Synthesis, Characterization, Antimicrobial Activity, and Docking Studies of New Triazolic Tripodal Ligands

Abstract

The synthesis and characterization of new N-donor bitriazolic tripods were reported. The in vitro antibacterial and antifungal activities of these products were screened against fungal strain (Candida pelliculosa) and against four bacterial strains (Micrococcus luteus, Bacillus subtilis, Listeria innocua, and Escherichia coli). Biological data revealed the effect of the chemical structure on antimicrobial activity. Molecular docking studies of some compounds showed that they could act as inhibitors for the biotin carboxylase enzyme.

Synthesis and characterization of new pyrazole–tetrazole derivatives as new vasorelaxant agents

“…First, an equimolar mixture of the ester Compound 1 and chloroacetonitrile was condensed in tetrahydrofurane and in the presence of t BuOK as base. As reported in our previous work (Harit, Bellaouchi, Rokni, et al, 2017), this reaction can lead to two position isomers due to the alkylation at N ‐1 and N ‐2 postions. This was confirmed by thin layer chromatography and the major product was only isolated.…”

“…In fact, they have been found to act as potent antimicrobial (Ardeleanu et al, 2018; Dahmani et al, 2021; Harit, Bellaouchi, Mokhtari, et al, 2017), antiviral (Carta et al, 2019), anti‐inflammatory (Kumbar et al, 2018), antitumor (Zhang et al, 2019), and enzyme agents (Kattimani et al, 2020). In this context, several N ‐heterocyclic molecules with well‐defined architectures possessing good biological activities have been investigated in our laboratory, including macrocycles (Harit et al, 2018; Harit, Bellaouchi, Rokni, et al, 2017) and tripods (Harit et al, 2012; Malek et al, 2014). Recently, we have been interested in the synthesis of new generation of hybrid N ‐heterocyclic compounds to develop a new family of antihypertensive agents with high vasorelaxant activity.…”

Development of a manufacturing process toward the convergent synthesis of the COVID-19 antiviral Ensitrelvir

“…Alcohol 13 was chlorinated immediately at room temperature using thionyl chloride (SOCl2) to afford the desired 8 in high yield. 18) Scheme 2. Manufacturing route to 1,2,4-triazole motif (8) via ester reduction and deoxychlorination.…”

Two-stage one-pot synthetic strategy for the key triazone-triazole intermediate of ensitrelvir (S-217622), an oral clinical candidate for treating COVID-19

“… 9 Three redundant multi-steps (hydroxyl-protection, de-protection, and chlorination) were applied in strategy 2B, 10 while two steps (ester-reduction and chlorination) were necessary for the functional group transformation from an ester to a chloromethyl group in strategy 2C. 11 Although these methods provide several pathways to chloromethyl triazole 3, major drawbacks, such as the need for multiple steps and poor atom economy, have limited their application. Therefore, exploring practical and efficient strategies for accessing chloromethyl triazole 3 is desirable.…”