Russo Marco, La Corte Daniele, Pisciotta Annalisa, Riela Serena, Alduina Rosa, Lo Meo Paolo
Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche (STEBICEF), University of Palermo, V.le delle Scienze ed. 17, 90128 Palermo, Italy.
ATeNCenter, University of Palermo, V.le delle Scienze ed. 18, 90128 Palermo, Italy.
Beilstein J Org Chem. 2017 Dec 18;13:2751-2763. doi: 10.3762/bjoc.13.271. eCollection 2017.
Three polyaminocyclodextrin materials, obtained by direct reaction between heptakis(6-deoxy-6-iodo)-β-cyclodextrin and the proper linear polyamines, were investigated for their binding properties, in order to assess their potential applications in biological systems, such as vectors for simultaneous drug and gene cellular uptake or alternatively for the protection of macromolecules. In particular, we exploited polarimetry to test their interaction with some model -nitroaniline derivatives, chosen as probe guests. The data obtained indicate that binding inside the host cavity is mainly affected by interplay between Coulomb interactions and conformational restraints. Moreover, simultaneous interaction of the cationic polyamine pendant bush at the primary rim was positively assessed. Insights on quantitative aspects of the interaction between our materials and polyanions were investigated by studying the binding with sodium alginate. Finally, the complexation abilities of the same materials towards polynucleotides were assessed by studying their interaction with the model plasmid pUC19. Our results positively highlight the ability of our materials to exploit both the cavity and the polycationic branches, thus functioning as bimodal ligands.
通过七(6 - 脱氧 - 6 - 碘)-β - 环糊精与适当的线性多胺直接反应得到的三种聚氨基环糊精材料,对其结合特性进行了研究,以评估它们在生物系统中的潜在应用,例如作为同时进行药物和基因细胞摄取的载体,或者用于保护大分子。特别是,我们利用旋光法测试了它们与一些选定作为探针客体的对硝基苯胺衍生物的相互作用。获得的数据表明,主体腔内的结合主要受库仑相互作用和构象限制之间相互作用的影响。此外,对位于一级边缘的阳离子多胺侧链的同时相互作用进行了积极评估。通过研究与海藻酸钠的结合,对我们的材料与聚阴离子之间相互作用的定量方面进行了深入了解。最后,通过研究它们与模型质粒pUC19的相互作用,评估了相同材料对多核苷酸的络合能力。我们的结果积极地突出了我们的材料利用空腔和聚阳离子分支的能力,从而作为双峰配体发挥作用。