Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou 730000, China.
J Org Chem. 2012 Jan 20;77(2):878-88. doi: 10.1021/jo202020m. Epub 2012 Jan 4.
Function-oriented design and synthesis of chiral small molecules with novel activity is a key goal in modern organic chemistry. As multiple antibiotic-resistant pathogens are emerging and causing serious diseases, the need for practical routes for the development of new types of antibacterial agents is very urgent. Herein, we present a highly efficient process for the synthesis of optically active pyranocoumarins and 2-amino-4H-chromenes through an organocatalytic Knoevenagel/Michael/cyclization sequence, and the preliminary biological studies of these new heterocyclic compounds revealed potent antibacterial activity. This study provides a novel strategy for further research and development of new types of antibacterial agents effective against human pathogens.
具有新颖活性的手性小分子的面向功能的设计和合成是现代有机化学的一个关键目标。由于多种抗生素耐药病原体的出现并导致严重疾病,因此非常需要开发新型抗菌剂的实用途径。在此,我们通过有机催化的 Knoevenagel/Michael/环化序列展示了一种高效合成光学活性吡喃香豆素和 2-氨基-4H-色烯的方法,并且对这些新杂环化合物的初步生物学研究表明它们具有很强的抗菌活性。本研究为进一步研究和开发针对人类病原体的新型有效抗菌剂提供了一种新策略。