Organic and Supramolecular Functional Materials Research Laboratory, Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, Okhla, New Delhi 110025, India.
Department of Chemistry, Indian Institute of Science Education and Research Pune, Pune 411008, Maharashtra, India.
J Mater Chem B. 2024 Jun 19;12(24):5950-5956. doi: 10.1039/d3tb02880a.
Therapeutic applications have sparked increased interest in the use of synthetic anion receptors for ion transport across lipid membranes. In this context, the construction of synthetic transmembrane transporters for the physiologically important chloride ion is currently of enormous interest. As a result, considerable effort is being devoted to the design and synthesis of artificial transmembrane chloride ion transporters. However, only inadequate progress has been made in developing macrocyclic chloride ion transporters using the fundamental principles of supramolecular chemistry, and hence this field entails fostering investigations. In this investigation, the synthesis of two new double walled trifluorophenyl/phthalimide extended calix[4]pyrrole (C4P) receptors (3 and 7) has been successfully reported. H-NMR titration and HRMS studies confirmed the 1 : 1 binding stoichiometry of the chloride ion with these receptors in the solution phase (only receptor 3b was studied by H-NMR). Regarding ion transport of 3b and 7, when studied in the HPTS-based vesicular system, 3b showed better activity with an EC value of 0.39 μM. The detailed ion transport studies on 3b have revealed that ion transport occurs through the Cl/NO antiport mode.
治疗应用激发了人们对合成阴离子受体用于跨脂质膜离子传输的兴趣增加。在这种情况下，目前对构建用于生理上重要的氯离子的合成跨膜转运体非常感兴趣。因此，人们正在致力于设计和合成人工跨膜氯离子转运体。然而，使用超分子化学的基本原理开发大环氯离子转运体仅取得了不充分的进展，因此该领域需要进一步研究。在这项研究中，成功报道了两种新的双壁三氟苯基/邻苯二甲酰亚胺扩展杯[4]吡咯（C4P）受体（3 和 7）的合成。H-NMR 滴定和高分辨率质谱（HRMS）研究证实了这些受体在溶液相中与氯离子的 1:1 结合化学计量比（仅对受体 3b 进行了 H-NMR 研究）。关于 3b 和 7 的离子传输研究，当在基于 HPTS 的囊泡系统中进行研究时，3b 表现出更好的活性，EC 值为 0.39 μM。对 3b 的详细离子传输研究表明，离子传输通过 Cl/NO 反向转运模式发生。
