Structural dynamics and binding free energy of neral-cyclodextrins inclusion complexes: Molecular dynamics simulation

• Main Authors: Peerapong Wongpituk, Bodee Nutho, Wanwisa Panman, Nawee Kungwan, Peter Wolschann, Thanyada Rungrotmongkol, Nadtanet Nunthaboot
• Format: Journal
• Published: 2018
• Subjects: Chemistry; Computer Science; Materials Science; Agricultural and Biological Sciences
• Online Access: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85026354006&origin=inward; http://cmuir.cmu.ac.th/jspui/handle/6653943832/46566
• Institution: Chiang Mai University

© 2017 Informa UK Limited, trading as Taylor & Francis Group. The inclusion complexation of neral, a cis-isomer of citral found in lemon grass (Cymbopogon citratus Stapf), and four different types of cyclodextrin (β-cyclodextrin (βCD), 2,6-dimethyl-βCD (2,6DMβCD), 2,6-dihydroxypropyl-βCD (2,6DHPβCD), and 2-hydroxypropyl-βCD (2HPβCD)) was investigated using molecular docking and molecular dynamics simulation approaches. The simulations show that the neral/ CD inclusion complex could be formed in an aqueous solution with a 1:1 ratio. Three possible binding orientations were assessed for the encapsulation of neral ( 1 neral, 7 neral, and u neral) inside the hydrophobic interior of the host molecule. The u neral, in which both aldehyde and alkyl terminals point outward on the secondary rim of the CD, was observed to be the most preferential conformation in all neral/CD complexes. The theoretical calculations of the binding ability of the host-guest inclusion complexes agreed well with the experimental data, thereby supporting that the neral could bind inside the hydrophobic cavity of all CDs with nearly the same potency.