Multi-milligram resolution and determination of absolute configuration of pentedrone and methylone enantiomers
2018
Silva B. | Pereira J.A. | Cravo S. | Araújo A.M. | Fernandes C. | Pinto M.M.M. | de Pinho P.G. | Remião F. | CIIMAR - Centro Interdisciplinar de Investigação Marinha e Ambiental
The enantioresolution of pentedrone and methylone was carried out at a multi-milligram scale by liquid chromatography on a Chiralpak AS® stationary phase. The excellent enantioresolution using this column allowed to collect highly pure enantiomeric fractions, achieving enantiomeric ratios higher than 98%. An overall recovery of 72% was achieved for pentedrone enantiomers and 80% for methylone. Furthermore, the absolute configuration of the enantiomers of both cathinones was determined for the first time by electronic circular dichroism (ECD) spectroscopy, with the aid of theoretical calculations, as (+)‑(S) and (−)‑(R)-pentedrone, and (−)‑(S) and (+)‑(R)‑methylone. © 2018 Elsevier
Afficher plus [+] Moins [-]This research was partially supported by the Strategic Funding UID/Multi/04423/2013 through national funds provided by FCT – Foundation for Science and Technology and European Regional Development Fund (ERDF), in the framework of the programme PT2020, and also with funding from PTDC/MAR-BIO/4694/2014 project. Bárbara Silva thanks the Universidade do Porto /FMUP through FSE-Fundo Social Europeu, NORTE2020 -Programa Operacional Regional do Norte, no âmbito da operação NORTE-08-5369-FSE-000011-Programas Doutorais for her PhD grant.
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