ABSTRACT
In the arena of drug discovery, carbohydrates, carbohydrate-based mimetics, and carbohydrate-derived molecules are receiving greater attention and interest. Nonaromatic polycyclic motifs represent a subclass of natural product-based libraries that can be prepared from carbohydrates. Nonaromatic polycyclic motifs represent a subclass of natural product-based libraries that can be prepared from carbohydrates. S. L. Schreiber described the synthesis and screening of carbohydrate-derived libraries and demonstrated that stereochemistry and conformational restriction effect cellular response in biological screening. In the context of an ongoing combinatorial chemistry development program at Discovery Partners International, carbohydrates have been useful for the construction of small-molecule libraries. There have been several solid-phase and solution-phase libraries reported that contain the spiroketal moiety. These libraries introduce additional structural complexity and new interaction modes of carbohydrate-like molecules with biological targets. The tetrahydrofuran ring system is a particularly interesting chemotype for screening libraries.
