| Autor: |
Kawano DF; Institute of Chemistry, University of Campinas, Campinas 13083-861, SP, Brazil.; Faculty of Pharmaceutical Sciences, University of Campinas, Campinas 13083-871, SP, Brazil., Costa BZ; Institute of Chemistry, University of Campinas, Campinas 13083-861, SP, Brazil., Romero-Orejón KL; Institute of Chemistry, University of Campinas, Campinas 13083-861, SP, Brazil., Loureiro HC; Institute of Chemistry, University of Campinas, Campinas 13083-861, SP, Brazil., de Jesus DP; Institute of Chemistry, University of Campinas, Campinas 13083-861, SP, Brazil., Marsaioli AJ; Institute of Chemistry, University of Campinas, Campinas 13083-861, SP, Brazil. |
| Abstrakt: |
1-Pyrrolines are important intermediates of active natural products, such as the 2,5-dialkyl-1-pyrroline derivatives found in fire ant venoms. Here, 5-hexyl-2-methyl-3,4-dihydro-2 H -pyrrole was synthesized by the enzymatic transamination/cyclization of 2,5-undecadione, and enantiodifferenciation was successfully achieved by capillary electrophoresis with sulfobutyl ether-β-cyclodextrin as the chiral selector. The rationale of the enantiomeric discrimination was based on the results of a docking simulation that revealed the higher affinity of ( S )-5-hexyl-2-methyl-3,4-dihydro-2 H -pyrrole for the sulfobutyl ether-β-cyclodextrin. |
