Gemini pyridinium amphiphiles for the synthesis and stabilization of gold nanoparticles for drug delivery

Alea-Reyes, Maria E.; Gonzalez, Asensio; Calpena, Ana C.; Ramos-L�pez, David; Lapuente, Joaqu�n de; P�rez-Garc�a, Llu�sa

Abstract

Hypothesis

Gemini pyridinium-based amphiphiles can play a triple role as: gold nanoparticles (AuNPs) synthesis facilitator, particle stabilizer and anion recognition centre. The so formed nanoparticles should be able to bind and release anionic drugs.

Experiments

We describe (a) Synthesis, by a phase transfer method, of both new organic media and water soluble AuNPs using gemini-type surfactants based on bis-pyridinium salts as ligands, acting as transfer agents into organic media and also as nanoparticle stabilizers, (b) Examination of their stability in solution, (c) Chemical and physical characterization of the nanoparticles, (d) Toxicity data concerning both the bis-pyridinium ligands and the bis-pyridinium coated nanoparticles, and (e) Study of their ability for delivering anionic pharmaceuticals such as ibuprofen and piroxicam.

Findings

Pyridinium gemini-type surfactants show the ability to play multiple roles such as transfer agent and stabilizer, as well as ionophores: They are responsible for the preparation, stability, and delivery properties of these AuNPs, which gold core is stabilized by the anions present in the bis-pyridinium salts. The tetrahydropyridine resulting from the reduction of the bis-pyridinium salt is capable of reduce gold, due to its spontaneous oxidation to the corresponding pyridinium salt, leading to the formation of stable AuNPs.

Citation

Alea-Reyes, M. E., Gonzalez, A., Calpena, A. C., Ramos-López, D., Lapuente, J. D., & Pérez-García, L. (2017). Gemini pyridinium amphiphiles for the synthesis and stabilization of gold nanoparticles for drug delivery. Journal of Colloid and Interface Science, 502, https://doi.org/10.1016/j.jcis.2017.04.064

• Journal Article Type: Article
• Acceptance Date: Apr 7, 2017
• Online Publication Date: Apr 21, 2017
• Publication Date: Sep 15, 2017
• Deposit Date: Jul 12, 2018
• Publicly Available Date: Jul 12, 2018
• Journal: Journal of Colloid and Interface Science
• Print ISSN: 0021-9797
• Electronic ISSN: 1095-7103
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 502
• DOI: https://doi.org/10.1016/j.jcis.2017.04.064
• Keywords: Gemini pyridinium amphiphiles; Tetrahydropyridines; Gold nanoparticles; Anionic drug encapsulation
• Public URL: https://nottingham-repository.worktribe.com/output/882559
• Publisher URL: https://www.sciencedirect.com/science/article/pii/S0021979717304642?via%3Dihub