Screening approach for chiral separation of pharmaceuticals: Part I. Normal-phase liquid chromatography

A strategy for rapid screening for the separation of chiral molecules of pharmaceutical interest by normal-phase liquid chromatography using three cellulose/amylose stationary phases is proposed. In a first step, the most important parameters for the separations were determined and studied for their...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of Chromatography A 2002-02, Vol.947 (1), p.69-83
Hauptverfasser: Perrin, C, Vu, V.A, Matthijs, N, Maftouh, M, Massart, D.L, Vander Heyden, Y
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 83
container_issue 1
container_start_page 69
container_title Journal of Chromatography A
container_volume 947
creator Perrin, C
Vu, V.A
Matthijs, N
Maftouh, M
Massart, D.L
Vander Heyden, Y
description A strategy for rapid screening for the separation of chiral molecules of pharmaceutical interest by normal-phase liquid chromatography using three cellulose/amylose stationary phases is proposed. In a first step, the most important parameters for the separations were determined and studied for their effects by means of experimental designs. Results showed that the cellulose tris-(3,5-dimethylphenylcarbamate), the amylose tris-(3,5-dimethylphenylcarbamate) and the cellulose tris-(4-methylbenzoate) stationary phases have very broad and complementary enantiorecognition properties. The type of organic modifier used in the mobile phase appeared to have a dramatic influence on the quality of the separation. Based on the results of the preliminary study, a screening strategy was developed and successfully applied to a set of 36 diverse drugs. Enantiomeric separation was observed in 89% of cases and the analysis times were usually shorter than 20 min.
doi_str_mv 10.1016/S0021-9673(01)01573-4
format Article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_71489944</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0021967301015734</els_id><sourcerecordid>71489944</sourcerecordid><originalsourceid>FETCH-LOGICAL-e293t-2e4e11cdc127c55bb55ce45a15a98411eb19acb1c9d9805bb20f6a4f441fe25a3</originalsourceid><addsrcrecordid>eNpFkc1P3DAQxX0o4mPhT2jlS1E5ZPE4zmbdC6oQXxKilaBna-JMdl0lcbATJP57vMsWTiO9-c2T3jzGvoKYg4DF-aMQEjK9KPMfAs4EFGWeqS_s8EM-YEcx_hMCSlHKfXYAsCxzrfUhWz3aQNS7fsVxGIJHu-aND9yuXcCWRxow4Oh8z33DhzWGDi1No7PYxp_8D4aR3835g096m6V9JN6658nVySH4Dke_CjisX4_ZXpNO6GQ3Z-zv9dXT5W12__vm7vLXfUZS52MmSRGArS3I0hZFVRWFJVUgFKiXCoAq0GgrsLrWS5H2UjQLVI1S0JAsMJ-x03fflOV5ojiazkVLbYs9-SmaEtRSa6US-G0HTlVHtRmC6zC8mv-vScD3HYAxpW0C9tbFTy5Xi1JLmbiLd45SrBdHwUTrqLdUu0B2NLV3BoTZFGW2RZlNI0aA2RZlVP4GGK2HZg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>71489944</pqid></control><display><type>article</type><title>Screening approach for chiral separation of pharmaceuticals: Part I. Normal-phase liquid chromatography</title><source>Elsevier ScienceDirect Journals Complete - AutoHoldings</source><source>MEDLINE</source><creator>Perrin, C ; Vu, V.A ; Matthijs, N ; Maftouh, M ; Massart, D.L ; Vander Heyden, Y</creator><creatorcontrib>Perrin, C ; Vu, V.A ; Matthijs, N ; Maftouh, M ; Massart, D.L ; Vander Heyden, Y</creatorcontrib><description>A strategy for rapid screening for the separation of chiral molecules of pharmaceutical interest by normal-phase liquid chromatography using three cellulose/amylose stationary phases is proposed. In a first step, the most important parameters for the separations were determined and studied for their effects by means of experimental designs. Results showed that the cellulose tris-(3,5-dimethylphenylcarbamate), the amylose tris-(3,5-dimethylphenylcarbamate) and the cellulose tris-(4-methylbenzoate) stationary phases have very broad and complementary enantiorecognition properties. The type of organic modifier used in the mobile phase appeared to have a dramatic influence on the quality of the separation. Based on the results of the preliminary study, a screening strategy was developed and successfully applied to a set of 36 diverse drugs. Enantiomeric separation was observed in 89% of cases and the analysis times were usually shorter than 20 min.</description><identifier>ISSN: 0021-9673</identifier><identifier>DOI: 10.1016/S0021-9673(01)01573-4</identifier><identifier>PMID: 11873999</identifier><identifier>CODEN: JOCRAM</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Analysis ; Biological and medical sciences ; Chromatography, Liquid - methods ; General pharmacology ; Medical sciences ; Pharmaceutical Preparations - chemistry ; Pharmaceutical Preparations - isolation &amp; purification ; Pharmaceuticals ; Pharmacology. Drug treatments ; Stereoisomerism</subject><ispartof>Journal of Chromatography A, 2002-02, Vol.947 (1), p.69-83</ispartof><rights>2002 Elsevier Science B.V.</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0021-9673(01)01573-4$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27922,27923,45993</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=13467922$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11873999$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Perrin, C</creatorcontrib><creatorcontrib>Vu, V.A</creatorcontrib><creatorcontrib>Matthijs, N</creatorcontrib><creatorcontrib>Maftouh, M</creatorcontrib><creatorcontrib>Massart, D.L</creatorcontrib><creatorcontrib>Vander Heyden, Y</creatorcontrib><title>Screening approach for chiral separation of pharmaceuticals: Part I. Normal-phase liquid chromatography</title><title>Journal of Chromatography A</title><addtitle>J Chromatogr A</addtitle><description>A strategy for rapid screening for the separation of chiral molecules of pharmaceutical interest by normal-phase liquid chromatography using three cellulose/amylose stationary phases is proposed. In a first step, the most important parameters for the separations were determined and studied for their effects by means of experimental designs. Results showed that the cellulose tris-(3,5-dimethylphenylcarbamate), the amylose tris-(3,5-dimethylphenylcarbamate) and the cellulose tris-(4-methylbenzoate) stationary phases have very broad and complementary enantiorecognition properties. The type of organic modifier used in the mobile phase appeared to have a dramatic influence on the quality of the separation. Based on the results of the preliminary study, a screening strategy was developed and successfully applied to a set of 36 diverse drugs. Enantiomeric separation was observed in 89% of cases and the analysis times were usually shorter than 20 min.</description><subject>Analysis</subject><subject>Biological and medical sciences</subject><subject>Chromatography, Liquid - methods</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>Pharmaceutical Preparations - chemistry</subject><subject>Pharmaceutical Preparations - isolation &amp; purification</subject><subject>Pharmaceuticals</subject><subject>Pharmacology. Drug treatments</subject><subject>Stereoisomerism</subject><issn>0021-9673</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkc1P3DAQxX0o4mPhT2jlS1E5ZPE4zmbdC6oQXxKilaBna-JMdl0lcbATJP57vMsWTiO9-c2T3jzGvoKYg4DF-aMQEjK9KPMfAs4EFGWeqS_s8EM-YEcx_hMCSlHKfXYAsCxzrfUhWz3aQNS7fsVxGIJHu-aND9yuXcCWRxow4Oh8z33DhzWGDi1No7PYxp_8D4aR3835g096m6V9JN6658nVySH4Dke_CjisX4_ZXpNO6GQ3Z-zv9dXT5W12__vm7vLXfUZS52MmSRGArS3I0hZFVRWFJVUgFKiXCoAq0GgrsLrWS5H2UjQLVI1S0JAsMJ-x03fflOV5ojiazkVLbYs9-SmaEtRSa6US-G0HTlVHtRmC6zC8mv-vScD3HYAxpW0C9tbFTy5Xi1JLmbiLd45SrBdHwUTrqLdUu0B2NLV3BoTZFGW2RZlNI0aA2RZlVP4GGK2HZg</recordid><startdate>20020215</startdate><enddate>20020215</enddate><creator>Perrin, C</creator><creator>Vu, V.A</creator><creator>Matthijs, N</creator><creator>Maftouh, M</creator><creator>Massart, D.L</creator><creator>Vander Heyden, Y</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20020215</creationdate><title>Screening approach for chiral separation of pharmaceuticals: Part I. Normal-phase liquid chromatography</title><author>Perrin, C ; Vu, V.A ; Matthijs, N ; Maftouh, M ; Massart, D.L ; Vander Heyden, Y</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-e293t-2e4e11cdc127c55bb55ce45a15a98411eb19acb1c9d9805bb20f6a4f441fe25a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Analysis</topic><topic>Biological and medical sciences</topic><topic>Chromatography, Liquid - methods</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>Pharmaceutical Preparations - chemistry</topic><topic>Pharmaceutical Preparations - isolation &amp; purification</topic><topic>Pharmaceuticals</topic><topic>Pharmacology. Drug treatments</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Perrin, C</creatorcontrib><creatorcontrib>Vu, V.A</creatorcontrib><creatorcontrib>Matthijs, N</creatorcontrib><creatorcontrib>Maftouh, M</creatorcontrib><creatorcontrib>Massart, D.L</creatorcontrib><creatorcontrib>Vander Heyden, Y</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of Chromatography A</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Perrin, C</au><au>Vu, V.A</au><au>Matthijs, N</au><au>Maftouh, M</au><au>Massart, D.L</au><au>Vander Heyden, Y</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Screening approach for chiral separation of pharmaceuticals: Part I. Normal-phase liquid chromatography</atitle><jtitle>Journal of Chromatography A</jtitle><addtitle>J Chromatogr A</addtitle><date>2002-02-15</date><risdate>2002</risdate><volume>947</volume><issue>1</issue><spage>69</spage><epage>83</epage><pages>69-83</pages><issn>0021-9673</issn><coden>JOCRAM</coden><abstract>A strategy for rapid screening for the separation of chiral molecules of pharmaceutical interest by normal-phase liquid chromatography using three cellulose/amylose stationary phases is proposed. In a first step, the most important parameters for the separations were determined and studied for their effects by means of experimental designs. Results showed that the cellulose tris-(3,5-dimethylphenylcarbamate), the amylose tris-(3,5-dimethylphenylcarbamate) and the cellulose tris-(4-methylbenzoate) stationary phases have very broad and complementary enantiorecognition properties. The type of organic modifier used in the mobile phase appeared to have a dramatic influence on the quality of the separation. Based on the results of the preliminary study, a screening strategy was developed and successfully applied to a set of 36 diverse drugs. Enantiomeric separation was observed in 89% of cases and the analysis times were usually shorter than 20 min.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>11873999</pmid><doi>10.1016/S0021-9673(01)01573-4</doi><tpages>15</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0021-9673
ispartof Journal of Chromatography A, 2002-02, Vol.947 (1), p.69-83
issn 0021-9673
language eng
recordid cdi_proquest_miscellaneous_71489944
source Elsevier ScienceDirect Journals Complete - AutoHoldings; MEDLINE
subjects Analysis
Biological and medical sciences
Chromatography, Liquid - methods
General pharmacology
Medical sciences
Pharmaceutical Preparations - chemistry
Pharmaceutical Preparations - isolation & purification
Pharmaceuticals
Pharmacology. Drug treatments
Stereoisomerism
title Screening approach for chiral separation of pharmaceuticals: Part I. Normal-phase liquid chromatography
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-13T12%3A45%3A57IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Screening%20approach%20for%20chiral%20separation%20of%20pharmaceuticals:%20Part%20I.%20Normal-phase%20liquid%20chromatography&rft.jtitle=Journal%20of%20Chromatography%20A&rft.au=Perrin,%20C&rft.date=2002-02-15&rft.volume=947&rft.issue=1&rft.spage=69&rft.epage=83&rft.pages=69-83&rft.issn=0021-9673&rft.coden=JOCRAM&rft_id=info:doi/10.1016/S0021-9673(01)01573-4&rft_dat=%3Cproquest_pubme%3E71489944%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=71489944&rft_id=info:pmid/11873999&rft_els_id=S0021967301015734&rfr_iscdi=true