Work

Facile Synthesis of FimH Antagonist and Its Analogues: Simple Entry to Complex C-Mannoside Inhibitors of E. coli Adhesion

Year: 2024

Type: article

Abstract: Synthesizing FimH antagonists is challenging because of their densely functionalized and stereochemically complex C -mannoside structures, resulting in low yields and lengthy processes. We present an efficient method for synthesizing C -mannoside FimH antagonists by nickel-catalyzed reductive coupling and stereocontrolled reduction, thereby significantly simplifying the process and enabling the synthesis of FimH antagonists in just four steps with an overall yield of 34–50%. This efficient synthesis holds significant potential for the rapid development of analogues targeting the treatment of urinary tract infections or Crohn’s disease caused by Escherichia coli ( E. coli ).

Source: ACS Medicinal Chemistry Letters

DOI: 10.1021/acsmedchemlett.4c00308

Authors: Zhaobo Zhou, Renpeng Tang, Ya Fang, Tinghong Lv, Jian Liu, Xiaolei Wang

Institutions: State Key Laboratory of Applied Organic Chemistry, Lanzhou University

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

SDG: Good health and well-being

Open Access status: green

Funders: National Natural Science Foundation of China, Science and Technology Program of Gansu Province