Discovery of new diaryl ether inhibitors against Mycobacterium tuberculosis targeting the minor portal of InhA

Recent Developments in the Ruthenium‐Catalyzed Azide Alkyne Cycloaddition (RuAAC) Reaction

“…Antitubercular coumarine-triazole derivatives have been investigated by Lherbet and co-workers, who used click chemistry to couple diaryl ethers with coumarine fragments, mainly focusing on CuAAC but including also derivatives 64 prepared via RuAAC (Figure 14a). [79] However, in comparison to the 1,4-isomers, the 1,5-disubstituted triazole derivatives showed weaker inhibition of the targeted InhA enzyme. This enzyme is of importance in the biosynthesis of mycolic acid, a fatty acid found in the cell walls of M. tuberculosis, and InhA is thus a key target for new antitubercular drugs.…”

Design, synthesis and computational studies of new azaheterocyclic coumarin derivatives as anti-Mycobacterium tuberculosis agents targeting enoyl acyl carrier protein reductase (InhA)

“…Coumarin scaffold is a widely recognized naturally derived chemical backbone in the field of medicinal chemistry, exhibiting a diverse array of biological effects, such as anticancer, 23,24 anti-inflammatory, 25,26 antioxidant, 27,28 antimicrobial, 29,30 and, particularly, antitubercular, such as InhA inhibitory agents. 31–35 In recent years, several coumarin scaffolds have been reported for their potent anti-TB activities ( Fig. 1 ).…”

Aluminium-catalysed synthesis of aryl enol ethers from phenols and dimethyl ketals

“…We next investigated the synthesis of the corresponding diaryl ethers 6 , which are useful substances, 24–28 from the prepared aryl enol ethers 3 (Table 3). Alkyl enol ethers, which were in situ prepared from aliphatic alcohols and cyclohexanone, were dehydrogenated over Pd/C to give the corresponding aryl alkyl ethers.…”