Design, Synthesis, DNA Binding, and Docking Studies of Thiazoles and Thiazole‐Containing Triazoles as Antibacterials

Abstract

A series of thiazoles 4 a-g and thiazole clubbed triazoles 5 a-f were synthesized and showed good antibacterial activity against, Pseudomonas aeruginosa, Escherchia coli, Staphylococcus aureus and Bacillus subtilis. Particularly, 4 a (methyl), 5 b (nitro) and 5 d (fluoro) derivatives demonstrated a broad range of activity over other derivatized compounds. In addition, Computational interaction, ADMET (absorption, distribution, metabolism, and excretion -toxicity in pharmacokinetics), Lipinski's rule and DNA binding studies of all the results stacked together indicated that 5 b can be further developed as lead molecule against bacterial pathogens.[a] R.

Synthesis, Characterization, Antibacterial and Antioxidant Studies of Some Heterocyclic Compounds from Triazole‐Linked Chalcone Derivatives

“…Attributable to the strong stacking interaction between the aromatic chromophores and the base pairs of DNA. The DNA binding constants of 3 f , 4 a , 5 a, 6 a, 7 a , and 8 a (Table ) inferred that these compounds interacted with CT‐DNA through intercalation mode which is well supported by the available literature for similar kind of compounds . It is also suggested that the compounds form adducts with DNA via intercalation and were stabilized by hydrophobic and hydrogen bonds interactions .…”

Design, synthesis, and pharmacology of some oxadiazole and hydroxypyrazoline hybrids bearing thiazoyl scaffold: antiproliferative activity, molecular docking and DNA binding studies

“…The change in absorbance values with increasing amounts of CT-DNA was used to calculate the binding constant of 7a-l and 8a-l . Due to the strong stacking interaction between an aromatic chromophore and the base pairs of DNA, the binding constants concluded that 7a-l and 8a-l interacted with CT-DNA through intercalation mode, which is well supported by the available literature for similar kind of compounds [48, 49, 50, 51, 52]. It is also indicated that the compound form adducts with DNA through intercalation and was stabilized by hydrophobic and hydrogen bond interactions [53, 54, 55, 56].…”

(E)-N′-(4-Fluorobenzylidene)-5-methyl-2-(pyridin-3-yl)thiazole-4-carbohydrazide

“…Intermediate 5-methyl-2-(pyridin-3-yl)-1,3-thiazole-4-carbohydrazide (1) was prepared as reported earlier [17,18] by the condensation of ethyl 5-methyl-2-(pyridin-3-yl)thiazole-4-carboxylate with hydrazine hydrate as outlined in Scheme 1. Furthermore, both 5-methyl-2-(pyridin-3-yl)-1,3thiazole-4-carbohydrazide (1) and 4-fluorobenzladehyde were taken in equal quantities and a catalytic amount of acetic acid was added and refluxed for 4 h. Following this, the synthesized compound was confirmed by elemental analysis, FT-IR, LCMS, 1 H-NMR, and 13 C-NMR.…”