Title

Ab initio and DFT cation affinity study of selected neurosteroids

RIS ID

80083

Publication Details

Morrison, A. A., Paul, M. C., Parsons, C. H., Calford, M. B. & von Nagy-Felsobuki, E. I. (2005). Ab initio and DFT cation affinity study of selected neurosteroids. Journal Of Molecular Structure-Theochem, 723 (1-3), 85-93.

Abstract

Full 3N-6 optimization electronic structure calculations using the HF 6-31G(d)//HF 6-31G(d) and B3LYP 6-31G(d)//B3LYP 6-31G(d) levels of theory have been employed to determine the theoretical gas-phase cation affinities of 5-pregnen-3β-ol-20-one, 5-androsten-3β-ol- 17-one, 4-pregnen-3,20-dione, 5α-pregnan-3, 20-dione, 5α-pregnan-3α-ol-20-one and 5α-pregnan-3β-ol-20-one. For all the selected neurosteroids both theoretical methods predicted the trend of cation affinity as: H+»Li+>Na+>K+. The bonding interactions occur at the carbonyl group of the neurosteroids. The large cation affinities of the neurosteroid–proton adduct was found to be indicative of the formation of a stable complex via a relatively strong polar-covalent mechanism, while the lower cation affinity of the other adducts reflect the weaker ion–dipole mechanism.

Please refer to publisher version or contact your library.

Share

COinS
 

Link to publisher version (DOI)

http://dx.doi.org/10.1016/j.theochem.2005.02.019