Green microparticles based on a chitosan/lactobionic acid/linoleic acid association. Characterisation and evaluation as a new carrier system for cosmetics

References

• Aguilar JA, Nilsson M, Bodenhausen G, Morris GA. Spin echo NMR spectra without J modulation. Chem. Commun. (Camb.). 2012;48:811–3.
   PubMed Web of Science ®Google Scholar
• Aider M. Chitosan application for active bio-based films production and potential in the food industry: Review. LWT-Food Sci Technol, 2010;43:837–42.
   Web of Science ®Google Scholar
• Anchisi C, Meloni MC, Maccioni A. Chitosan beads loaded with essential oils in cosmetic formulations. J Cosmet Sci, 2006;57:205–14.
   PubMed Web of Science ®Google Scholar
• Bonferoni MC, Sandri G, Dellera E, Rossi S, Ferrari F, Mori M, Caramella C. Ionic polymeric micelles based on chitosan and fatty acids and intended for wound healing. Comparison of linoleic and oleic acid. Eur J Pharm Biopharm, 2014;87:101–6.
   PubMed Web of Science ®Google Scholar
• Chang TS. An updated review of tyrosinase inhibitors. Int J Mol Sci, 2009;10:2440–75.
   PubMed Web of Science ®Google Scholar
• Claridge, TDW, ed. 2016. High-resolution NMR techniques in organic chemistry. Atlanta, GA: Elsevier Press.
   Google Scholar
• Dash M, Chiellini F, Ottenbrite RM, Chiellini E. Chitosan a versatile semi-synthetic polymer in biomedical applications. Prog Polym Sci, 2011;36:981–1014.
   Web of Science ®Google Scholar
• Ditre CM, Griffin TD, Murphy GF. Effects of a-hydroxy acids on photoaged skin: A pilot clinical, histologic, and ultrastructural study. J Am Acad Dermatol, 1996;34:187–95.
   PubMed Web of Science ®Google Scholar
• Franceschi S, Bordeau O, Millerioux C, Perez E, Vicendo P. Highly compacted DNA-polymer complexes obtained via new polynorbornene polycationic latexes with lactobionate counterion. Langmuir, 2002;18:1743–8.
   Web of Science ®Google Scholar
• Gomaa YA, El-Khordagui LK, Boraei NA, Darwish IA. Chitosan microparticles incorporating a hydrophilic sunscreen agent. Carbohyd Polym, 2010;81:234–342.
   Web of Science ®Google Scholar
• Grimes P, Nordlund JJ, Pandya AG, Taylor S, Rendon M, Ortonne JP. Increasing our understanding of pigmentary disorders. J Am Acad Dermatol, 2006;54:255–61.
   PubMed Web of Science ®Google Scholar
• Hein S, Wang K, Stevens WF, Kjems J. Chitosan composites for biomedical applications: Status, challenges and perspectives. Mater Sci Technol, 2008;24:1053–61.
   Web of Science ®Google Scholar
• Honarkar H, Barikani M, Honarkar H, Barikani M. Applications of biopolymers: I. Chitosan Monatsh Chem, 2009;140:1403–20.
   Web of Science ®Google Scholar
• Hu Q, Wang T, Zhou M, Xue J, Luo Y. Formation of redispersible polyelectrolyte complex nanoparticles from gallic acid-chitosan conjugate and gum arabic. Int J Biol Macromol, 2016;92:812–9.
   PubMed Web of Science ®Google Scholar
• Johnson CS. Diffusion ordered nuclear magnetic resonance spectroscopy: Principles and applications. Prog Nucl Magn Reson Spectrosc, 1999;34:203–56.
   Web of Science ®Google Scholar
• Lalevée G, Sudre G, Montembault A, Meadows J, Malaise S, Crépet A, David L, Delair T. Polyelectrolyte complexes via desalting mixtures of hyaluronic acid and chitosan-physicochemical study and structural analysis. Carbohyd Polym, 2016;154:86–95.
   PubMed Web of Science ®Google Scholar
• Lane ME. Skin penetration enhancers. Int J Pharm, 2013;447:12–21.
   PubMed Web of Science ®Google Scholar
• Lavertu M, Xia Z, Serreqi AN, Berrada M, Rodrigues A, Wang D, Buschmann MD, Gupta A. A validated 1H NMR method for the determination of the degree of deacetylation of chitosan. J Pharm Biomed Anal, 2003;32:1149–58.
   PubMed Web of Science ®Google Scholar
• Mahjour M, Mauser BE, Fawzi MB. Skin permeation enhancement effects of linoleic acid and azone on narcotic analgesics. Int J Pharm, 1989;56:1–11.
   Web of Science ®Google Scholar
• Nguyen S, Hisiger S, Jolicoeur M, Winnik FM, Buschmann MD. Fractionation and characterization of chitosan by analytical SEC and 1H NMR. Carbohydr Polym, 2009;75:636–45.
   Web of Science ®Google Scholar
• Novoa-Carballal R, Fernandez-Megia E, Riguera R. Dynamics of chitosan by (1)h NMR relaxation. Biomacromolecules, 2010;11:2079–86.
   PubMed Web of Science ®Google Scholar
• Novoa-Carballal R, Riguera R, Fernandez-Megia E. Disclosing an NMR-invisible fraction in chitosan and PEGylated copolymers and its role on the determination of degrees of substitution. Mol Pharmaceutics, 2013;10:3225–31.
   PubMed Web of Science ®Google Scholar
• Pagès G, Bonny A, Gilard V, Malet-Martino M. Pulsed field gradient NMR with sigmoid shape gradient sampling to produce more detailed diffusion ordered spectroscopy maps of real complex mixtures: Examples with medicine analysis. Anal Chem, 2016;88:3304–9.
   PubMed Web of Science ®Google Scholar
• Prabaharan M. Chitosan-based nanoparticles for tumor-targeted drug delivery. Int J Biol Macromol, 2015;72:1313–22.
   PubMed Web of Science ®Google Scholar
• Riemersma JC. Osmium tetroxide fixation of lipids for electron microscopy. A possible reaction mechanism. Biochim Biophys Acta, 1968;152:718–27.
   PubMed Web of Science ®Google Scholar
• Rinaudo M. Chitin and chitosan: Properties and applications. Prog Polym Sci, 2006;31:603–32.
   Web of Science ®Google Scholar
• Sarvaiya J, Agrawal YK. Chitosan as a suitable nanocarrier material for anti-Alzheimer drug delivery. Int J Biol Macromol, 2015;72:454–65.
   PubMed Web of Science ®Google Scholar
• Scalia S, Trotta V, Lannucelli V, Bianchi A. Enhancement of in vivo human skin penetration of resveratrol by chitosan-coated lipid microparticles. Colloids Surf B Biointerfaces, 2014;135:42–9.
   Web of Science ®Google Scholar
• Sharma G, Naushad M, Al-Muhtaseb A, Kumar A, Khan MR, Kalia S, Bala SM, Sharma A. Fabrication and characterization of chitosan-poly(alginic acid) nanohydrogel for adsorptive removal of Cr(VI) metal ion from aqueous medium. Int J Biol Macromol, 2017;95:484–93.
   PubMed Web of Science ®Google Scholar
• Sonvico F, Cagnani A, Rossi A, Motta S, Bari MTD, Cavatorta F, Alonso MJ, Deriu A, Colombo P. Formation of self-organized nanoparticles by lecithin/chitosan ionic interaction. Int J Pharm, 2006;324:67–73.
   PubMed Web of Science ®Google Scholar
• Stejskal EO, Tanner JE. Spin diffusion measurements: Spin echoes in the presence of a time dependent field gradient. J Chem Phys, 1965;42:288–92.
   Web of Science ®Google Scholar
• Tasic-Kostov M, Pavlovic D, Lukic M, Jaksic I, Arsic I, Savic S. Lactobionic acid as antioxidant and moisturizing active in alkylpolyglucoside-based topical emulsions: the colloidal structure, stability and efficacy evaluation. Int J Cosmetic Sci, 2012;34:424–34.
   PubMed Web of Science ®Google Scholar
• Tasic-Kostov M, Savic S, Lukic M, Tamburic S, Pavlovic M, Vuleta G. Lactobionic acid in a natural alkylpolyglucoside-based vehicle: Assessing safety and efficacy aspects in comparison to glycolic acid. J. Cosmet Dermatol, 2010;9:3–10.
   PubMed Web of Science ®Google Scholar
• Tree-udom T, Wanichwecharungruang SP, Seemork J. Controlled release of damascone from poly(styrene-co-maleic anhydride)-based bioconjugates in functional perfumery. Carbohyd Polym, 2011;86:1602–9.
   Web of Science ®Google Scholar
• Wei Z, Gao Y. Physicochemical properties of B-carotene emulsions stabilized by chitosan-chlorogenic acid complexes. LWT-Food Sci Technol, 2016;71:295–301.
   Web of Science ®Google Scholar
• Williams AC, Barry BW. Penetration enhancers. Adv Drug Deliver Rev, 2012;64:128–37.
   Web of Science ®Google Scholar
• Yang Y, Wang S, Wang Y, Wang X, Wang Q, Chen M. Advances in self-assembled chitosan nanomaterials for drug delivery. Biotechnol Adv, 2014;32:1301–16.
   PubMed Web of Science ®Google Scholar