Design, synthesis, and antiplasmodial evaluation of a series of novel sulfoximine analogues of carbohydrate ‐based thiochromans

In this study, based on the interesting a nd important physicochemical properties, as well as amenability of sulfoximines (isosters of sulfones) for further derivatization, a series of novel sulfoximine‐type carbohydrate‐derived thiochroman derivatives have been successfully synthesized, characterized, and evaluated for their antiplasmo dial activity. Although the replacement of the sulfone functional group with a sulfoximine unit improved the antiplasmodial activity of the scaffolds, the activity was highly dependent on the configuration of the stereogenic centre at the sulfur atom. Moreover, analysis of the crystal structures of the sulfoximine analogues revealed that the bond between the sulfur and nitrogen atoms of the sulfoximine functional group is not a true double bond but rather a polarized single bond.
Source: Chemical Biology and Drug Design - Category: Biology Authors: Tags: RESEARCH ARTICLE Source Type: research