Collect. Czech. Chem. Commun. 2011, 76, 95-114
Published online 2011-01-25 08:30:32

An experimental and theoretical study on siderol isolated from Sideritis species

Akin Azizoglu*, Zuleyha Özer and Turgut Kiliç

Balikesir University, Faculty of Science and Literature, Department of Chemistry, Division of Organic Chemistry, 10145 Balikesir, Turkey


The Fourier transform infrared (FTIR) spectrum of siderol, extracted from the aerial parts of Sideritis Gülendamii, has been measured in the range 4000–400 cm–1. Vibrational assignments and analyses of the fundamental modes of siderol were performed using the observed FTIR data recorded in the solid phase. The vibrational frequencies determined experimentally are compared with those obtained theoretically from density functional theory (DFT) and Hartee–Fock (HF) calculations. Optimized geometrical parameters of the title compound are in agreement with similar reported structures. The 1H and 13C NMR spectra of siderol have also been calculated by means of DFT and HF methods. The comparison between the experimental and the theoretical results indicates that density functional methods, B3LYP and MPW1PW91 with 6-31G(d) basis set, are able to provide satisfactory results for predicting NMR properties. On the basis of vibrational analyses, the thermodynamic properties of the title molecule have also been computed.

Keywords: Terpenoids; Natural products; Density functional calculations; Ab initio calculations.

References: 30 live references.