Synthesis and Bioactivity of Guanidinium‐Functionalized Pillar[5]arene as a Biofilm Disruptor

Abstract

Due to the inherent resistance of bacterial biofilms to antibiotics and their serious threat to global public health, novel therapeutic agents and strategies to tackle biofilms are urgently needed. To this end, we designed and synthesized a novel guanidinium‐functionalized pillar[5]arene (GP5) that exhibited high antibacterial potency against Gram‐negative E. coli (BH101) and Gram‐positive S. aureus (ATCC25904) strains. More importantly, GP5 effectively disrupted preformed E. coli biofilms by efficient penetration through biofilm barriers and subsequent destruction of biofilm‐enclosed bacteria. Furthermore, host–guest complexation between GP5 and cefazolin sodium, a conventional antibiotic that otherwise shows negligible activity against biofilms, exhibited much enhanced, synergistic disruption activity against E. coli biofilms, thus providing a novel supramolecular platform to effectively disrupt biofilms.

Glutathione-responsive multifunctional nanoparticles based on mannose-modified pillar[5]arene for targeted antibiotic delivery against intracellular methicillin-resistant S. aureus

“…[24][25][26][27]arenes have also important applications in antibacterial research including anti-biofilms, improving water solubility of antibiotics and targeted delivery of antibiotics against intracellular bacteria. [28][29][30][31][32][33][34][35] So a simple and flexible targeted ADS based on pillar[n]arenes, especially via host-guest interactions with pillar[n]arenes would be an ideal candidate. To date, there have been no reports on targeted antibiotic delivery against intracellular MRSA employing nanocarriers assembled from supramolecular host-guest systems.…”

New Dual-Mode Orthogonal Tunable Fluorescence Systems Based on Cucurbit[8]Uril: White Light, 3d Printing and Anti-Counterfeit Applications

“…Given these advantages, the supramolecular system-controlled photoluminescence properties and the development of smart color-tunable luminescent materials and their devices have great potential for future applications. [51][52][53][54][55][56] In this work, we have investigated the construction of two new dual-mode orthogonal tunable fluorescence systems. The first, A, comprises (PDI-C6@Q[8]@7hydroxycoumarin), whilst the second, B, is (PDI-C6@Q[8]@QSD); PDI-C6 was prepared from N,N-bis[diethylamino]-3,4,9,10-perylene tetracarboxylic diimide and 6bromohexanoic acid (see Figure S1 in the supplementary section).…”