caa a22 4500 445804025 CHVBK 20180317145151.0 cr unu---uuuuu 170323e20111201xx s 000 0 eng 10.1007/s10337-011-2143-y doi (NATIONALLICENCE)springer-10.1007/s10337-011-2143-y Enantioseparation of Novel Amino Analogs of Indole Phytoalexins on Macrocyclic Glycopeptide-Based Chiral Stationary Phase [Elektronische Daten] [Tat'ána Gondová, Ján Petrovaj, Peter Kutschy, Zuzana Čurillová, Aneta Salayová, Martin Fabián, Daniel Armstrong] Direct chiral separation of the enantiomers of spirobrassinin, 1-methoxyspirobrassinin and ten novel cis- and trans-diastereoisomers of 2-amino analogs of indole phytoalexin 1-methoxyspirobrassinol methyl ether on macrocyclic glycopeptide-based chiral stationary phase (CSP) with teicoplanin (Chirobiotic T) was studied. Normal phase eluents containing n-hexane with modifiers ethanol and 2-propanol were used. The effects of mobile phase composition, structure of the analytes and temperature were investigated. Chiral resolution on teicoplanin CSP was achieved only in the case of trans-diastereoisomers. The van't Hoff plots were found to show linear behavior in all cases. It was found that studied normal phase enantioseparations were enthalpy driven. The elution order of the enantiomers was determined in some cases. Springer-Verlag, 2011 HPLC nationallicence Enantioseparation nationallicence Teicoplanin nationallicence Spirobrassinin nationallicence Indole phytoalexins nationallicence Gondová Tat'ána Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut Petrovaj Ján Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut Kutschy Peter Department of Organic Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut Čurillová Zuzana Department of Organic Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut Salayová Aneta Department of Organic Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut Fabián Martin Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut Armstrong Daniel Department of Chemistry and Biochemistry, University of Texas at Arlington, 76019, Arlington, TX, USA aut Chromatographia Springer-Verlag 74/11-12(2011-12-01), 751-757 0009-5893 74:11-12<751 2011 74 10337 https://doi.org/10.1007/s10337-011-2143-y text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10337-011-2143-y text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Gondová Tat'ána Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut NATIONALLICENCE 700 1- Petrovaj Ján Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut NATIONALLICENCE 700 1- Kutschy Peter Department of Organic Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut NATIONALLICENCE 700 1- Čurillová Zuzana Department of Organic Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut NATIONALLICENCE 700 1- Salayová Aneta Department of Organic Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut NATIONALLICENCE 700 1- Fabián Martin Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovak Republic aut NATIONALLICENCE 700 1- Armstrong Daniel Department of Chemistry and Biochemistry, University of Texas at Arlington, 76019, Arlington, TX, USA aut NATIONALLICENCE 773 0- Chromatographia Springer-Verlag 74/11-12(2011-12-01), 751-757 0009-5893 74:11-12<751 2011 74 10337 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer