Supramolecular neuromuscular blocker inhibition by a pillar[5]arene through aqueous inclusion of rocuronium bromide

Abstract

A water-soluble pillar[5]arene with thioether and carboxylate fragments was synthesized and its ability to encapsulate rocuronium bromide was demonstrated.

Supramolecular hosts as in vivo sequestration agents for pharmaceuticals and toxins

“…More recently, Stoikov and co-workers reported the synthesis of water-soluble pillar [5]arene St1, which is decafunctionalized with S(CH 2 ) 2 CO 2 − functional groups just like Sugammadex. 32 Unfortunately, the cavity of St1 is too small to accommodate the steroidal skeleton of roc and therefore only a weak complex St1•roc (K a = 4.5 × 10 3 M −1 ) could be realized which is too low to function in vivo. Most recently, Isaacs and co-workers have reported the synthesis of sulfated pillararenes P5AS -P7AS (Figure 8a) and studied their molecular recognition properties toward (di)ammonium ions in aqueous solution.…”

Towards Universal Stimuli-Responsive Drug Delivery Systems: Pillar[5]arenes Synthesis and Self-Assembly into Nanocontainers with Tetrazole Polymers

“…Pillar [n]arenes are macrocyclic compounds in which fragments of substituted hydroquinones are interconnected by methylene bridges [13]. Unlike other classes of macrocycles (calix[n]arenes, cyclodextrins, cucurbit[n]urils), pillar [n]arenes [16] are synthetically available and allow working in conditions (pH, water, and buffer systems) that are not suitable for other macrocycles [17][18][19][20][21][22]. Yang et al [23] used a water-soluble pillar [5]arene to increase biocompatibility in antibacterial polymeric materials based on cationic polyaspartamide derivatives with different side-chain lengths by creating host-guest complexes to produce new antibacterial materials with pH-sensitive characteristics.…”

“…The macrocyclic compound in this case will act as a link between the "protective shell"-a nontoxic water-soluble polymer and a drug. This is due to the presence of a macrocyclic cavity in pillar [5]arenes [17][18][19][20][21][22], which is involved in the formation of host-guest complexes with drugs of various structures [18,21,22]. Additionally, the introduction into the structure of macrocycles of substituents complementary to the tetrazole fragments of the polymer and sensitive to pH changes will facilitate the packing of tetrazole-containing polymers into nanosized associates [17,19].…”

Supramolecular Amphiphiles Based on Pillar[5]arene and Meroterpenoids: Synthesis, Self-Association and Interaction with Floxuridine

“…Pillararenes and well-known macrocyclic compounds such as crown ethers, cyclodextrins, calixarenes, etc. [ 13 ] have a tendency to form “host-guest” complexes [ 14 ]. At the same time they have a number of attractive characteristics, such as synthetic accessibility, planar chirality, a tubular spatial structure that forms an electron-donor cavity, and, as a consequence, the ability to accommodate fragments of “guests” in the macrocyclic ring [ 15 ].…”