Design, synthesis and antimycobacterial activity of 3, 5-dinitrobenzamide derivatives containing fused ring moieties. Issue 17 (15th September 2018)

• Record Type: Journal Article
• Authors: Wang, Apeng; Huang, Guocheng; Wang, Bin; Lv, Kai; Wang, Hongjian; Tao, Zeyu; Liu, Mingliang; Guo, Huiyuan; Lu, Yu
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 28:Issue 17(2018)
• Page Start: 2945
• Page End: 2948
• Publication Date: 2018-09-15
• Subjects: Tuberculosis -- MTB H37Rv -- MDR-MTB -- 3, 5-Dinitrobenzamides -- Structure-activity relationship; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2018.07.005
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Highlights: Novel 3, 5-dinitrobenzamide derivatives containing fused ring were synthesized. The SAR were summarized for further antitubercular drug discovery. 18a and 20e exhibit potent MIC values against MTB H37Rv and two MDR-MTB strains. Abstract: We report herein the design, synthesis and antimycobacterial activity of 3, 5-dinitrobenzamide derivatives containing fused ring moieties. Results reveal that many of the target compounds have considerable in vitro antitubercular activity. Especially, N -((2-(4-fluorophenyl)/ N -((2-(3-fluorobenzyl)-1, 2, 3, 4-tetrahydroisoquilin-6-yl)methyl)-3, 5-dinitrobenzamides 18a and 20e exhibit potent MIC values of 0.056–0.078 μg/mL against both drug-sensitive Mycobacterium tuberculosis (MTB) H37Rv strain and two clinically isolated multidrug-resistant MTB (MDR-MTB) strains, opening a new direction for further SAR studies.