Tannic Acid as a Degradable Mucoadhesive Compound

Abstract

To achieve site-specific delivery of pharmaceuticals, the development of effective mucoadhesive polymers is essential. Thus far, only a few polymers, such as thiolated ones and related variants, have been studied. However, their mucoadhesiveness varies depending on the type of polymer and the degree of chemical functionalization. Furthermore, the chemistry of tethering often requires harsh reaction conditions. Recently, pyrogallolcontaining molecules have emerged as good tissue and hemostatic adhesives, but their in vivo mucoadhesive properties have not been demonstrated. Herein, we found that pyrogallol-rich tannic acid (TA) formulated with poly(ethylene glycol) (PEG), named TAPE, exhibits superior mucoadhesive properties. TAPE is prepared by a simple physical mixture of TA and PEG. It remained on esophageal mucus layers for at least several hours (<8 h) after oral feeding. The mucoadhesion originated from intermolecular interaction between the polyphenols of TA and mucin, exhibiting pH dependency. TAPE adhered strongly to mucin in neutral conditions but bound weakly in acidic conditions due to different hydrolysis rates of the ester linkages in TA. Thus, TAPE might be useful as a long-lasting esophageal mucoadhesive composite.

Influence of the hybrid materials based on carbon nanotubes and tannic acid on the rheological, thermal and mechanical performances of nitrile butadiene rubber composites

“…As a natural polyphenol, tannic acid (TA) is widely distributed in nature. Benefits from the low‐cost, eco‐friendly, and presence of abundant pyrogallol and catechol groups makes it highly possessive of various applications, such as absorption, coating, food additives, and biomedical materials . In some recent studies, Tang et al reported that TA was introduced as a modifier in boehmite‐filled styrene‐butadiene rubber composites, which have enhanced the mechanical properties and gas barrier property of the rubber.…”

Tannic Acid Physically Cross‐Linked Responsive Hydrogel

“…The hydrogen bonds between GO and polymer resulted in the pH‐responsive injectable hydrogels with great promise. Besides, Haeshin Lee group had developed a series of TA‐based fuctional hydrogels, such as DNA/TA hydrogel for tissue adhesiveness and hemostatic ability, TA modified protein and peptide for heart therapeutics, TA/PEG gel for superior mucoadhesive . In addition, a series of TA‐based supramolecular hydrogel had been reported by Zhaoxia Jin .…”

“…Besides, Haeshin Lee group had developed a series of TA-based fuctional hydrogels, such as DNA/TA hydrogel for tissue adhesiveness and hemostatic ability, [20] TA modified protein and peptide for heart therapeutics, [21] TA/PEG gel for superior mucoadhesive. [22] In addition, a series of TAbased supramolecular hydrogel had been reported by Zhaoxia Jin. [23] Similar to GO but which has more advantages, TA is a dendronized molecule with abundant phenolic hydroxyl at the end as shown in Scheme 1, which can form not only strong hydrogen bonds with appropriate polymers as GO dose but also coordination bonds with Fe(III) ions, [24] indicating a possibility of dual-responsiveness.…”

Thermoresponsive polymeric nanoparticles based on poly(2‐oxazoline)s and tannic acid

“…Tannic acid (TA) is a naturally occurring and biocompatible polyphenol known for its antibacterial, antioxidant, adhesive, and metal‐coordination characters . Moreover, as a potential hydrogen bond donor, this multivalent molecule is capable of forming assemblies with a variety of neutral polymers through hydrogen bonding . For instance, Jin et al .…”

“…18 Moreover, as a potential hydrogen bond donor, this multivalent molecule is capable of forming assemblies with a variety of neutral polymers through hydrogen bonding. 19,20 For instance, Jin et al successfully prepared supramolecular hydrogels by using TA to grasp polymer chains Additional Supporting Information may be found in the online version of this article. through either hydrogen or ionic bonds and crosslink them together by coordinate bonds in the presence of Fe(III) ions.…”