Effect of plant-based catecholic molecules on the prevention and eradication of Escherichia coli biofilms: a structure activity relationship study

• Type: Article in International Scientific Journal
• Date: 2019

Authors

João Baptista (Author) FEUP; Manuel Simões (Author) FEUP; Anabela Borges (Author) FEUP

Journal

The Journal is awaiting validation by the Administrative Services.

Title: INTERNATIONAL BIODETERIORATION & BIODEGRADATION

Vol. 141

Pages: 101-113

ISSN: 0964-8305

Indexing

ISI Web of Knowledge - 1 Citation

ISI Web of Science

Scopus - 9 Citations

Associated Projects

LEPABE - Laboratório de Engenharia de Processos, Ambiente, Biotecnologia e Energia

LEPABE-2-ECO-INNOVATION - LEPABE-2-ECO-INNOVATION

Other information

Authenticus ID: P-00N-S4V

DOI: 10.1016/j.ibiod.2018.02.004

Abstract (EN): Persistent bacterial infections and increased resistance to multidrugs are mostly related with biofilm formation which constitute a global concern in nowadays society. Therefore, studies must be conducted in order to discover more efficient antibiofilm agents. Nine compounds with a catecholic moiety (catechol (CAT), veratrol (VER), guaiacol (GUA), 2-ethoxphenol (ETH), 4-methylcatechol (MEC), 4-tert-butylcatechol (TEB), pyrogallol (PYR), 3-methoxycatechol (MET), and o-phenylene-phosphochloridite (OPP)) were investigated for their potential to prevent and eradicate Escherichia coil biofilms. Their action was assessed on biomass and metabolic activity, sessile cells' membrane integrity and culturability, motility and cell surface hydrophobicity (CSH). ETH, MEC, TEB, PYR and OPP exhibited the best antibiofilm activities among the tested catechols, inducing biofilm removal and metabolic inactivation, sessile cells' membrane disruption and death. CAT, TEB and PYR significantly inhibited E. coil swimming motility. Likewise, ETH, MEC, TEB and PYR significantly reduced E. coil CSH. An additive interaction of combined catechols with ciprofloxacin was attained in both control and preventive strategies. From a structure activity relationship (SAR) study, an increase in the hydrocarbon side chain and lipophilicity using ETH and TEB as scaffolds is suggested for increased activity. Hydroxyl groups are also suggested to be particularly related to their antibiofilm activity. All the catechols fulfil the Lipinski's "rule of five" requisites and thus are promising scaffolds in the development of new formulations for therapeutic purposes.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 13