The effects of protecting and acyl groups on the conformation of benzyl ?-L-rhamnopyranosides: An in silico study

Carbohydrate fatty acid (CFA) esters especially rhamnopyranoside having both the hydrophilic and lipophilic nature showed broader applications including anticancer activities. It was reported that appropriate conformation is needed for better activities conformational distortion reduced antimicrobial functionality. In this context, two different series of benzyl ?-L-rhamnopyranosides, one with 2,3-O-acetonide group other without acetonide group, were subjected density functional theory (DFT) optimization. The optimized structures clearly from regular 1C4 chair while functionality exhibited almost conformation. Also, number position acyl group(s) present in imposes a small effect on their pyranose Thermodynamic properties frontier molecular orbitals (FMO) electrostatic potential (MEP) rhamnopyranosides are also discussed which indicated 4-O-acyl more reactive than 3-O-acyl analogues.