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雷琐酚双冠银配合物及其作为抗菌 Langmuir-Blodgett 膜的应用。

Resorcinarene bis-crown silver complexes and their application as antibacterial Langmuir-Blodgett films.

机构信息

Nanoscience Center, Department of Chemistry, University of Jyväskylä, P.O. Box 35, Jyväskylä FI-40014, Finland.

出版信息

Org Biomol Chem. 2012 Mar 14;10(10):2019-25. doi: 10.1039/c2ob06920b. Epub 2012 Jan 30.

DOI:10.1039/c2ob06920b
PMID:22290247
Abstract

Silver complexes of a cation binding supramolecular host, resorcinarene bis-crown (CNBC5) with propyl, nonyl, decyl and undecyl alkyl chains were investigated by NMR titration, picrate extraction and single crystal X-ray diffraction. Binding studies showed that both 1 : 1 and 1 : 2 (host-Ag(+)) complexes are present in solution with only a slight effect of the lower rim alkyl chain length on the binding constants (log K 4.0-4.2 for 1 : 2 complexes). Solid state complexes of the resorcinarene bis-crowns bearing either C(3) or C(11) chains were obtained. Single crystal X-ray analyses showed that both derivatives bind silver ions by metal-arene and Ag···O coordination from the crown ether bridges and from the solvent, and pack in layered or bilayered fashion. Furthermore, the amphiphilic nature of C11BC5 was demonstrated using the Langmuir balance technique. Langmuir-Blodgett films of the amphiphilic C11BC5-Ag complex were transferred onto a substrate and shown to possess antibacterial activity against E. coli.

摘要

通过 NMR 滴定、苦味酸萃取和单晶 X 射线衍射研究了具有丙基、壬基、癸基和十一烷基链的阳离子结合超分子主体间-resorcinarene 双冠(CNBC5)的银配合物。结合研究表明,在溶液中存在 1:1 和 1:2(主体-Ag(+))配合物,而下缘烷基链长度对结合常数的影响很小(1:2 配合物的 log K 为 4.0-4.2)。获得了带有 C(3)或 C(11)链的间-resorcinarene 双冠的固体配合物。单晶 X 射线分析表明,两种衍生物均通过金属-芳基和 Ag···O 配位从冠醚桥和溶剂中结合银离子,并以层状或双层方式堆积。此外,使用 Langmuir 天平技术证明了 C11BC5 的两亲性质。将两亲性 C11BC5-Ag 配合物的 Langmuir-Blodgett 薄膜转移到基底上,并显示出对大肠杆菌的抗菌活性。

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