Document Type : Regular Article
Bioorganic and Medicinal Chemistry Laboratory, Department of Chemistry, Faculty of Science, University of Chittagong, Chittagong, 4331, Bangladesh
Department of Chemical Engineering and Energy Sustainability, Faculty of Engineering, Universiti Malaysia Sarawak, Jalan Datuk Mohammad Musa, Kota Samarahan, 94300, Malaysia
Due to biodegradability and lower side-effects many sugar esters (SEs) have profound interest, and application in medicinal chemistry. In this respect, methyl 6-O-pentanoyl-α-D-galactopyranoside, obtained from methyl α-D-galactopyranoside (MDG) using direct site selective unimolar pentanoylation, was converted into four 2,3,4-tri-O-acyl esters reasonably in high yields. All the compounds were characterized well by spectroscopic techniques. Prediction of activity spectra for substances (PASS) indicated that these MDG esters have many potential biological activities especially the alkyl ester compounds had better antimicrobial potentiality than the sulphonyl ester compounds. Accordingly their ADMET predication indicated that most of the SEs has drug related good safety parameters. In this relation thermodynamic properties of the galactopyranosides are also investigated and reported herein.