Maleimide-bearing nanogels as novel mucoadhesive materials for drug delivery

被引:57
作者
Tonglairoum, Prasopchai [1 ,2 ]
Brannigan, Ruairi P. [1 ]
Opanasopit, Praneet [2 ]
Khutoryanskiy, Vitaliy V. [1 ]
机构
[1] Univ Reading, Sch Pharm, Reading RG6 6UR, Berks, England
[2] Silpakorn Univ, Fac Pharm, PDGIG, Nakhon Pathom, Thailand
关键词
LIVING RADICAL POLYMERIZATION; IN-VITRO EVALUATION; VIVO EVALUATION; POLYMERS; NANOPARTICLES; THIOL; CHEMISTRY; DESIGN; SYSTEM; THIOMERS;
D O I
10.1039/c6tb02124g
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
Novel maleimide-functionalised nanogels have been synthesised via the polymerisation of 2,5-dimethylfuran-protected 3-maleimidoethyl butylacrylate in the presence of presynthesised poly(N-vinylpyrrolidone) (PVP) nanogel scaffolds using surfactant-free emulsion polymerisation techniques. The protected maleimide nanogels were subsequently deprotected to generate the reactive maleimide group via a retro-Diels-Alder reaction. These activated nanogels were found to exhibit excellent mucoadhesive properties on ex vivo conjunctival tissue when compared to the known mucoadhesive chitosan. In order to determine the viability of the materials as drug carriers, nanogels were loaded with a model drug compound and the in vitro release kinetics were analysed. The nanogels could sustain the release of a model drug compound over several hours owing to the swellable hydrophilic nanogel structure, exhibiting first order release kinetics. As a consequence, these findings support the potential of these maleimide-bearing nanogels as a novel platform for sustained drug delivery.
引用
收藏
页码:6581 / 6587
页数:7
相关论文
共 38 条
[1]   Mucoadhesive polymeric platforms for controlled drug delivery [J].
Andrews, Gavin P. ;
Laverty, Thomas P. ;
Jones, David S. .
EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, 2009, 71 (03) :505-518
[2]   Thiomers:: A new generation of mucoadhesive polymers [J].
Bernkop-Schnürch, A .
ADVANCED DRUG DELIVERY REVIEWS, 2005, 57 (11) :1569-1582
[3]   Thiolated polymers-thiomers:: synthesis and in vitro evaluation of chitosan-2-iminothiolane conjugates [J].
Bernkop-Schnürch, A ;
Hornof, M ;
Zoidl, T .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2003, 260 (02) :229-237
[4]   Mucoadhesive drug delivery system: An overview [J].
Boddupalli, Bindu M. ;
Mohammed, Zulkar N. K. ;
Nath, Ravinder A. ;
Banji, David .
JOURNAL OF ADVANCED PHARMACEUTICAL TECHNOLOGY & RESEARCH, 2010, 1 (04) :381-387
[5]   Polymer nanogels: A versatile nanoscopic drug delivery platform [J].
Chacko, Reuben T. ;
Ventura, Judy ;
Zhuang, Jiaming ;
Thayumanavan, S. .
ADVANCED DRUG DELIVERY REVIEWS, 2012, 64 (09) :836-851
[6]   Synthesis of mucoadhesive thiol-bearing microgels from 2-(acetylthio)ethylacrylate and 2-hydroxyethylmethacrylate: novel drug delivery systems for chemotherapeutic agents to the bladder [J].
Cook, M. T. ;
Schmidt, S. A. ;
Lee, E. ;
Samprasit, W. ;
Opanasopit, P. ;
Khutoryanskiy, V. V. .
JOURNAL OF MATERIALS CHEMISTRY B, 2015, 3 (32) :6599-6604
[7]   Novel mucoadhesive system based on sulfhydryl-acrylate interactions [J].
Davidovich-Pinhas, Maya ;
Bianco-Peled, Havazelet .
JOURNAL OF MATERIALS SCIENCE-MATERIALS IN MEDICINE, 2010, 21 (07) :2027-2034
[8]   Evaluating the mucoadhesive properties of drug delivery systems based on hydrated thiolated alginate [J].
Davidovich-Pinhas, Maya ;
Harari, Offer ;
Bianco-Peled, Havazelet .
JOURNAL OF CONTROLLED RELEASE, 2009, 136 (01) :38-44
[9]   TISSUE SULFHYDRYL GROUPS [J].
ELLMAN, GL .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1959, 82 (01) :70-77
[10]   Long-Term Stabilization of Maleimide-Thiol Conjugates [J].
Fontaine, Shaun D. ;
Reid, Ralph ;
Robinson, Louise ;
Ashley, Gary W. ;
Santi, Daniel V. .
BIOCONJUGATE CHEMISTRY, 2015, 26 (01) :145-152