Open AccessDFT Based Comparative Studies of Some Glucofuranose and Glucopyranoside Esters and Ethers
Author(s) -
Sreebash Chandra Bhattacharjee,
Md. H. O. Roshid,
Md. Atiquel Islam Chowdhury,
Mohammed Belal Hossain
Publication year - 2021
Publication title -
journal of applied science and process engineering
Language(s) - English
Resource type - Journals
ISSN - 2289-7771
DOI - 10.33736/jaspe.3786.2021
Subject(s) - pyranose , furanose , chemistry , carbohydrate , ether , reactivity (psychology) , organic chemistry , monosaccharide , stereochemistry , computational chemistry , ring (chemistry) , medicine , alternative medicine , pathology
Carbohydrate-based molecular scaffolding received significant interest due to its impact on the drug discovery and development in synthetic carbohydrate chemistry during the last couple of decades. In this respect, four glucose compounds in the furanose and pyranose forms with ester and ether functionality were selected for their structural, thermodynamic and chemical reactivity studies. PASS predication indicated that the glucose in the six-membered pyranose form was more prone to biological properties compared to their five-membered furanose form. Also, in the pyranose form acetate ester (3) had more potentiality than the ethyl ether (4). The HOMO-LUMO energy gaps were almost similar for both monosubstituted furanose and pyranose glucose indicating their almost similar reactivities. It was also inferred that these 6-O-substituted compounds followed Lipinski’s rule with the acceptable range of ADMET levels, and hence, safe from lethal proarrhythmic risks. Hopefully, these results can be used in the near future for their probable pharmaceutical use without any remarkable toxicity.