{"title":"Optimizing Enantiomeric Resolution of Chiral Triazoles in Supercritical Fluid Chromatography","authors":"Codruţa Frîncul, Alina Ghinet, Dalila Belei, Bezhan Chankvetadze, Sergiu Shova, Emmanuelle Lipka, Anca-Elena Dascălu","doi":"10.1002/chir.70016","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>Chirality plays a crucial role in the pharmacological activity of triazoles, a key scaffold in antifungal agents and various therapeutic applications. This study focuses on optimizing the enantiomeric resolution of chiral triazoles using supercritical fluid chromatography (SFC) and 10 different columns, either immobilized or coated, chlorinated or nonchlorinated, cellulose or amylose-based chiral stationary phases (CSPs). Four novel triazoles and two marketed ones (tebuconazole and hexaconazole) were separated to determine optimal resolution conditions. The best resolution was achieved using chlorinated amylose-based CSPs across the tested compounds. Optical rotation and X-ray crystallography were employed to determine the absolute configurations of the purified enantiomers.</p>\n </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"37 2","pages":""},"PeriodicalIF":2.8000,"publicationDate":"2025-01-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chirality","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/chir.70016","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ANALYTICAL","Score":null,"Total":0}
引用次数: 0
Abstract
Chirality plays a crucial role in the pharmacological activity of triazoles, a key scaffold in antifungal agents and various therapeutic applications. This study focuses on optimizing the enantiomeric resolution of chiral triazoles using supercritical fluid chromatography (SFC) and 10 different columns, either immobilized or coated, chlorinated or nonchlorinated, cellulose or amylose-based chiral stationary phases (CSPs). Four novel triazoles and two marketed ones (tebuconazole and hexaconazole) were separated to determine optimal resolution conditions. The best resolution was achieved using chlorinated amylose-based CSPs across the tested compounds. Optical rotation and X-ray crystallography were employed to determine the absolute configurations of the purified enantiomers.
期刊介绍：
The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties.
Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.
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