Resolution and absolute configuration of fargesin enantiomers
| dc.citation.volume | 36 | |
| dc.contributor.author | Mestriner, Eloa R. | |
| dc.contributor.author | Lee, Eric Y. [UNIFESP] | |
| dc.contributor.author | Cunha, Camila L. | |
| dc.contributor.author | Sousa, Victor M.S. [UNIFESP] | |
| dc.contributor.author | Nascimento, Isabele R. | |
| dc.contributor.author | Batista Jr, Joao Marco [UNIFESP] | |
| dc.contributor.authorLattes | http://lattes.cnpq.br/4209224090500050 | |
| dc.date.accessioned | 2025-01-03T13:48:31Z | |
| dc.date.available | 2025-01-03T13:48:31Z | |
| dc.date.issued | 2024-11-06 | |
| dc.description.abstract | Fargesin is an important bioactive furofuran lignan isolated from different plant species. Despite presenting potent biological activities, its stereochemical characterization has relied mostly on empirical correlations of optical rotation, an approach con- sidered risky that commonly leads to misassignments and error propagation. Additionally, the enantiomeric purity of fargesin isolates used for biological assays has not been previously investigated. Herein, we report the enantioresolution of a scalemic mixture of fargesin isolated from Aristolochia warmingii along with the first unambiguous determination of the absolute config- uration of each enantiomer by means of optical rotatory dispersion, as well as electronic and vibrational circular dichroism aided by quantum-chemical calculations. | |
| dc.description.sponsorshipID | FAPESP 2023/12475-5 | |
| dc.identifier.doi | 10.1002/chir.70003 | |
| dc.identifier.uri | https://hdl.handle.net/11600/72683 | |
| dc.language | eng | |
| dc.publisher | Wiley | |
| dc.relation.ispartof | Chirality | |
| dc.rights | info:eu-repo/semantics/restrictedAccess | |
| dc.subject | Chiral chromatography | |
| dc.subject | ECD | |
| dc.subject | VCD | |
| dc.subject | ORD | |
| dc.subject | DFT | |
| dc.subject | Furofuran | |
| dc.subject | Lignans | |
| dc.subject | Natural products | |
| dc.subject | Bioactive furofuran lignan | |
| dc.title | Resolution and absolute configuration of fargesin enantiomers | |
| dc.type | info:eu-repo/semantics/article | |
| unifesp.campus | Instituto de Ciência e Tecnologia (ICT) | |
| unifesp.departamento | Ciência e Tecnologia | |
| unifesp.graduacao | Não se aplica | |
| unifesp.researchArea | Espectroscopia Quiróptica |