Software-assisted methodology for complete assignment of H-1 and C-13 NMR data of poorly functionalized molecules: The case of the chemical marker diterpene ent-copalic acid

Autor(es)

Ferreira, Alexsandro Euripedes ^[1] ; Ferreira Soares Rocha, Ana Carolina ^[1] ; Bastos, Jairo Kenupp ^[2] ; Gomes Heleno, Vladimir Constantino ^[1]

Afiliação do(s) autor(es)

^[1] Univ Franca, Grp Pesquisa Prod Nat, BR-14404600 Franca, SP - Brazil

^[2] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of Molecular Structure; v. 1228, MAR 15 2021.
• Citações Web of Science: 2

Resumo

This work describes a methodology for the complete assignment of H-1 and C-13 NMR data of poorly functionalized molecules through spectral simulations conducted with computer programs available for free. We have been able to achieve the complete assignment, including the clarification of multiplicities and the determination of all the hydrogen homonuclear coupling constants, which is not common for poorly functionalized compounds. We have performed H-1 NMR, C-13[H-1] NMR, DEPT-135, gCOSY, gHSQC, gHMBC, NOESY, and J resolved experiments and obtained the required dataset for the complete and unequivocal assignment of the spectra of ent-copalic acid. (C) 2020 Elsevier B.V. All rights reserved. (AU)

• Processo FAPESP: 11/13630-7 - Validação química e farmacológica de extratos e princípios ativos de espécies de Copaifera
• Beneficiário: Jairo Kenupp Bastos
• Modalidade de apoio: Auxílio à Pesquisa - Temático