Anti-tubercular agents. Part 7: A new class of diarylpyrrole–oxazolidinone conjugates as antimycobacterial agents

Mannich bases in medicinal chemistry and drug design

“…On the other hand, attempts to make a more drastic departure from these already established structural features of antimycobacterial pyrrole Mannich bases (such as the introduction of an oxazolidinone moiety reminding of antibacterial linezolid) led to a series of compounds 180 (X ¼ acetamido of 4-(hetero)aryl-1,2,3-triazol-1yl) ( Fig. 31) that were at best 15e65-fold less potent than Mannich base 178 [270]. In addition, pyrrole Mannich bases 181 (Fig.…”

“…A large number of antimycobacterial pyrrole Mannich bases were also employed to obtain a final multiprobe 3-D QSAR model, which was shown to offer good (Fig. 31) that were at best 15e65-fold less potent than Mannich base 178 [270]. In addition, pyrrole Mannich bases 181 (Fig.…”

Synthesis of a 1,2,3-bistriazole derivative of embelin and evaluation of its effect on high-fat diet fed-streptozotocin-induced type 2 diabetes in rats and molecular docking studies

“…1,2,3-bistriazoles are one of the important components in the field of medicinal and organic chemistry because of the presence of nitrogen heterocycles [23][24][25]. It has various, exciting pharmacological properties such as antitubercular [26], anti-HIV [27], antimalarial [28], antiepileptic [29], antiallergic [30], antileishmanial [31][32][33], antifungal [34,35] and anticancer activities [36]. Due to the astounding features of oxygen and nitrogen-based biomolecules, it has been utilized in inhibition of intracellular proinflammatory mediators, reduction of lipid levels and in managing severe hyperglycemia and enhancement of oxidative stress in the diabetic treatment [37,38].…”

Design, synthesis, and evaluation of the antimycobacterial activity of3-mercapto-1,2,4-triazole–pyrrole hybrids

“…28,29 This approach identifies two or more structural features that are pharmacologically relevant for the desired biological activity in different molecules, and subsequently develops hybrid molecules by merging these pharmacophores through an adequate linker. In the field of antitubercular agents, this concept has been successfully applied to the design of hybrid molecules derived from analogues of BM212 and either antibacterial oxazolidinones 30 or antitubercular adamantane-diamine SQ109. 31 In the current study, the previously identified 3-mercapto-1,2,4-triazole and pyrrole pharmacophores were combined through a 1,4-phenylene linker to provide a hybrid scaffold 13 (Figure 2) that could be subsequently modified at the marked reactive sites using suitable chemistry.…”