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Design of Therapeutic Self-Assembled Monolayers of Thiolated Abiraterone

1
R&D Analytical Department, Pharmaceutical Research Institute, 8 Rydygiera Street, 01-793 Warsaw, Poland
2
Chemistry Department, Pharmaceutical Research Institute, 8 Rydygiera Street, 01-793 Warsaw, Poland
3
Faculty of Chemistry, University of Warsaw, 1 Pasteura Street, 02-093 Warsaw, Poland
*
Author to whom correspondence should be addressed.
Nanomaterials 2018, 8(12), 1018; https://doi.org/10.3390/nano8121018
Received: 14 November 2018 / Revised: 2 December 2018 / Accepted: 5 December 2018 / Published: 7 December 2018
The aim of our work was to synthetize of a new analogue of abiraterone—thiolated abiraterone (HS-AB) and design a gold surface monolayer, bearing in mind recent advances in tuning monolayer structures and using them as efficient drug delivery systems. Therapeutic self-assembled monolayers (TSAMs) were prepared by chemically attaching HS-AB to gold surfaces. Their properties were studied by voltammetry and atomic force microscopy (AFM). A gold electrode with immobilized thioglycolic acid (HS-GA) was used for comparison. The surface concentration of HS-AB on the gold surface was 0.572 nmol/cm2, determined from the area of the voltammetric reduction peaks (desorption process). The area per one molecule estimated from the voltammetry experiments was 0.291 nmol/cm2. The capacity of thus prepared electrode was also tested. The calculated capacity for the HS-AB modified electrode is 2.90 μF/cm2. The obtained value indicates that the monolayer on the gold electrode is quite well ordered and well-packed. AFM images show the formation of gold nanoparticles as a result of immersing the HS-AB modified gold electrode in an aqueous solution containing 1 mM HAuCl4·3H2O. These structures arise as a result of the interaction between the HS-AB compound adsorbed on the electrode and the AuCl4 ions. The voltammetric experiments also confirm the formation of gold structures with specific catalytic properties in the process of oxygen reduction. View Full-Text
Keywords: self-assembled monolayer; thiolated abiraterone; thioglycolic acid (GA); electrochemistry; gold electrode; capacity; oxygen reduction self-assembled monolayer; thiolated abiraterone; thioglycolic acid (GA); electrochemistry; gold electrode; capacity; oxygen reduction
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MDPI and ACS Style

Stolarczyk, E.U.; Sidoryk, K.; Cybulski, M.; Kubiszewski, M.; Stolarczyk, K. Design of Therapeutic Self-Assembled Monolayers of Thiolated Abiraterone. Nanomaterials 2018, 8, 1018.

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