Department of Organic and Inorganic Chemistry, and Research Institute in Chemistry "Andrés M. Del Río" (IQAR), University of Alcalá, Madrid, Spain.
Org Biomol Chem. 2020 Dec 21;18(47):9639-9652. doi: 10.1039/d0ob01867h. Epub 2020 Nov 18.
New amphiphilic carbosilane dendrons with pH-dependent behaviour based on the presence of carboxylate (propionate or succinate) groups at their peripheries and a fatty acid at the focal point were developed. In the presence of salts, they were able to form micelles with critical aggregation concentrations increasing with increasing dendron generation. Their thermodynamic parameters were calculated from surface tension measurements and their diameters at different pHs were measured by dynamic light scattering. These micelles were stable at basic pH but degraded under acidic conditions. No significant differences were found for the propionate and succinate based dendron micelles at basic or acidic pH, but the succinate dendron assemblies were more stable at neutral pH. The properties of these systems as drug nano-carriers were studied using both hydrophilic and hydrophobic molecules, and the drug loading varied with the structure and charge of the drug. In addition, due to the presence of multiple negative charges, the dendrons exhibited anti-HIV activity. Higher generation dendrons with more peripheral carboxylates that were not assembled into micelles were more active than micelles composed of lower generation dendrons having fewer peripheral carboxylates.
开发了具有 pH 响应行为的新型两亲性碳硅烷树状大分子，其外围带有羧酸盐（丙酸盐或丁二酸盐）基团，焦点处带有脂肪酸。在盐存在的情况下，它们能够形成胶束，随着树状大分子代的增加，胶束的临界聚集浓度增加。通过表面张力测量计算了它们的热力学参数，并通过动态光散射测量了不同 pH 值下的直径。这些胶束在碱性 pH 下稳定，但在酸性条件下降解。在碱性或酸性 pH 下，丙酸盐和丁二酸盐基树状大分子胶束没有发现明显差异，但丁二酸盐树状大分子组装体在中性 pH 下更稳定。使用亲水性和疏水性分子研究了这些系统作为药物纳米载体的性质，药物负载随药物的结构和电荷而变化。此外，由于存在多个负电荷，树状大分子表现出抗 HIV 活性。具有更多外围羧酸盐的更高代树状大分子，这些羧酸盐没有组装成胶束，比由具有较少外围羧酸盐的低代树状大分子组成的胶束更具活性。
