p-Hydroxybenzaldehyde as a Precursor for Some New Thiazoles: Green Synthesis Antibacterial evaluation, ADMET and DFT Studies

Metwally, Nadia Hanafy; Hassaneen, Hamdi M.; Zakaria, Dalia Salama; Eldaly, Salwa

doi:10.21608/ejchem.2025.353411.11176

p-Hydroxybenzaldehyde as a Precursor for Some New Thiazoles: Green Synthesis Antibacterial evaluation, ADMET and DFT Studies

Articles in Press

Document Type : Original Article

Authors

¹ Chemistry, Faculty of Science, Cairo University, Giza, Egypt

² Chemistry Department, Faculty of science, Cairo University

³ Cairo University, Faculty of Science, Chemistry Department.

10.21608/ejchem.2025.353411.11176

Abstract

Green synthetic approach of new thiazoles 4-7 and thiazolidinones 8 based on p-hydroxybenzaldehyde derivatives through the reaction with different hydrazonyl halides. Optimization for synthetic procedure was operated to detect the suitable conditions for the synthesis, which demonstrated that the best synthetic way is to use dioxane - chitosan (5 x 10-3 mol) to catalyze the reaction. Bacterial inhibition growth assessment was performed against different bacterial species revealing better suppression activity with good minimal concentration values. The most active antibacterial candidate 4d was applied for theoretical study (DFT) by the B3LYP/6–311G++(d,p) set of functions to obtain its suitable geometrical optimized structure besides its Molecular electronic potential (MEP). Also, the DFT method at B3LYP/6-311++G (d,p) basis set was applied to detect the energy and energy gap for the orbitals ( HOMO and LUMO) for compound 4d. The ADME study was performed for compound 4d using Swiss ADME program revealing excellent pharmaceutical and chemical descriptors. The Osiris methodology for the newly synthesized compounds revealed moderate hazards and toxicity.

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