Conformational Solvation Studies of LIGNOLs with Molecular Dynamics and Conductor-Like Screening Model

A1 Journal article (refereed)

Internal Authors/Editors

Publication Details

List of Authors: Thomas Sandberg, Patrik Eklund and Matti Hotokka
Publisher: MDPI AG
Publication year: 2012
Journal: International Journal of Molecular Sciences
Journal acronym: INT J MOL SCI
Volume number: 13
Issue number: 8
Start page: 9845
End page: 9863
Number of pages: 19
ISSN: 1661-6596


Molecular dynamics (MD) simulations were performed on sterically hindered alpha-conidendrin-based chiral 1,4-diols (LIGNOLs) from the naturally occurring lignan hydroxymatairesinol (HMR) using the GROMACS software. The aim of this study was to explore the conformational behaviour of the LIGNOLs in aqueous solution adopting the TIP4P model. The topologies of the LIGNOLs were constructed manually and they were modeled with the OPLS-AA force field implemented in GROMACS. The four most relevant torsional angles in the LIGNOLs were properly analyzed during the simulations. The determining property for the conformation preferred in aqueous solution was found to be the lowest energy in gas phase. The solvation effects on the LIGNOLs were also studied by quantum chemical calculations applying the COnductor-like Screening MOdel (COSMO). The hydration studies of the MD simulations showed that several of these LIGNOLs, produced from a renewable source, have a great potential of acting as chiral catalysts.


chiral 1,4-diol, conformation, COSMO, GROMACS, lignan, LIGNOL, molecular dynamics

Last updated on 2019-17-11 at 02:41