PhD Scientific Days 2025

Pharmaceutical Sciences and Health Technologies I.

Advances in Cyclodextrin-Assisted Capillary Electrophoresis for the Enantiomeric Separation of Structurally Diverse Chiral Compounds

Előadó neve

Várnagy Erzsébet

Neptun code

G0EFA1

Előadó munkahelye

Department of Pharmacognosy, Semmelweis University

Előadó telefonszáma

+36703561926

Előadó e-mail címe

erzsebet.varnagy98@gmail.com

Az előadás címe

Advances in Cyclodextrin-Assisted Capillary Electrophoresis for the Enantiomeric Separation of Structurally Diverse Chiral Compounds

Szerző(k) neve és munkahelye

Erzsébet Várnagy¹, Gergő Tóth², Sándor Hosztafi², Milo Malanga³, Ida Fejős¹, Szabolcs Béni⁴

1: Department of Pharmacognosy, Semmelweis University, Budapest, Hungary
2: Department of Pharmaceutical Chemistry, Semmelweis University, Budapest, Hungary
3: CarboHyde Ltd, Budapest, Hungary
4: Department of Analytical Chemistry, Institute of Chemistry, Eötvös Loránd University, Budapest, Hungary

Bemutatás módja

Szóbeli

Szekció

Pharmaceutical Sciences and Health Technologies I.

Language of the presentation

English

Preferred session

Pharmaceutical Sciences and Health Technologies

Összefoglaló szövege

Introduction
Efficient enantiomeric separation remains a critical goal in pharmaceutical and natural product analysis, given the frequent differences in enantiomers’ pharmacodynamic and pharmacokinetic properties. Capillary electrophoresis (CE), particularly with cyclodextrin (CD) selectors, offers a rapid, environmentally friendly, and high-resolution approach to chiral analysis.

Aims
This study aimed to achieve baseline enantioseparation for two structurally distinct compound classes - a group of tetrahydrobenzylisoquinoline and tetrahydroprotoberberine alkaloids, and the kinase inhibitor idelalisib, using cyclodextrin-assisted CE. We further aimed to characterize host-guest complexation through NMR spectroscopy.

Methods
Over 20 native and derivatized CDs were screened for chiral recognition using CE. Chiral HPLC with polysaccharide-based columns was employed for semi-preparative enantiomer isolation of alkaloids, enabling precise determination of enantiomer migration order (EMO). Host-guest interactions were investigated via 1D and 2D NMR experiments.

Results
Multiple CDs provided significant chiral resolution for the tested alkaloids, with the best separation (Rs = 9.3) achieved for xylopinine using subetadex. Idelalisib enantiomers were baseline-separated using hydroxypropyl-β-CD, with favorable EMO and excellent reproducibility. Chiral HPLC further supported EMO assignment. ROESY spectra confirmed inclusion complex formation via diagnostic cross-peaks between analyte and CD protons.

Conclusion
Our study demonstrates that cyclodextrin-assisted CE, supported by NMR characterization and semi-preparative HPLC, enables reliable and selective enantioseparation for structurally unrelated chiral analytes. This methodology offers a broadly applicable platform for both natural product research and pharmaceutical quality control.

Funding
Funded by NKFIH FK 146930, Bicyclos No. 101130235, and SE 250+ Excellence PhD Scholarship.

University

Semmelweis University

Supervisor

Szabolcs Béni, Ida Fejős

Publication of my abstract

I give consent to the publication of my abstract on the website of the congress.

phd.section.field

in doctoral studies before complex exam (PhD)

Kind

Szabad

Status

elfogadva

Accepted presentation method

szóbeli

Előadás fájl jóváhagyás

nem hagyta jóvá

Előadó

8026

Start

15:30

End

15:45