Solubilization of progesterone into Gemini surfactant solutions: 2D ROESY spectroscopy

Abstract

We investigate the capabilities of micellar systems, specifically their role as solubilizing agents for hydrophobic substances. Our focus is on interaction of a Gemini surfactant of 14-6-14,2Br− with progesterone, a hydrophobic bioactive compound. Through the application of 1H NMR and 2D ROESY spectroscopic techniques, we provide a detailed analysis of the proton environments within the surfactant and their spatial organization within the micellar structure. Our results indicate that the integration of progesterone into the system does not significantly disrupt the micellar structure, highlighting the stability of the 14-6-14,2Br− micelles. Additionally, we present compelling evidence suggesting that progesterone is situated near the micellar surface, a critical insight into the positioning of solubilized molecules within micellar structures. The structural fingerprint and electron density map of progesterone further support this conclusion, indicating a potential interaction between the acetyl group of progesterone and the positively charged -N(CH3)2 headgroups of the surfactant near the micelle surface. This study enhances our understanding of micellar systems and their potential use in the solubilization of hydrophobic compounds, paving the way for advancements in drug delivery systems and related fields.