À)-Cannabidiol ((À)-CBD), an on-psychoactive phytocannabinoid from Cannabis,a nd its structural analogs have received growinga ttention in recent years because of their potentialt herapeutic benefits, including neuroprotective, anti-epileptic,a nti-inflammatory,a nxiolytic, and anticancer properties. (À)-CBD and its analogs have been obtained mainly based on extraction from the natural source; however,t he conventional extraction-based methods have some drawbacks, such as poor quality controla long with purification difficulty.C hemical-synthetic strategies for (À)-CBD could tackle these issues, and, additionally,g enerate novel (À)-CBD analogs that exhibit advanced biological activities. This review concisely summarizes the historic and recent milestones in the synthetic strategies for (À)-CBD and its analogs.
The melanoidin from soluble coffee is utilized as a material‐independent, multipurpose coating material. Instantaneous complexation of the coffee melanoidin (CM) with ferric ion (Fe3+) leads to surface‐adhesive aggregates, inducing sequential film deposition. Various chemical groups of the CM also allow for post‐functionalizations of the CM film, including surface‐initiated, ring‐opening polymerization and bioinspired silicification. In addition, the CM‐based coating is applied to single‐cell nanoencapsulation with a strategy of biphasic interfacial reactions. The method is highly cytocompatible (viability >98%), and the CM shell is cytoprotective against lytic enzymes. The coated cells inherit the characterictics of the CM, such as post‐functionalizability and antioxidant property. Considering that surface‐coating technologies with cytocompatible natural polymers have widely been used for engineering bioentities, the CM‐based coating strategy would provide an advanced option for biomedical applications.
Rapid degradation of Fe3+-tannic acid films is achieved under mild conditions by ascorbic acid-mediated Fe3+ reduction, which overcome the problems in disassembly of metal-organic complex including slow reaction rates and...
Starch-based layer-by-layer (LbL) nanofilms are formed and enzymatically degraded on individual Saccharomyces cerevisiae in a highly cytocompatible fashion. Their enzymatic degradation by α-amylase is also exploited for the controlled release of DNA.
Supramolecular self-assembly of Fe 3+ and tannic acid (TA) has received great attention in the fields of materials science and interface engineering because of its exceptional surface coating properties. Although advances in coating strategies often suggest that kinetics in the generation of interface-active Fe 3+ -TA species is deeply involved in the film formation, there is no acceptable elucidation for the coating process. In this work, we developed the enzyme-mediated kinetic control of Fe 2+ oxidation to Fe 3+ in a Fe 2+ -TA complex in the iron-gall-ink-revisited coating method. Specifically, hydrogen peroxide, produced in the glucose oxidase (GOx)catalyzed reaction of D-glucose, accelerated Fe 2+ oxidation, and the optimized kinetics profoundly facilitated the film formation to be about 9 times thicker. We also proposed a perspective considering the coating process as nucleation and growth. From this viewpoint, the kinetics in the generation of interface-active Fe 3+ -TA species should be optimized because it determines whether the interface-active species forms a film on the substrate (i.e., heterogeneous nucleation and film growth) or flocculates in solution (i.e., homogeneous nucleation and particle growth). Moreover, GOx was concomitantly embedded into the Fe 3+ -TA films with sustained catalytic activities, and the GOx-mediated coating system was delightfully adapted to catalytic single-cell nanoencapsulation.
Material-independent coating has emerged as an advanced tool for interface engineering in numerous applications, including drug delivery, single-cell nanoencapsulation, catalysis, and agrotechnology. Despite remarkable progress made in controlled film formation on solid substrates, the high adhesion of coating species, exemplified by metal-phenolic materials, hinders the film detachment and subsequent formation of free-standing films. In particular, there have been no reports on cytocompatible fabrication of bio-friendly free-standing films of metal-phenolic materials and polyphenols, which is highly demanded in biomedical engineering and nanomedicine. Considering the high demand for cytocompatible protocols for cytocompatible free-standing films, in this work, we have developed an electrophoresis-based, biocompatible method, called dynamic electrophoretic assembly (dEPA), for dynamically and locally regulating the cohesion and adhesion processes of metal-phenolic materials under mild conditions. The locally concentrated cohesive process in dEPA increases the film growth rate by two-to three-orders of magnitude, and, importantly, simple current switching weakens only film adhesiveness and yields durable free-standing films under cytocompatible conditions. Cytocompatibility of the materials and processes in dEPA leads to the fabrication of free-standing cell sheets as well as enabling the incorporation of various functional entities, including enzymes, into the metal-phenolic films.
Inspired by the iron gall ink that has been used since the Middle Ages, we formulated a hair-dyeing solution for blackening hair. The ingredients in the formulation have been approved as cosmetic ingredients, including tannic acid, gallic acid, and Fe(d-gluconate)2. The formulation does not require any harmful oxidizing agents, such as hydrogen peroxide—the Fe(II) cations bound to tannins are oxidized spontaneously upon exposure to air and form the blackish Fe(III)-tannin nanocomplex that coats hair firmly. In our study, we show that the dyed color did not fade under sunlight exposure for at least three months and after shampooing. This natural formulation for black hair-dyeing can have great impact in the hair cosmetic industry.
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