Antibacterial Activity and Molecular Docking Studies of a Selected Series of Hydroxy-3-arylcoumarins

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Maria Barbara PisanoMaria João Matos

Abstract

Antibiotic resistance is one of the main public health concerns of this century. This resistance is also associated with oxidative stress, which could contribute to the selection of resistant bacterial strains. Bearing this in mind, and considering that flavonoid compounds are well known for displaying both activities, we investigated a series of hydroxy-3-arylcoumarins with structural features of flavonoids for their antibacterial activity against different bacterial strains. Active compounds showed selectivity against the studied Gram-positive bacteria compared to Gram-negative bacteria. 5,7-Dihydroxy-3-phenylcoumarin (compound 8) displayed the best antibacterial activity against Staphylococcus aureus and Bacillus cereus with minimum inhibitory concentrations (MICs) of 11 g/mL, followed by Staphylococcus aureus (MRSA strain) and Listeria monocytogenes with MICs of 22 and 44 g/mL, respectively. Moreover, molecular docking studies performed on the most active compounds against Staphylococcus aureus tyrosyl-tRNA synthetase and topoisomerase II DNA gyrase revealed the potential binding mode of the ligands to the site of the appropriate targets. Preliminary structure-activity relationship studies showed that the antibacterial acti...Continue Reading

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Citations

Nov 21, 2020·Journal of Biomolecular Structure & Dynamics·D M I H DissanayakeL Dinithi C Peiris
Nov 5, 2020·Bioorganic Chemistry·Shalini JaswalVikramdeep Monga
Apr 9, 2021·Chemistry & Biodiversity·Helloana Azevedo-BarbosaDiogo Teixeira Carvalho
Aug 28, 2021·Evidence-based Complementary and Alternative Medicine : ECAM·Najwan JubairAyesha Fatima

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Methods Mentioned

BETA
acetylation
NMR

Software Mentioned

Babel
Protein Preparation Wizard
Autodock
ADME
Swiss
LigPrep
Schrödinger
GraphPad Prism
COACH
ChemAxon

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