Recent Progress in Syntheses of Higher 3-Deoxy-2-ulosonic Acids and Their Derivatives

Title: Recent Progress in Syntheses of Higher 3-Deoxy-2-ulosonic Acids and Their Derivatives

Volume: 7 Issue: 5

Author(s): Lian-Sheng Li and Yu-Lin Wu

Affiliation:

Keywords: zanamivir, ulosonic acids, 3-deox-2-ulosonic acid, natural high carbon carbohydrates, dah, kdn, kdo

Abstract: Higher 3-deoxy-2-ulosonic acids are a family of widely distributed natural high carbon carbohydrates, of which 3-deoxy-Δ-arabino-hept-2-ulosonic acid (DAH), 3-deoxy-Δ-manno-oct-2-ulosonic acid (KDO, 2), 3-Deoxy-Δ-glycero-Δ-galacto-non-2-ulosonic acid (KDN) and 5-acetamido-3,5-dideoxy-Dglecero- Δ-galacto-non-2-ulosonic acid (N-acetylneuraminic acid) are the most common members. These sugars have been demonstrated to play vital roles in a series of biochemical and biological processes. The family of ulosonic acids has provided potential therapeutic leads in developing inhibitors of corresponding enzymes. Zanamivir (5) is a transition state analogue of 2,3-didehydro-2-deoxy-Nacetylneuraminic acid (Neu5Ac2en), which exhibits high inhibitory activity to influenza neuraminidase (NA) and has been approved for the treatment of influenza. Therefore, the syntheses of these ulosonic acids themselves and their analogs have attracted considerable interest in recent years, and become a current research topic. Herewith the recent progresses in the synthesis of these ulosonic acids and their derivatives are reviewed.

Cite this article as:

Li Lian-Sheng and Wu Yu-Lin, Recent Progress in Syntheses of Higher 3-Deoxy-2-ulosonic Acids and Their Derivatives, Current Organic Chemistry 2003; 7 (5) . https://dx.doi.org/10.2174/1385272033372789