Determination of the Preferred Stereoisomer of Natural Product Bisabolol in Chloroform Solution through Quantum Chemical Calculations of ¹H NMR Chemical Shifts.

ABSTRACT: The elucidation of natural product structures and the differentiation of stereoisomers are important issues in organic chemistry. An example is the sesquiterpene (-)-α-bisabolol (αBis), having two stereogenic centers, αBis and a flexible side chain that generates high conformational freedom. Recently, new tools named DP4+ and ANN-PRA, which are probabilistic approaches, were used in combination to solve the relative configuration of αBis (α and epi-α diastereomers). Nuclear magnetic resonance (NMR) chemical shifts obtained from density functional theory (DFT) calculations in the vacuum were used by the DP4+ and ANN-PRA computational algorithms averaged by the Boltzmann population. Although such a procedure can provide an indication of the most probable enantiomer, no information on the spa

SUBMITTER: Da Silva HC 

PROVIDER: S-EPMC12573000 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature