Surface properties and doxorubicin delivery in mixed systems comprising a natural rosin-based ester tertiary amine and an anionic surfactant

References

• Zhai, Z.-L.; Yan, X.-Y.; Song, Z.-Q.; Shang, S.-B.; Rao, X.-P. Annular and Threadlike Wormlike Micelles Formed by a Bio-Based Surfactant Containing an Extremely Large Hydrophobic Group. Soft Matter 2018, 14, 499–507. DOI: 10.1039/C7SM02163A.
   PubMed Web of Science ®Google Scholar
• Lei, L.; Xie, D.-H.; Song, B.-L.; Jiang, J.-Z.; Pei, X.-M.; Cui, Z.-G. Photoresponsive Foams Generated by a Rigid Surfactant Derived from Dehydroabietic Acid. Langmuir 2017, 33, 7908–7916. DOI: 10.1021/acs.langmuir.7b00934.
   PubMed Web of Science ®Google Scholar
• Duan, W.-G.; Shen, C.-M.; Fang, H.-X.; Li, H.-G. Synthesis of Dehydroabietic Acid-Modified Chitosan and Its Drug Release Behavior. Carbohydr. Res. 2009, 344, 9–13. DOI: 10.1016/j.carres.2008.08.007.
   PubMed Web of Science ®Google Scholar
• Oh, J.; An, S.-Y.; Hong, S.-W.; Tang, C.-B. Rosin-Based Block Copolymer Intracellular Delivery Nanocarriers with Reduction-Responsive Sheddable Coronas for Cancer Therapy. Polym. Chem. 2016, 7, 4751–4760. DOI: 10.1039/C6PY00914J.
   Web of Science ®Google Scholar
• Lin, H.-X.; Yang, M.-S.; Tian, C.; Han, C.-R.; Song, J.; Duan, J.-F.; Jiang, J.-X. Design of Diversified Self-Assembly Systems Based on a Natural Rosin-Based Tertiary Amine for Doxorubicin Delivery and Excellent Emulsification. Colloids Surf. B Biointerfaces 2018, 165, 191–198. DOI:10.1016/j.colsurfb.2018.01.049.
   PubMed Web of Science ®Google Scholar
• Li, J.; Lin, H.-X.; Chen, X.-Y.; Zhu, J.-R.; Yang, M.-S.; Yang, J.; Han, C.-R. Self-Assembled Structures and Excellent Surface Properties of a Novel Anionic Phosphate Diester Surfactant Derived from Natural Rosin Acids. J. Colloid Interface Sci. 2017, 486, 67–74. DOI: 10.1016/j.jcis.2016.09.061.
   PubMed Web of Science ®Google Scholar
• Lin, H.-x.; Yang, M.-s.; Li, J.; Chen, X.-y.; Jiang, J.-x.; Han, C.-r. A Novel Bola-Type Rosin-Based Functional Surfactant and Its Synergistic Effect with Natural Surfactant Saponin. J. Surfactants Deterg. 2017, 20, 1205–1212. DOI: 10.1007/s11743-017-1994-0.
   Web of Science ®Google Scholar
• Wang, R.-R.; Wang, Y.; Liu, Q.; Xu, Y.; Huang, G.-S. Synthesis of Cationic Surfactant Based on Modified Rosin. Fine Chem. Intermed. 2007, 37, 56–59.
   Google Scholar
• Zhang, Z.-M.; Liang, Z.-Q.; Wang, D.-X. Method for Quantitative Determination of Compoents in Maleic Modified Rosin by Gas Chromatography. Chem. Ind. Forest Prod. 1991, 4, 279–287.
   Google Scholar
• Shimizu, T.; Masuda, M.; Minamikawa, H. Supramolecular Nanotube Architectures Based on Amphiphilic Molecules. Chem. Rev. 2005, 105, 1401–1443. DOI: 10.1021/cr030072j.
   PubMed Web of Science ®Google Scholar
• Gao, Y.-Q.; Li, L.-L.; Chen, H.; Li, J.; Song, Z.-Q.; Shang, S.-B.; Song, J.; Wang, Z.-D.; Xiao, G.-M. High Value-Added Application of Rosin as a Potential Renewable Source for the Synthesis of Acrylopimaric Acid-Based Botanical Herbicides. Ind. Crop. Prod. 2015, 78, 131–140. DOI: 10.1016/j.indcrop.2015.10.032.
   Web of Science ®Google Scholar
• Rosen, M.-J.; Xi, Y.-H. Surface Concentrations and Molecular Interactions in Binary Mixtures of Surfactants. J. Colloid Interface Sci. 1982, 86, 164–172. DOI: 10.1016/0021-9797(82)90052-2.
   Web of Science ®Google Scholar
• Shi, D.-P.; Yin, X.-Q.; Zheng, Y.-C.; Chen, W.; Fu, J.-X. HP-β-CD Reduced the Interference of the Micellization on Spectrum Quantitative Analysis of SDBS and Betaine Complex Systems in Water. 光子学报 2016, 45, 70730002–70730008. DOI: 10.3788/gzxb20164507.0730002.
   Google Scholar
• Fan, H.; Li, B.; Yan, Y.; Huang, J.; Kang, W. Phase Behavior and Microstructures in a Mixture of Anionic Gemini and Cationic Surfactants. Soft Matter 2014, 10, 4506–4512. DOI: 10.1039/c4sm00098f.
   PubMed Web of Science ®Google Scholar
• Fan, D.; Xia, X.; Ma, H.; Du, B.; Wei, Q. Honeycomb-Patterned Fluorescent Films Fabricated by Self-Assembly of Surfactant-Assisted Porphyrin/Polymer Composites. Colloid Interface Sci. 2013, 402, 146–150. DOI: 10.1016/j.jcis.2013.03.030.
   PubMed Web of Science ®Google Scholar
• Piispanen, P.-S.; Hedman, B.; Norin, T. Synthesis and Characterization of Dehydroabietic Acid Derivatives Suitable for Surfactant Synthesis. J. Surfactants Deterg. 2002, 5, 165–168. DOI: 10.1007/s11743-002-0217-x.
   Web of Science ®Google Scholar
• Lasic, D.-D. Mixed Micelles in Drug Delivery. Nature 1992, 355, 279–280. DOI:10.1038/355279a0
   PubMed Web of Science ®Google Scholar
• Xie, M.; Shi, H.; Li, Z.; Shen, H.-J.; Ma, K.; Li, B.; Shen, S.; Jin, Y. A Multifunctional Mesoporous Silica Nanocomposite for Targeted Delivery, Controlled Release of Doxorubicin and Bioimaging. Colloids Surf. B Biointerfaces 2013, 110, 138–147. DOI: 10.1016/j.colsurfb.2013.04.009.
   PubMed Web of Science ®Google Scholar
• Lu, J.; Liong, M.; Zink, J.; Tamanoi, F. Mesoporous Silica Nanoparticles as a Delivery System for Hydrophobic Anticancer Drugs. Small 2007, 3, 1341–1346. DOI: 10.1002/smll.200700005.
   PubMed Web of Science ®Google Scholar
• Jin, J.; Tu, H.; Chen, J.; Cheng, G.; Shi, X.; Deng, H.; Li, Z.; Du, Y. Rectorite-Intercalated Nanoparticles for Improving Controlled Release of Doxorubicin Hydrochloride. Int. J. Biol. Macromol. 2017, 101, 815–822. DOI: 10.1016/j.ijbiomac.2017.03.059.
   PubMed Web of Science ®Google Scholar