phytate nanoparticles as a potent antibacterial agent.
J. Yang (2017)
10.1016/j.jconrel.2012.03.017
Chitosan-based drug nanocarriers: where do we stand?
M. Garcia-Fuentes (2012)
10.1016/j.jconrel.2014.04.042
Particle designs for the stabilization and controlled-delivery of protein drugs by biopolymers: a case study on insulin.
Hui-Peng Lim (2014)
10.1002/9781119962977.CH11
Chitosan‐Based Systems for Mucosal Delivery of Biopharmaceuticals
S. Al-Qadi (2012)
10.1016/j.ijpharm.2016.12.024
About the impact of water movement on the permeation behaviour of nanoparticles in mucus.
A. Fabiano (2017)
10.1002/MASY.201800114
Biopolymers and Their Composites for Drug Delivery: A Brief Review
S. Gopi (2018)
10.3390/ijms21020487
Chitosan Derivatives and Their Application in Biomedicine
Wenqian Wang (2020)
10.2217/nnm.11.44
Chitosan/PLGA particles for controlled release of α-tocopherol in the GI tract via oral administration.
Abitha Murugeshu (2011)
10.1016/j.actbio.2010.02.007
Thiol functionalized polymethacrylic acid-based hydrogel microparticles for oral insulin delivery.
S. Sajeesh (2010)
10.1007/978-981-15-4790-4_6
Modulation of Physicochemical Properties of Polymers for Effective Insulin Delivery Systems
P. Yadav (2020)
10.1088/1742-6596/1397/1/012026
Synthesis and characterization of thymol-loaded lauryl glycol chitosan for pesticide formulation
S. M. Yusoff (2019)
Effect of formulation variables on insulin localisation within solid lipid nanoparticles
Li Ming Thong (2016)
10.1016/B978-0-08-100372-5.00011-8
Natural biodegradable medical polymers: Therapeutic peptides and proteins
Z. Fang (2017)
10.1016/j.ijpharm.2012.12.028
Mucosa-plate for direct evaluation of mucoadhesion of drug carriers.
A. Tachaprutinun (2013)
10.17221/7495-CJAS
Oral delivery of insulin-loaded nanoparticles in diabetic rabbits and in sheep
S. Olya (2018)
10.1007/978-3-642-23114-8
Chitosan for Biomaterials II
R. Jayakumar (2011)
See more
Semantic Scholar Logo Some data provided by SemanticScholar