Skip to main content
SpringerLink
Log in

HPLC Separation of Enantiomers of Some Flavanone Derivatives Using Polysaccharide-Based Chiral Selectors Covalently Immobilized on Silica

  • Original
  • Published:
Chromatographia Aims and scope Submit manuscript

Abstract

The separation of enantiomers of flavanone and 5 chiral flavanone derivatives was studied on two experimental polysaccharide-based chiral columns by high-performance liquid chromatography with methanol, ethanol, acetonitrile, n-hexane/ethanol and n-hexane/2-propanol as mobile phases with emphasis on the effect of analyte and chiral selector structure on separation parameters. Since chiral selectors were covalently immobilized onto the surface of silica, it was possible to use a wider variety of mobile phases in order to optimize enantioseparations. Together with the backbone of the polysaccharide, the significant role of substituents in the phenyl moiety of chiral selectors, as well as the structure of the analyte was observed on retention and enantioselectivity.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Kawaii S, Tomono Y, Katase E, Ogawa K, Yano M (1999) J Agric Food Chem 47:3565–3571

    Article  CAS  Google Scholar 

  2. Cavia-Saiz M, Busto MD, Pilar-Izquierdo MC, Ortega N, Perez-Mateos M, Muñiz P (2010) J Sci Food Agric 90:1238–1244

    Article  CAS  Google Scholar 

  3. Patel K, Singh GK, Patel DK (2014) Chin J Integr Med (in press)

  4. Harwood M, Danielewska-Nikie B, Borzelleca JF, Flamm GW, Williams GM, Lines TC (2007) Food Chem Toxicol 45:2179–2205

    Article  CAS  Google Scholar 

  5. Yanez JA, Andrews PK, Davies NM (2007) J Chromatogr B 848:159–181

    Article  CAS  Google Scholar 

  6. Krause M, Galensa R (1991) Chromatographia 32:69–72

    Article  CAS  Google Scholar 

  7. Ikai T, Okamoto Y (2009) Chem Rev 109:6077–6101

    Article  CAS  Google Scholar 

  8. Okamoto Y, Ikai T (2008) Chem Soc Rev 37:2593–2608

    Article  CAS  Google Scholar 

  9. Chankvetadze B (2012) J Chromatogr A 1269:26–51

    Article  CAS  Google Scholar 

  10. Si-Ahmed K, Aturki Z, Chankvetadze B, Fanali S (2012) Anal Chim Acta 738:85–94

    Article  CAS  Google Scholar 

  11. Rocchi S, Fanali S, Farkas T, Chankvetadze B (2014) J Chromatogr A 1363:363–371

    Article  CAS  Google Scholar 

  12. Belboukhari N, Cheriti A, Roussel C, Vanthuyne N (2010) Nat Prod Res 7:669–681

    Article  Google Scholar 

  13. Wakita T, Chankvetadze B, Yamamato C, Okamoto Y (2002) J Sep Sci 25:167–169

    Article  CAS  Google Scholar 

  14. Chankvetadze B, Ikai T, Yamamato C, Okamoto Y (2004) J Chromatogr A 1042:55–60

    Article  CAS  Google Scholar 

  15. Chankvetadze B, Kubota T, Ikai T, Yamamoto C, Tanaka N, Nakanishi K, Okamoto Y (2006) J Sep Sci 29:1988–1995

    Article  CAS  Google Scholar 

  16. Shen J, Ikai T, Okamoto Y (2014) J Chromatogr A 1363:51–61

    Article  CAS  Google Scholar 

  17. Caccamese S, Chillemi R (2010) J Chromatogr A 1217:1089–1093

    Article  CAS  Google Scholar 

  18. Lahmar N, Belboukhari N, Cheriti A (2013) Int J Chem Stud 1:1–5

    Google Scholar 

  19. Lévèques A, Actis-Goretta L, Rein MJ, Williamson G, Dionisi F, Giuffrida F (2012) J Pharm Biomed Anal 57:1–6

    Article  Google Scholar 

  20. Cirilli R, Ferretti R, De Santis E, Gallinella B, Zanitti L, La Torre F (2008) J Chromatogr A 1190:95–101

    Article  CAS  Google Scholar 

  21. Matarashvili I, Chankvetadze L, Tsintsadze T, Farkas T, Chankvetadze B (2015) Chromatographia 78:473–479

    Article  CAS  Google Scholar 

  22. Gogaladze Kh, Chankvetadze L, Tsintsadze M, Farkas T, Chankvetadze B (2015) Chirality 27:228–234

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This study was financially supported in part by the Rustaveli Georgian National Science Foundation (RGNSF) Grant No 31/90 for fundamental research.

Author information

Authors and Affiliations

  1. Centro Integrato di Ricerca, Campus Bio-Medico University, Via Alvaro del Portillo 21, 00128, Rome, Italy

    Chiara Fanali

  2. Institute of Chemical Methodologies, Consiglio Nazionale delle Ricerche, Area della Ricerca di Roma I, Via Salaria Km 29,300, 00015, Monterotondo, Rome, Italy

    Salvatore Fanali

  3. Institute of Physical and Analytical Chemistry, School of Exact and Natural Sciences, Tbilisi State University, Chavchavadze Ave 3, 0179, Tbilisi, Georgia

    Bezhan Chankvetadze

Authors
  1. Chiara Fanali
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Salvatore Fanali
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Bezhan Chankvetadze
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Chiara Fanali.

Ethics declarations

Conflict of Interests

The authors declare no conflict of interests.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Fanali, C., Fanali, S. & Chankvetadze, B. HPLC Separation of Enantiomers of Some Flavanone Derivatives Using Polysaccharide-Based Chiral Selectors Covalently Immobilized on Silica. Chromatographia 79, 119–124 (2016). https://doi.org/10.1007/s10337-015-3014-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10337-015-3014-8

Keywords

Search

Navigation