Abstract
The interaction of chitosan and its N-dodecyl and poly(ethylene glycol) derivatives with 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) vesicles was studied to evaluate the influence of molecular architecture of the polymers on the liposomes. The study was carried out in aqueous solution using differential scanning microcalorimetry (DSC) and dynamic light scattering. The interaction of these polymers with DPPC vesicles altered the gel–liquid crystalline phase transition temperature and decreased both the enthalpy (ΔH) and cooperativity of the phase transition. The results obtained indicate that perturbations in the vesicles surface and the incorporation of chitosan and its derivatives into the lipid bilayer upon polysaccharides interaction are responsible for the formation of large vesicles.
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Takeuchi H, Matsui Y, Yamamoto H, Kawashima Y. Mucoadhesive properties of carbopol or chitosan-coated liposomes and their effectiveness in the oral administration of calcitonin to rats. J Control Release. 2003;86:235–42.
Drumond DC, Meyer O, Hong K, Kirpotin BD, Papahadjopoulos D. Optimizing liposomes for delivery of chemotherapeutic agents to solid tumors. Pharmacol Rev. 1999;51:691–744.
Pappalardo M, Milardi D, Grasso D, La Rosa C. Phase behaviour of polymer-grafted DPPC membranes for drug delivery systems design. J Therm Anal Calorim. 2005;80:413–8.
Stenekes RJH, Loebis AE, Fernandes CM, Crommelin DJA, Hennink WE. Controlled release of liposomes from biodegradable dextran microspheres: a novel delivery concept. Pharm Res. 2000;17:690–5.
Chen RH, Win HP, Fang HJ. Vesicle size, size distribution, stability, and rheological properties of liposomes coated with water-soluble chitosans of different molecular weights and concentrations. J Liposome Res. 2001;11:211–28.
Janes KA, Calvo P, Alonso MJ. Polysaccharide colloidal particles as delivery systems for macromolecules. Adv Drug Deliv Rev. 2001;47:83–97.
Yamamoto H, Takeuchi H, Hino T, Kawashima Y. Mucoadhesive liposomes: physicochemical properties and release behavior of water-soluble drugs from chitosan-coated liposomes. STP Pharm Sci. 2000;10:63–8.
Guo J, Ping Q, Jiang G, Huang L, Tong Y. Chitosan-coated liposomes: characterization and interaction with leuprolide. Int J Pharm. 2003;260:167–73.
Zhu AP, Fang N, Chan-Park MB, Chan V. Interaction between O-carboxymethylchitosan and dipalmitoyl-sn-glycero-3-phosphocholine bilayer. Biomaterials. 2005;26:6873–9.
Quemeneur F, Rammal A, Rinaudo M, Pepin-Donat B. Large and giant vesicles “decorated” with chitosan: effects of pH, salt or glucose stress, and surface adhesion. Biomacromolecules. 2007;8:2512–9.
Pentak D, Sulkowski WW, Sulkowska A. Calorimetric and EPR studies of the thermotropic phase behavior of phospholipid membranes. J Therm Anal Calorim. 2008;93:471–7.
Oszlánczi A, Novák C, Klumpp E. Effect of sulfadiazine on biological model membranes. J Therm Anal Calorim. 2005;82:457–62.
Könczöl F, Farkas N, Dergez T, Belágyi J, Lorinczy D. Effect of tetracaine on model and erythrocyte membranes by DSC and EPR. J Therm Anal Calorim. 2005;82:201–6.
Muslim T, Morimoto M, Saiamoto H, Okamoto Y, Minami S, Shigemasa Y. Synthesis and bioactivities of poly(ethylene glycol)-chitosan hybrids. Carbohydr Polym. 2001;46:323–30.
Desbrières J, Martinez C, Rinaudo M. Hydrophobic derivatives of chitosan: characterization and rheological behaviour. Int J Biol Macromol. 1996;19:21–8.
Yaroslavov AA, Kiseliova EA, Udalykh OY, Kabanov VA. Integrity of mixed liposomes contacting a polycation depends on the negatively charged lipid content. Langmuir. 1998;14:5160–3.
Savva M, Torchilin VP, Huang L. Effect of polyvinyl pyrrolidone on the thermal phase transition of 1,2 dipalmitoyl-sn-glycero-3-phosphocholine bilayer. J Colloid Interface Sci. 1999;217:160–5.
Yaroslavov AA, Sitnikova TA, Rakhnyanskaya AA, Ermakov YA, Burova TV, Grinberg VY, et al. Contrasting behavior of zwitterionic and cationic polymers bound to anionic liposomes. Langmuir. 2007;23:7539–44.
Fang N, Chan V, Mao HQ, Leong KW. Interactions of phospholipid bilayer with chitosan: effect the molecular weight and pH. Biomacromolecules. 2001;2:1161–8.
Lentz BR. Polymer-induced membrane-fusion—potential mechanism and relation to cell-fusion events. Chem Phys Lipids. 1994;73:91–106.
Nonaka KI, Kazama S, Goto A, Fukuda H, Yoshioka H. Spin probe study on the interaction of chitosan-derived polymer surfactants with lipid membrane. J Colloid Interface Sci. 2002;246:288–95.
Savva M, Huang L. Effect of PEG homopolymer and grafted amphiphilic PEG-palmityl on the thermotropic phase behavior of 1,2-dipalmitoyl-SN-glycero-3-phosphocholine bilayer. J Liposome Res. 1999;9:357–65.
Meyuhas D, Lichtenberg D. Effect of water-soluble polymers on the state of aggregation, vesicle size, and phase transformations in mixtures of phosphatidylcholine and sodium cholate. Biophys J. 1996;71:2613–22.
Wetterau JR, Jonas A. Effect of dipalmitoylphosphatidylcholine vesicle curvature on the reaction with human apolipoprotein A-I. J Biol Chem. 1982;257:961–6.
Polozova A, Winnik FM. Contribution of hydrogen bonding to the association of liposomes and an anionic hydrophobically modified poly(N-isopropylacrylamide). Langmuir. 1999;15:4222–9.
Sabín J, Pietro G, Sennato S, Blanco E, Messina PV, Russo JM, et al. Examination of the influence of F6H10 fluorinated diblocks on DPPC liposomes. J Therm Anal Calorim. 2007;87:301–4.
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The authors would like to thank to Fapesp (Fundação de Amparo à Pesquisa do Estado de São Paulo, grant 2007/00339-7) and Capes, Brazil, for financial supporting of this work.
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de Oliveira Tiera, V.A., Winnik, F.M. & Tiera, M.J. Interaction of amphiphilic derivatives of chitosan with DPPC (1,2-dipalmitoyl-sn-glycero-3-phosphocholine). J Therm Anal Calorim 100, 309–313 (2010). https://doi.org/10.1007/s10973-009-0375-y
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DOI: https://doi.org/10.1007/s10973-009-0375-y