Sugar based nanotube assembly for the construction of sonication triggered hydrogel: an application of the entrapment of tetracycline hydrochloride

Abstract

A sugar functionalized naphthalimide derivative (H1) self-assembles into supramolecular nanotubes (25 nm pore diameter) by the reaction of 4-N-ethylaminenaphthalimide-N-propinyl and deltagluconolactone in refluxed ethanol. The suspension of the tube assembly in water can directly form hydrogels when triggered by sonication, without change in morphology or molecular aggregates in the pH range of 5-8. Modified with aminocarproic acid, H2 with more hydrogen bonding sites can form pH tolerant hydrogels in the widest range of pH values from 1-14 accelerated by sonication. The gelation mechanism was studied in detail. To the best of our knowledge, this is the first paradigm wherein hydrogels were constructed from naphthalimide derivatives. Finally, the potential of the hydrogel as a drug delivery and release system for hydrophilic medicine was explored.Scheme 1 The chemical structures of H1 and H2, and the illustration of the hydrogel formation process and conditions.

Targeted photoswitchable imaging of intracellular glutathione by a photochromic glycosheet sensor

“…The dithienylethene derivative 3 was prepared by Suzuki coupling of dithienylethene 1 with methyl 4-bromobenzoate followed by hydrolysis with lithium hydroxide. The naphthalimide fluorophore 6 was synthesized through bromide 4 according to reported methods [27]. Then, the photochromic fluorophore intermediate 7 was synthesized by coupling compounds 3 and 6 through amidation.…”

Naphthalimide-based fluorescent gelator for construction of both organogels and stimuli-responsive metallogels

“…† The gelation test was carried out in a tube by tube inversion method. 24 From Table S1, † by heating-cooling process, no gels were observed. Whereas, stable and yellow emissive gels could be formed when the heated solution was subjected to ultrasound at room temperature in the solvents of butanol, 1,4dioxane, THF and 2-methoxyethanol.…”

“…In previous works, we also designed many naphthalimidebased organogelator that can form functional organogels and hydrogels containing cholesterol and sugar groups respectively. [22][23][24] In consideration of the synthesis of uorescent gelator that can form both organogels and metallogels, terpyridine group was introduced in to the naphthalimide backbone, a novel gelator NP was designed and characterized, which contained amide group as hydrogen bonding sites, naphthalimide unit as p segment, and terpyridine group for binding with metal ions. We anticipated that the binding of terpyridine with metal ions could change the gelation pathway via coordination interaction and other cooperatively noncovalent interactions, for example, easy gel formation just at room temperature rather than heating-cooling process or ultrasound treatment, leading to novel functions such as multiple stimuli-responsive properties.…”

A rechargeable self-healing safety fuel gel

“…The morphological features of these KOH responsive gels were investigated by the eld emission scanning electron microscopy studies (FE-SEM). 54 For FE-SEM experiments, to avoid any possible artefacts we executed experiments with a lowest KOH concentration containing diluted gel. The FE-SEM images of xerogel exhibit tape-like nanobrillar network structures.…”