Design, Synthesis, Antimicrobial Evaluation and in Silico Studies of Eugenol‐Sulfonamide Hybrids. Issue 5 (7th April 2021)

• Record Type: Journal Article
• Authors: Azevedo‐Barbosa, Helloana; do Vale, Bianca Pereira; Guidolin Rossi, Grazielle; dos Santos Siqueira, Fallon; Bordignon Guterres, Kevim; de Campos, Marli Matiko Anraku; dos Santos, Thiago; Anthony Hawkes, Jamie; Ferreira Dias, Danielle; Neiva Lavorato, Stefânia; de Souza, Thiago Belarmino; Teixeira Carvalho, Diogo
• Is Part Of: Chemistry & biodiversity. Volume 18:Issue 5(2021)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2021-04-07
• Subjects: sulfonamides -- eugenol -- antimicrobial -- molecular hybridization -- dihydropteroate synthase -- molecular docking; Biochemistry -- Periodicals; Molecular biology -- Periodicals; Biodiversity -- Periodicals; 572
• DOI: 10.1002/cbdv.202100066
• Languages: English
• ISSNs: 1612-1872

Abstract

Abstract: Using molecular hybridization, specific sulfonamide derivatives of eugenol were synthesized with subtle modifications in the allylic chain of the eugenol subunit (and also in the nature of the substituent group in the sulfonamide aromatic ring) which allowed us to study the influence of structural changes on the antimicrobial potential of the hybrids. Antimicrobial test results showed that most of the synthesized hybrid compounds showed good activity with better results than the parent compounds. Molecular docking studies of the hybrids with the essential bacterial enzyme DHPS showed complexes with low binding energies, suggesting that DHPS could be a possible target for the antibacterial sulfonamide‐eugenol hybrids. Furthermore, most of the final compounds presented similar docking poses to that of the crystallographic ligand sulfamethoxazole. The results obtained allow us to conclude that these are promising compounds for use as new leads in the search for new antibacterial sulfonamides. Abstract :