Synthesis and antibacterial evaluation of macrocyclic diarylheptanoid derivatives. Issue 16 (15th August 2016)

• Record Type: Journal Article
• Authors: Lin, Hao; Bruhn, David F.; Maddox, Marcus M.; Singh, Aman P.; Lee, Richard E.; Sun, Dianqing
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 26:Issue 16(2016)
• Page Start: 4070
• Page End: 4076
• Publication Date: 2016-08-15
• Subjects: Antituberculosis -- Antibacterial -- Diarylheptanoid -- Macrocycle -- SAR; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2016.06.075
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: Bacterial infections, caused by Mycobacterium tuberculosis and other problematic bacterial pathogens, continue to pose a significant threat to global public health. As such, new chemotype antibacterial agents are desperately needed to fuel and strengthen the antibacterial drug discovery and development pipeline. As part of our antibacterial research program to develop natural product-inspired new antibacterial agents, here we report synthesis, antibacterial evaluation, and structure–activity relationship studies of an extended chemical library of macrocyclic diarylheptanoids with diverse amine, amide, urea, and sulfonamide functionalities. Results of this study have produced macrocyclic geranylamine and 4-fluorophenethylamine substituted derivatives, exhibiting moderate to good activity against M. tuberculosis and selected Gram-positive bacterial pathogens.