Chirality最新文献

{"title":"Flavonoid Enantiomers and Benzofurans With α-Glucosidase Inhibitory Activity From the Leaves of Morus alba","authors":"Chen-Yu Wang,&nbsp;Yin-Bo Pan,&nbsp;Chao Wang,&nbsp;Jia-Ji Yi,&nbsp;Ren-Fen Ma,&nbsp;Peipei Shan,&nbsp;Hua Zhang","doi":"10.1002/chir.70158","DOIUrl":"https://doi.org/10.1002/chir.70158","url":null,"abstract":"<div>\u0000 \u0000 <p>Fourteen flavonoids (<b>1</b>–<b>12</b>, <b>19</b>, and <b>20</b>) and six 2-arylbenzofurans (<b>13</b>–<b>18</b>), consisting of 10 chiral and 10 achiral compounds, were isolated and identified from the leaves of the famous medicinal plant <i>Morus alba</i>. Nine flavonoids (<b>1</b>–<b>9</b>) of the 10 chiral molecules were further analyzed and separated into the respective enantiomers by chiral HPLC, with the absolute configurations assigned via electronic circular dichroism analysis, which has clarified the puzzles on their optical/enantiomeric purity and configurational assignment in the previous reports. Most isolates showed significant inhibitory activity against the diabetic target α-glucosidase, and the binding mode of compound <b>13</b> with the enzyme was further explored, which identified it as a mixed-type inhibitor.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 11","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149206210","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Wavelength-Tunable Circularly Polarized Emission From Chiral Composite Nanocolloids","authors":"Ruhua Zhou,&nbsp;Chen Tang,&nbsp;Shenghe Dong,&nbsp;Peng-peng Wang","doi":"10.1002/chir.70157","DOIUrl":"https://doi.org/10.1002/chir.70157","url":null,"abstract":"<div>\u0000 \u0000 <p>Colloidal nanostructures capable of generating circularly polarized light emission (CPLE) are of importance for probing nanoscale chiral light-matter interactions and for developing solution-processable photonic materials. However, simultaneously achieving efficient emission and pronounced polarization asymmetry within a colloidal system remains challenging. Here, we report compact and dispersible HgS@SiO₂-FAPbX₃ colloidal nanocolloids formed by depositing achiral formamidinium lead-halide perovskites (FAPbX₃, X = Br, Cl/Br, or Br/I) onto silica-coated twisted bipyramidal α-HgS nanoparticles. The resulting particles exhibit CPLE at 481 to 533 and 574 nm, spanning the blue, green, and yellow spectral regions. Reversing the HgS morphology from left- to right-twisted reverses the CPLE sign. The observed CPLE arises from post-emission chiroptical modulation of perovskite photoluminescence through interaction with the twisted HgS nanostructures. By integrating wavelength-tunable emission and polarization regulation within discrete, dispersible nanoparticles, these composite nanocolloids provide solution-processable nanoscale building blocks for CPLE-active materials and higher-order chiral photonic assemblies.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 11","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149177557","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Correction to “Absolute Configuration Assignment From a Single Reflection Using Resonant X-Ray Diffraction”","authors":"","doi":"10.1002/chir.70154","DOIUrl":"10.1002/chir.70154","url":null,"abstract":"<p>\u0000 <span>A. Andotra</span>, <span>F. Gasser</span>, <span>F. Malagreca</span>, <span>R. C. Fischer</span>, <span>Y. H. Geerts</span>, and <span>R. Resel</span>, “ <span>Absolute Configuration Assignment From a Single Reflection Using Resonant X-Ray Diffraction</span>,” <i>Chirality</i> <span>38</span>, no. <span>8</span> (<span>2026</span>): e70129, https://doi.org/10.1002/chir.70129.\u0000 </p><p>In the above article, errors were identified in Formulae (2) and (5) after publication.</p><p>We apologize for these errors.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 10","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.70154","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149179480","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Conformer-Resolved Optical Rotation Prediction From Three-Dimensional Quantum and Semiempirical Molecular Fields Using 3D Convolutional Neural Networks","authors":"Marcelo A. Muñoz","doi":"10.1002/chir.70156","DOIUrl":"10.1002/chir.70156","url":null,"abstract":"<div>\u0000 \u0000 <p>Optical rotation is highly sensitive to molecular conformation, making prediction expensive when conformational ensembles and electronic-response calculations are required. We evaluate three-dimensional convolutional neural networks trained on volumetric molecular descriptors for conformer-level optical rotation. A chemically structured set of substituted phenylethanol and phenylethylamine derivatives yielded 82,790 valid conformer-level sTD-DFT reference records. Three descriptors were compared on a common grid: HF/STO-3G electron density, B3LYP/cc-pVDZ electron density, and GFN2-xTB charge fields, each combined with atom-type channels. Performance was assessed using random conformer splits, structured chemical holdouts, and an independently generated CREST/GFN2-xTB conformer-ensemble benchmark for the same 65 compounds (705 conformers). Conformer-level predictions were Boltzmann-weighted and compared with sTD-DFT molecular rotations. The GFN2-xTB model gave the best deployment performance (MAE 15.3 deg dm⁻¹ (g mL⁻¹)⁻¹, RMSE 22.2, <i>R</i>² = 0.768, Pearson <i>r</i> = 0.901, 93.8% sign accuracy). Compound-specific GFN2-xTB models did not outperform the full-dataset model, indicating that shared chemical and conformational information improves transfer. These results show that inexpensive semiempirical charge fields can retain sufficient conformer-resolved chiroptical information for rapid ensemble optical rotation prediction within this chemical series.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 10","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149126749","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Stereodynamics of Hemiacetal Formation in Pyridine-3-Carbaldehyde and Pyrimidine-5-Carbaldehyde Derivatives: Implications for the Soai Reaction","authors":"Patrick Möhler,&nbsp;Alexander F. Siegle,&nbsp;Oliver Trapp","doi":"10.1002/chir.70152","DOIUrl":"10.1002/chir.70152","url":null,"abstract":"<p>The Soai reaction is a unique example of self-amplifying asymmetric autocatalysis, in which a chiral zinc alkoxide not only promotes its own formation from pyridine-3-carbaldehydes and pyrimidine-5-carbaldehydes by alkylation with diisopropylzinc but also amplifies the enantiomeric excess of the added nonracemic alcohol. Both the asymmetric autocatalysis and the positive nonlinear effect have been attributed to equilibria involving the zinc alkoxide product, including dimerization and hemiacetalate formation with the substrate aldehyde. Hemiacetal formation is therefore of central importance for the efficiency of the autocatalytic cycle. Here, we report kinetic investigations of the dynamic hemiacetal formation of Soai aldehydes, showing a correlation of hemiacetal formation rates with autocatalytic reactivity. Hemiacetal formation with a series of alcohols was studied by ¹H NMR spectroscopy and temperature-dependent dynamic HPLC (DHPLC), providing mechanistic insight into the stereodynamics governing this key equilibrium. The Gibbs free activation energy Δ<i>G</i>^ǂ for the formation of hemiacetals with isopropanol for pyridine-3-carbaldehydes is in the range between 94.6 and 95.5 kJ/mol and for pyrimidine-5-carbaldehydes it is between 85.9 and 88.4 kJ/mol.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 10","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13633548/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149104727","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"From Weak Chiral Bias to Homochirality: A Recombination-Driven Mechanism in Prebiotic Aqueous Systems","authors":"A. A. Skoblin,&nbsp;A. M. Zanin,&nbsp;A. S. Vedenkin,&nbsp;M. G. Mikhaleva","doi":"10.1002/chir.70151","DOIUrl":"10.1002/chir.70151","url":null,"abstract":"<div>\u0000 \u0000 <p>The origin of biomolecular homochirality remains one of the key unresolved problems in theories of the origin of life. Amino acids of meteoritic origin exhibit a small but systematic enantiomeric excess consistent with biological systems. Previous studies have shown that homochirality may arise through nonequilibrium mechanisms of chiral amplification. Here, we propose a physically realizable mechanism of homochiralization based on the continuous influx of weakly chirally polarized amino acids into large, shallow aqueous reservoirs and the recombination of antipodal enantiomers with the removal of poorly soluble heterochiral dimers (Figure 1). We show that a small initial enantiomeric excess is amplified to near-complete homochirality, with deviation 1 − ee ~3 × (10⁻⁶ − 10⁻¹¹), whereas the concentration of the dominant enantiomer reaches ~1 nM–3 mМ, sufficient for prebiotic chemistry. The mechanism operates in stationary aqueous environments and is complementary to previously studied evaporation-driven scenarios, thereby expanding the range of plausible pathways to homochirality under prebiotic conditions.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 10","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149104744","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A Practical Guide to Mueller Matrix Analysis of Chiroptical Materials","authors":"Oriol Arteaga,&nbsp;Thomas J. Ugras,&nbsp;Richard D. Robinson","doi":"10.1002/chir.70150","DOIUrl":"10.1002/chir.70150","url":null,"abstract":"<p>This work provides a unified theoretical framework for analyzing chiroptical properties, specifically circular dichroism and circular birefringence, using Mueller matrix polarimetry. We consolidate previously derived results into a comprehensive and practical guide, presenting explicit closed-form expressions for the most general nondepolarizing Mueller matrix and its key limiting cases. The analysis covers the general scenario involving six independent polarization parameters, approximations for weak effects, and important special cases such as systems with coincident linear axes, pure linear or circular anisotropy, and nonabsorbing or nonretarding media. The matrices provided here are intended to facilitate the design, analysis, and interpretation of polarimetric experiments in chemistry, biology, and materials science.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 10","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13619327/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149073710","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Electrochemically Assisted Fabrication of Chiral Molecule Induced ag Films for Chiroptical Enhancement","authors":"Houliang Wang,&nbsp;Ziyang Zhang,&nbsp;Chunlei Zhou,&nbsp;Gaoyang Wang,&nbsp;Feng Bai","doi":"10.1002/chir.70153","DOIUrl":"10.1002/chir.70153","url":null,"abstract":"<div>\u0000 \u0000 <p>The simple, efficient, and low-cost fabrication strategies for chiral inorganic thin films are highly desirable to expand their wide applications. Herein, we develop an electrochemically assisted approach for the controllable fabrication of high-performance chiral silver (Ag) films, where L/D-glutamine (Gln) molecules serve as chiral regulators to steer the asymmetric growth of Ag nanostructures. During electrochemical deposition, the L/D-Gln breaks the structural symmetry of Ag crystals, while fine-tuned electrochemical parameters precisely modulate the nucleation and growth process, eliminating the structural disorder of conventional Ag films and enabling the formation of uniform and stable three-dimensional hierarchical chiral architectures. The well-defined chiral configuration effectively optimizes the localized surface plasmon resonance (LSPR) behavior of Ag nanomaterials and strengthens chiral plasmonic coupling interactions among hierarchical nano units. Benefiting from the synergistic effect of chiral structural engineering and enhanced plasmonic coupling, the as-prepared chiral Ag films achieve remarkably amplified and stable circular dichroism (CD) responses and superior chiroptical performance. The established structure–property correlation explicitly reveals the intrinsic mechanism of electrochemical regulation for improved chiroptical behaviors, clarifying the causal relationship between chiral molecular induction, structural evolution, plasmonic coupling, and optical enhancement. This work provides a facile and universal synthetic platform for high-quality chiral inorganic thin films, offering great application potential in enantiomeric recognition, chiroptical modulation, and plasmonic chiral device fabrication.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 10","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149073742","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Stereoselective Differences in the Percutaneous Permeation of Ketoprofen Enantiomers and the Underlying Chiral Recognition Mechanisms","authors":"Zixi Zhou,&nbsp;Kaile Meng,&nbsp;Honghui Wang,&nbsp;Wenxiu Dong,&nbsp;Yinghua Sun,&nbsp;Zhonggui He","doi":"10.1002/chir.70144","DOIUrl":"https://doi.org/10.1002/chir.70144","url":null,"abstract":"<div>\u0000 \u0000 <p>This research aims to investigate the stereoselective permeation differences and molecular recognition mechanisms of ketoprofen enantiomers in the chiral microenvironment of the stratum corneum (SC). This also aims to provide theoretical support for developing highly efficient and precise single-enantiomer transdermal drug delivery systems. The permeation behaviors of dexketoprofen and its racemate through excised full-thickness rat skin in three different solvent systems were studied using Franz diffusion cells. The solubility, apparent partition coefficients, and differential scanning calorimetry were used to assess the physicochemical and thermodynamic properties of both forms. Fourier transform infrared (FTIR), ¹³C NMR, attenuated total reflection-FTIR (ATR-FTIR), and Raman spectroscopic techniques were extensively performed to investigate micro-interactions between drug and core SC (ceramide NP and keratin) components. In addition, in order to affirm the mechanisms, binding energy, cohesive energy density, and the radial distribution function along with mean square displacement were evaluated using molecular docking and molecular dynamics simulations. Based on in vitro permeation results, the cumulative permeated amounts of dexketoprofen in all three solvent systems were significantly higher than those of racemic ketoprofen (approximately 1.2-fold). Characterizations by thermodynamic and physicochemical methods showed that dexketoprofen displayed a relatively low melting point (76.26°C), enthalpy of fusion (26.39 kJ/mol), lattice energy, and higher lipophilicity and solubility, which gave rise to a greater thermodynamic driving force for drug release. Both spectroscopic analyses and molecular simulations confirmed that dexketoprofen formed a stronger intermolecular hydrogen bonding network with ceramide NP (binding energy: −21.63 kcal/mol). This robust spatial affinity remarkably perturbed the tightly ordered arrangement of the SC lipid bilayer, which may induce a decrease in lipid orderliness and substantially increase the fluidity. The transdermal superiority of dexketoprofen within the chiral skin barrier is synergistically attributed to its high thermodynamic activity, driven by a lower lattice energy, and its stronger microscopic stereoselective interactions with SC components. This study systematically elucidates the stereoselective mechanisms underlying the transdermal permeation of chiral drugs, thereby providing a scientific basis for the development of transdermal formulations containing a single enantiomer.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 10","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-09-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149011577","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Rethinking Chiral Decision-Making in Pharmaceutical Analysis: The Emerging Role of Artificial Intelligence","authors":"Sivakumar Thanikachalam,&nbsp;Valliappan Kannappan","doi":"10.1002/chir.70133","DOIUrl":"https://doi.org/10.1002/chir.70133","url":null,"abstract":"<div>\u0000 \u0000 <p>Chirality remains a central yet inconsistently operationalized concept in pharmaceutical analysis. Although regulatory frameworks emphasize stereochemical characterization and enantiomeric control, practical analytical decisions are often guided by expert intuition and historical precedent. These include determining when chiral separation is necessary, when achiral methods are sufficient, and how to balance analytical rigor with analytical complexity. With increasing molecular complexity, accelerated development timelines, and heightened regulatory expectations, such intuition-driven approaches face growing limitations. Artificial intelligence (AI) has emerged as a powerful enabler across pharmaceutical sciences; however, its role in chiral decision-making has not been systematically articulated. This perspective reframes chirality as a decision-driven discipline and proposes a concept-driven, framework-oriented approach in which AI functions as a cognitive decision-support layer rather than a replacement for stereochemical expertise. It integrates stereochemistry, decision science, explainable artificial intelligence (XAI), and regulatory reasoning into a coherent approach for chiral decision-making in pharmaceutical analysis. Unlike existing AI applications that primarily focus on analytical optimization, this perspective proposes a decision-oriented framework for evaluating when chiral analysis is warranted and how analytical decisions may be supported using multidisciplinary evidence. The proposed framework bridges traditional stereochemical reasoning with data-driven intelligence and provides a structured basis for future chiral decision-support systems. As a framework-oriented perspective, this work is intended to stimulate discussion and guide future empirical evaluation, including prototype decision-support systems, curated datasets, and prospective validation studies, rather than present a validated AI implementation.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 9","pages":""},"PeriodicalIF":2.4,"publicationDate":"2026-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148942896","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}