4204-68-6Relevant academic research and scientific papers
Enantioselective Total Synthesis of Antibiotic CJ-16,264, Synthesis and Biological Evaluation of Designed Analogues, and Discovery of Highly Potent and Simpler Antibacterial Agents
Nicolaou,Pulukuri, Kiran Kumar,Rigol, Stephan,Buchman, Marek,Shah, Akshay A.,Cen, Nicholas,McCurry, Megan D.,Beabout, Kathryn,Shamoo, Yousif
supporting information, p. 15868 - 15877 (2017/11/14)
An improved and enantioselective total synthesis of antibiotic CJ-16,264 through a practical kinetic resolution and an iodolactonization reaction to form the iodo pyrrolizidinone fragment of the molecule is described. A series of racemic and enantiopure analogues of CJ-16,264 was designed and synthesized through the developed synthetic technologies and tested against drug-resistant bacterial strains. These studies led to interesting structure-activity relationships and the identification of a number of simpler, and yet equipotent, or even more potent, antibacterial agents than the natural product, thereby setting the foundation for further investigations in the quest for new anti-infective drugs.
