Materials Established for Enantioselective Release of Chiral Compounds

Abstract

The importance of chiral compounds has been widely recognized. Enantioselectively controlled release of the desired enantiomer from a racemate while retarding the other isomer provides a novel route toward practical applications of biologically chiral molecules. Such processes may maximize the efficacy while minimizing the dosage and frequency of chiral compounds. So far, exciting achievements have been made in enantioselective release (ESR), which can be classified into two main groups according to the essential strategy: (1) chiral interactions occurring between chiral compounds and chiral matrices (“enantioselective interaction” strategy); and (2) recognizing sites inside molecular-imprinting polymers (MIPs; “key-to-lock” strategy). The chiral compounds of interest are not limited to chiral drugs, but also include other biologically important chiral compounds (e.g., amino acids). Based on our studies, this article reviews the state-of-the-art techniques and materials systems toward ESR. The emphasis is placed on the materials and material systems established for the ESR purpose.

Diastereomeric salt crystallization of chiral moleculesvia sequential coupled‐Batch operation

“…Currently, 50% of the leading commercial drugs are sold as single enantiomer compounds . Other examples include in agrochemical industry, the R‐enantiomer of ipconazole (fungicide) demonstrates a greater fungicidal activity than the counter enantiomer, whereas S‐enantiomer shows a higher plant growth regulating ability . In a relatively small number of instances, both enantiomers are desired products such as mandelic acid where the (S)‐form is used as an intermediate in pharmaceutical synthesis and the (R)‐form is utilized in skin treatment .…”

Seed‐Surface Grafting Precipitation Polymerization for Preparing Microsized Optically Active Helical Polymer Core/Shell Particles and Their Application in Enantioselective Crystallization

“…Our next target is thus to take the established SSGPP strategy for preparing the kind of core/shell particles with diameters of 5–10 µm, which will be further examined as chiral stationary phases in HPLC. Besides, the novel core/shell hybrid particles also can be explored as carriers for enantio‐differentiating chiral drug release . We will report the investigations in our future articles.…”

“…Besides, the novel core/shell hybrid particles also can be explored as carriers for enantio-differentiating chiral drug release. [41] We will report the investigations in our future articles.…”

Synthesis, insecticidal activity, and phytotoxicity of novel chiral amides

“…It is important to highlight that the efficacy of insecticide molecules may be linked to their stereochemistries. In recent decades, the synthesis of enantiomerically pure compounds has gained prominence mainly in the pharmaceutical and agrochemical industries . Thus, in this study we describe the synthesis of 14 chiral amides and assess the toxicity of these molecules against R. dominica and their phytotoxicity to wheat ( Triticum sativum ).…”