Three-dimensional QSAR analysis and design of new 1,2,4-oxadiazole antibacterials

Abstract

The oxadiazole antibacterials, a class of newly discovered compounds that are active against Gram-positive bacteria, target bacterial cell-wall biosynthesis by inhibition of a family of essential enzymes, the penicillin-binding proteins. Ligand-based 3D-QSAR analyses by comparative molecular field analysis (CoMFA), comparative molecular shape indices analysis (CoMSIA) and Field-Based 3D-QSAR evaluated a series of 102 members of this class. This series included inactive compounds as well as compounds that were moderately to strongly antibacterial against Staphylococcus aureus. Multiple models were constructed using different types of energy minimization and charge calculations. CoMFA derived contour maps successfully defined favored and disfavored regions of the molecules in terms of steric and electrostatic properties for substitution.

Synthesis and Antibacterial Evaluation of 3,5-Diaryl-1,2,4-oxadiazole Derivatives

“…According to the literature, derivatives containing homoaromatic rings [23][24][25][26] and heteroaromatic 13 compounds, such as benzene and pyridine, exhibit antimicrobial properties. Thus, new compounds have been synthesized using the concept of molecular hybridization 27 by combining pharmacophore groups of different structures.…”

“…The compounds were synthesized based on the structural skeleton reported in Table 1, 25,26,39 which has the central 1,2,4-oxadiazole nucleus and phenyl radicals linked at the C-3 and C-5 positions of the heterocycle. Thus, two sets of compounds involving chlorinated and pyridine derivatives were synthesized.…”

Synthesis and biological screening of novel 2-morpholinoquinoline nucleus clubbed with 1,2,4-oxadiazole motifs

“…Resistance to antimicrobial agents has increased health concerns cost and resulted in mortality and morbidity from treatment failures [3,4]. The development of novel structure leads remains a key challenge for medicinal chemists to design new, effective and broad spectrum antimicrobial and antifungal.…”

A Straightforward and High-Yielding Synthesis of 1,2,4-Oxadiazoles from Chiral N-Protected α-Amino Acids and Amidoximes in Acetone-Water: An Eco-Friendly Approach

“…Among the various classes of heterocyclic compounds, 1,2,4oxadiazoles are noteworthy due to their usefulness in several applications, including industrial materials, products for agriculture (such as insecticides), and pharmaceutical and medicinal products, representing the largest applicability for these compounds [1][2][3][4][5]. e 1,2,4-oxadiazole nucleus is found in various synthetic drugs displaying a broad biological spectrum of activities, including anti-inflammatory [6,7], antifungal [8,9], antibiotic [10,11], antioxidant [12][13][14], anticonvulsant [15,16], and anticancer [17,18] properties.…”