Open AccessSPECTROSCOPIC DATA OF LABDANE DITERPENES: A THEORETICAL ANALYSIS VIA NMR AND DFT
Author(s) -
Fabrine Silva de Souza,
Silvana de Oliveira Silva,
Lênio José Guerreiro de Faria,
Cláudio Nahum Alves,
Adolfo Henrique Müller,
Giselle Maria Skelding Pinheiro Guilhon,
Davi do Socorro Barros Brasil
Publication year - 2015
Publication title -
química nova
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.214
H-Index - 73
eISSN - 1678-7064
pISSN - 0100-4042
DOI - 10.5935/0100-4042.20150057
Subject(s) - labdane , chemistry , diterpene , computational chemistry , stereochemistry
Labdane diterpenes exhibit important bioactivities such as cardiovascular effects in rats as well as effects in the treatment of autoimmune diseases and Alzheimer syndrome. Recently, the labdane diterpenes ent-13-epi-manoil oxide, ribenone and ribenol were isolated from Croton palanostigma. The computational method DFT/B3LYP/cc-pVDZ was used to optimize the structures of these diterpenes and to calculate infrared data. Chemical shifts (δH and δC) of the minimum energy structures (local minimum) were calculated and compared with the experimental data. Comparison of the NMR data by simple linear regression (SLR) showed satisfactory statistical results with a correlation coefficient (R2) and predictive ability (Q2) of over 98%. The predicted NMR data were used to confirm the δH values that have not been published