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In this study, we performed an ultraviolet‐visible (UV‐Vis) and circular dichroism (CD) spectroscopic analysis of the binary and ternary supramolecular structures formed by self‐assembling the following three water‐soluble porphyrins with and without a chiral template: the negatively charged, meso‐Tetra(4‐sulfonatophenyl) porphine (H2TPPS4−); the positively charged meso‐trans‐(di(N‐methyl‐4‐pyridyl)diphenyl)...
Dinotefuran is a low‐cost agrochemical considered a highly toxic product. In this sense, there is a need for its constant environmental, biological, and food control, aiming to ensure its use to humans as well as to preserve biodiversity and ecosystems. In the present work, we developed an experimental and theoretical method for dinotefuran chiral discrimination. According to the main results, the...
Human carboxylesterase 1 (hCES1) is an enzyme that plays an important role in hydrolysis of pharmaceuticals in the human liver. In this study, elucidation of the chiral recognition ability of hCES1 was attempted using indomethacin esters in which various chiral alcohols were introduced. Indomethacin was condensed with various chiral alcohols to synthesize indomethacin esters. The synthesized esters...
NaClO3 is achiral in solution. If crystallization is performed under a static set‐up, it is recognized that the stochastic nucleation probability results in a racemic mixture of the conglomerate. In this paper, we report a reexamination of the crystallization of NaClO3 from static solution in petri dishes that was conducted over a number of years and is based on the count and analysis of several thousand...
The cover image is based on the Special Issue Article Spectroscopic study of porphyrin self‐assembly: Role of pH, time, and chiral template by Stephanie L. Thorpe et al., https://doi.org/10.1002/chir.23140.
Imidazolidin‐4‐one is used as a recoverable organocatalyst for the asymmetric Diels‐Alder reaction in the presence of catalytic amount of dicationic ionic liquid and trifluoroacetic acid as a co‐catalyst. The Diels‐Alder reaction between model substrate cyclopentadiene and crotonaldehyde gave the product in 95% conversion and 87% ee of the endo‐product. The catalyst was shown better reusability when...
Transfersomes were a special kind of nanomaterials with higher deformability and flexibility. A rapid method for coated‐column preparation using anionic transfersomes as a coating material by electrostatic adsorption was developed. With carboxymethyl‐β‐cyclodextrin added in running buffer as the chiral selector, the capillary electrochromatography enantioseparation system based on the transfersomes‐coated...
Citalopram (CIT) is a highly selective serotonin reuptake inhibitor (SSRI) frequently used in the treatment of major depressive disorders. It has a chiral centre in its structure and is used in therapy both as a racemic mixture (R,S‐CIT) and a pure enantiomer (S‐CIT). The differences between the pharmacokinetic and pharmacological profiles of the two enantiomers are well established. Consequently,...
Bath salts, fumigations, cleaners and air fresheners, behind these terms substances are hidden, which count as “Legal Highs”. These fancy names are used to pretend Legal Highs as harmless compounds, to circumvent legal regulations for marketing as well as to increase the sales. Besides classic illicit drugs of synthetic origin such as amphetamines, cocaine and MDMA, the trade of these compounds, also...
Recently, we reported the development of new chiral stationary phases (CSPs) for liquid chromatography (LC) based on chiral derivatives of xanthones (CDXs). Based on the most promising CDX selectors, 12 new CSPs were successfully prepared starting from suitable functionalized small molecules including xanthone and benzophenone derivatives. The chiral selectors comprising one, two, three, or four chiral...
Arundifungin (1) has been reported as a potent antifungal agent against Candida and Aspergillus spp; however, only its planar structure has been disclosed. This paper describes the assignment of the relative and absolute configuration of 1, which includes (a) determination of the relative configuration of the ABCD polycyclic ring moiety on the basis of detailed nuclear magnetic resonance (NMR) analysis,...
New xylal‐ and arabinal‐based monoaza‐15‐crown‐5 ethers were synthesized starting from l‐ and d‐xylose, and l‐ and d‐arabinose, respectively. These monosaccharide‐based chiral macrocycles were tested as phase transfer catalysts in a few asymmetric reactions. The xylal‐based crown compounds proved to be efficient catalysts in a few liquid‐liquid phase reactions. The epoxidation of trans‐chalcone and...
24S‐hydroxycholesterol (HC) is most abundant oxysterols in the brain, passes through blood brain barrier, and is therefore regarded as an intermediary for brain cholesterol elimination. We reported that large‐conductance Ca2+‐ and voltage‐activated K+ (slo1 BK) channels are suppressed by this oxysterol, which is presumably intercalated into cell membrane to access the outer surface of the channel...
A new high‐performance liquid chromatography (HPLC) method for separation and determination of panthenol enantiomers in hair care products was developed. Two types of detectors, low‐wavelength ultraviolet (UV) and polarimetric, were used. Optimized conditions consisted of coupled achiral, amino type, and chiral, amylose tris(3,5‐dimethylphenylcarbamate), stationary phases, mixture of n‐hexane/ethanol...
The bioequivalence of a new ibuprofen 600‐mg film‐coated tablet obtained by roller compaction was studied in a crossover study with 22 healthy volunteers. Bioequivalence was analyzed based on (a) the S‐enantiomer, (b) the R‐enantiomer, and (c) the sum of both enantiomers (representing the results of an achiral assay). The bioequivalence conclusion for ibuprofen products should be based not only on...
In this study, a novel lipase M5 derived from Aspergillus oryzae WZ007 was prone to exhibit high hydrolytic activity and stereoselectivity towards racemic substrate (R,S)‐ethyl 2‐bromoisovalerate. (R)‐ethyl 2‐bromoisovalerate was obtained by enzymatic resolution, which is the key chiral intermediate for highly efficient enantiomerically fluvalinate. The results showed that the enzymatic reaction was...
Verkade's superbases, entrapped in the cavity of enantiopure hemicryptophane cages, have been synthesized with enantiomeric excess (ee) superior to 98%. Their absolute configuration has been determined by using electronic circular dichroism (ECD) spectroscopy. These enantiopure encaged superbases turned out to be efficient chiral derivatizing agents for chiral azides, underlining that the chirality...
A fundamental understanding of the enantiospecific interactions between chiral adsorbates and understanding of their interactions with chiral surfaces is key to unlocking the origins of enantiospecific surface chemistry. Herein, the adsorption and decomposition of the amino acid proline (Pro) have been studied on the achiral Cu(110) and Cu(111) surfaces and on the chiral Cu(643)R&S surfaces. Isotopically...
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