Synthesis 2008(6): 932-942  
DOI: 10.1055/s-2008-1032192
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Water-Soluble Highly Charged and Methylene-Bridged ­Resorcin[4]arenes

Xiaoxuan Leaym, Stefan Kraft, Stefan H. Bossmann*
Department of Chemistry, Kansas State University, 111 Willard Hall, Manhattan, KS 66506-3701, USA
Fax: +1(785)5326666; e-Mail: cherrygr@ksu.edu; e-Mail: skraft@ksu.edu; e-Mail: sbossman@ksu.edu;
Further Information

Publication History

Received 27 September 2007
Publication Date:
28 February 2008 (online)

Abstract

Methylene-bridged resorcin[4]arenes featuring electrochemically active and hydrophilic viologen units, chemically attached to their ‘rim’ regions, and a variety of pendent groups (‘feet’) have been synthesized. These compounds were designed to act as electrochemically active cavitands and especially as guests in mycobacteria­l channel proteins (channel blockers).

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Liu, C.; Jiminez, C.; Kraft, S.; Pokhrel, M. R.; Niederweis, M.; Bossmann, S. H.; Polycationic Resorcinearenes: A Traditional Host-System as Channel Blocker of Mycobacterial Porins. Synthesis and Preliminary Mechanistic Investigations, The 40th Midwest Regional ACS Meeting, Joplin, MO, October 26-29, 2005.

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Leaym, X.; Niederweis, M.; Bossmann, S. H.; Cationic Resorcin[4]arenes Designed for the Binding within the Constriction Zone of MspA as a Prototype for Mycobacterial Porins, The 40th Midwest Regional ACS Meeting, Joplin, MO, October 26-29, 2005.