Chemically Tuning Resveratrol for the Effective Killing of Gram-Positive Pathogens.


Journal

Journal of natural products
ISSN: 1520-6025
Titre abrégé: J Nat Prod
Pays: United States
ID NLM: 7906882

Informations de publication

Date de publication:
24 06 2022
Historique:
pubmed: 28 5 2022
medline: 28 6 2022
entrez: 27 5 2022
Statut: ppublish

Résumé

In the era of antimicrobial resistance, the identification of new compounds with strong antimicrobial activity and the development of alternative therapies to fight drug-resistant bacteria are urgently needed. Here, we have used resveratrol, a safe and well-known plant-derived stilbene with poor antimicrobial properties, as a scaffold to design several new families of antimicrobials by adding different chemical entities at specific positions. We have characterized the mode of action of the most active compounds prepared and have examined their synergistic antibacterial activity in combination with traditional antibiotics. Some alkyl- and silyl-resveratrol derivatives show bactericidal activity against Gram-positive bacteria in the same low micromolar range of traditional antibiotics, with an original mechanism of action that combines membrane permeability activity with ionophore-related activities. No cross-resistance or antagonistic effect was observed with traditional antibiotics. Synergism was observed for some specific general-use antibiotics, such as aminoglycosides and cationic antimicrobial peptide antibiotics. No hemolytic activity was observed at the active concentrations or above, although some low toxicity against an MRC-5 cell line was noted.

Identifiants

pubmed: 35621995
doi: 10.1021/acs.jnatprod.1c01107
pmc: PMC9237828
doi:

Substances chimiques

Anti-Bacterial Agents 0
Anti-Infective Agents 0
Resveratrol Q369O8926L

Types de publication

Journal Article Review Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1459-1473

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Auteurs

Rubén Cebrián (R)

Department of Molecular Genetics, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 7, 9747AG Groningen, The Netherlands.

Qian Li (Q)

Department of Molecular Genetics, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 7, 9747AG Groningen, The Netherlands.

Pablo Peñalver (P)

Department of Biochemistry and Molecular Pharmacology and Instituto de Parasitología y Biomedicina López Neyra, CSIC, PTS Granada, Avenida del Conocimiento, 17, 18016 Armilla, Granada, Spain.

Efres Belmonte-Reche (E)

Department of Biochemistry and Molecular Pharmacology and Instituto de Parasitología y Biomedicina López Neyra, CSIC, PTS Granada, Avenida del Conocimiento, 17, 18016 Armilla, Granada, Spain.

María Andrés-Bilbao (M)

Department of Biochemistry and Molecular Pharmacology and Instituto de Parasitología y Biomedicina López Neyra, CSIC, PTS Granada, Avenida del Conocimiento, 17, 18016 Armilla, Granada, Spain.

Ricardo Lucas (R)

Department of Organic and Pharmaceutical Chemistry, School of Pharmacy, University of Seville, 41012 Seville, Spain.

María Violante de Paz (MV)

Department of Organic and Pharmaceutical Chemistry, School of Pharmacy, University of Seville, 41012 Seville, Spain.

Oscar P Kuipers (OP)

Department of Molecular Genetics, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 7, 9747AG Groningen, The Netherlands.

Juan Carlos Morales (JC)

Department of Biochemistry and Molecular Pharmacology and Instituto de Parasitología y Biomedicina López Neyra, CSIC, PTS Granada, Avenida del Conocimiento, 17, 18016 Armilla, Granada, Spain.

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Classifications MeSH