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

Abstract

A rosin-based ester tertiary amine salt (RETAS) cationic surfactant was obtained using natural rosin as raw material. GC-MS of RETAS was detailed analyzed. The pH-responsive mechanism of rosin-based ester tertiary amine (RETA) and RETAS was confirmed by applying theoretical calculations about electrostatic potential maps of RETA and RETAS cation using Gaussian software. Mixed system surfactants were obtained by blending RETAS cationic surfactant with sodium dodecyl benzene sulfonate (SDBS) anionic surfactant. The binary mixed surfactant systems of RETAS and SDBS had obvious synergistic effect. The γ_cmc and CMC were 39.40 mN/m and 0.56 mmol/L at the optimum molar fraction of RETAS (α) = 0.6, respectively. The stability time of emulsion with the optimum mixed system as emulsifier increased to 309 s at α = 0.6. The emulsifying capacity of RETAS was much better than that of RETA. RETAS had pH-responsive targeted release and the optimum mixed system showed a relatively sustained drug release by using doxorubicin (DOX) as a model drug. These results indicate that RETAS surfactant and mixed system surfactant are both promising for applications in drug delivery and emulsification.

Graphical Abstract

Keywords:

• Rosin-based
• tertiary amine
• mixed system
• emulsification
• drug-delivery

Acknowledgements

This work was supported by Fundamental Research Funds for the Central Universities(2017JC01, 2016ZCQ01), the China Ministry of Science and Technology (2016YFD0600803), National Natural Science Foundation of China (30901139).

Disclosure statement

No potential conflict of interest was reported by the authors.