7.1′,8.3′- and 7.3′,8.5′-Connected Bicyclo[3.2.1]octanoids and Oxabicyclo[3.2.2]nonane-Type Neolignans from Ocotea aciphylla: Structures and Absolute Configurations
| dc.citation.volume | 87 | |
| dc.contributor.author | Santos, Carlos Henrique Totini dos | |
| dc.contributor.author | Petrica, Edith Eunice Arthut | |
| dc.contributor.author | Batista, Andrea Nastri de Luca | |
| dc.contributor.author | Rodrigues, Edilene Delphino | |
| dc.contributor.author | Garcez, Walmir Silva | |
| dc.contributor.author | Albuquerque, Ana Carolina Ferreira de | |
| dc.contributor.author | Santos Jr, Fernando Martins dos | |
| dc.contributor.author | Batista Jr, Joao Marcos [UNIFESP] | |
| dc.contributor.author | Garcez, Fernanda Rodrigues | |
| dc.contributor.authorLattes | http://lattes.cnpq.br/4209224090500050 | |
| dc.date.accessioned | 2025-01-03T13:43:30Z | |
| dc.date.available | 2025-01-03T13:43:30Z | |
| dc.date.issued | 2024-02-23 | |
| dc.description.abstract | The phytochemical investigation of the leaves and trunk bark of a specimen of Ocotea aciphylla collected in the southern portion of the Amazon forest led to the isolation of an oxabicyclo[3.2.2]nonane-type neolignan and 15 bicyclo[3.2.1]- octanoid neolignans, 14 of which are unreported compounds (2− 15), including one with an unusual oxidation pattern of the side chain at C-1′ and two rare 7.1′,8.3′-connected bicyclo[3.2.1]- octanoid derivatives. Their structures and relative configurations were determined by extensive spectrometric analysis based on 1D- and 2D-NMR spectroscopy and HRESIMS data, while their absolute configurations were unambiguously assigned using electronic and vibrational circular dichroism data assisted by density functional theory calculations. Additionally, known sesquiterpenes, phenylpropanoids, and phytosterols were also isolated | |
| dc.description.sponsorshipID | FAPESP 2019/22319-5 | |
| dc.description.sponsorshipID | FAPESP 2023/03519-9 | |
| dc.format.extent | 456-469 | |
| dc.identifier.doi | 10.1021/acs.jnatprod.3c01013 | |
| dc.identifier.uri | https://hdl.handle.net/11600/72681 | |
| dc.language | eng | |
| dc.publisher | ACS | |
| dc.relation.ispartof | Journal of Natural Products | |
| dc.rights | info:eu-repo/semantics/restrictedAccess | |
| dc.subject | VCD | |
| dc.subject | ECD | |
| dc.subject | DFT | |
| dc.subject | Natural products | |
| dc.subject | Absolute configuration | |
| dc.title | 7.1′,8.3′- and 7.3′,8.5′-Connected Bicyclo[3.2.1]octanoids and Oxabicyclo[3.2.2]nonane-Type Neolignans from Ocotea aciphylla: Structures and Absolute Configurations | |
| 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.graduateProgram | Não se aplica | |
| unifesp.researchArea | Espectroscopia quiróptica |