One step bio-guided isolation of secondary metabolites from the endophytic fungus Penicillium crustosum using high-resolution semi-preparative HPLC.

Penicillium crustosum Posidonia oceanica UHPLC-HRMS/MS molecular networking anti-quorum sensing assays. antibacterial natural products fungal endophytes high-resolution semi-preparative HPLC

Journal

Combinatorial chemistry & high throughput screening
ISSN: 1875-5402
Titre abrégé: Comb Chem High Throughput Screen
Pays: United Arab Emirates
ID NLM: 9810948

Informations de publication

Date de publication:
07 Jul 2023
Historique:
received: 19 04 2023
accepted: 30 05 2023
medline: 10 7 2023
pubmed: 10 7 2023
entrez: 10 7 2023
Statut: aheadofprint

Résumé

An endophytic fungal strain Penicillium crustosum was isolated from the seagrass Posidonia oceanica and investigated to identify its antimicrobial constituents and characterize its metabolome composition. The ethyl acetate extract of this fungus exhibited antimicrobial activity against methicillin-resistant Staphylococcus aureus (MRSA) as well as an anti-quorum sensing effect against Pseudomonas aeruginosa. The crude extract was profiled by UHPLC-HRMS/MS and the dereplication was assisted by feature-based molecular networking. As a result, more than twenty compounds were annotated in this fungus. To rapidly identify the active compounds, the enriched extract was fractionated by semi-preparative HPLC-UV applying a chromatographic gradient transfer and dry load sample introduction to maximise resolution. The collected fractions were profiled by 1H-NMR and UHPLC-HRMS. The use of molecular networking-assisted UHPLC-HRMS/MS dereplication allowed preliminary identification of over 20 compounds present in the ethyl acetate extract of P. crustosum. The chromatographic approach significantly accelerated the isolation of the majority of compounds present in the active extract. The one-step fractionation allowed the isolation and identification of eight compounds (1-8). This study led to the unambiguous identification of eight known secondary metabolites as well as the determination of their antibacterial properties.

Sections du résumé

BACKGROUND BACKGROUND
An endophytic fungal strain Penicillium crustosum was isolated from the seagrass Posidonia oceanica and investigated to identify its antimicrobial constituents and characterize its metabolome composition. The ethyl acetate extract of this fungus exhibited antimicrobial activity against methicillin-resistant Staphylococcus aureus (MRSA) as well as an anti-quorum sensing effect against Pseudomonas aeruginosa.
METHODS METHODS
The crude extract was profiled by UHPLC-HRMS/MS and the dereplication was assisted by feature-based molecular networking. As a result, more than twenty compounds were annotated in this fungus. To rapidly identify the active compounds, the enriched extract was fractionated by semi-preparative HPLC-UV applying a chromatographic gradient transfer and dry load sample introduction to maximise resolution. The collected fractions were profiled by 1H-NMR and UHPLC-HRMS.
RESULTS RESULTS
The use of molecular networking-assisted UHPLC-HRMS/MS dereplication allowed preliminary identification of over 20 compounds present in the ethyl acetate extract of P. crustosum. The chromatographic approach significantly accelerated the isolation of the majority of compounds present in the active extract. The one-step fractionation allowed the isolation and identification of eight compounds (1-8).
CONCLUSION CONCLUSIONS
This study led to the unambiguous identification of eight known secondary metabolites as well as the determination of their antibacterial properties.

Identifiants

pubmed: 37424340
pii: CCHTS-EPUB-132794
doi: 10.2174/1386207326666230707110651
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Informations de copyright

Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.

Auteurs

Abdulelah Alfattani (A)

School of Pharmaceutical Sciences, University of Geneva, CMU, Geneva, Switzerland.
Institute of Pharmaceutical Sciences of Western Switzerland, University of Geneva, CMU, Geneva, Switzerland.

Emerson Ferreira Queiroz (EF)

School of Pharmaceutical Sciences, University of Geneva, CMU, Geneva, Switzerland.
Institute of Pharmaceutical Sciences of Western Switzerland, University of Geneva, CMU, Geneva, Switzerland.

Laurence Marcourt (L)

School of Pharmaceutical Sciences, University of Geneva, CMU, Geneva, Switzerland.
Institute of Pharmaceutical Sciences of Western Switzerland, University of Geneva, CMU, Geneva, Switzerland.

Sara Leoni (S)

Microbiological Analysis Platform, Microbiology Unit, Department of Botany and Plant Biology, University of Geneva, CH-1211 Geneva 4, Switzerland.

Didier Stien (D)

Sorbonne Université, CNRS, Laboratoire de Biodiversité et Biotechnologie Microbiennes, LBBM, Observatoire Océanologique, Banyuls-Sur-Mer, France.

Valerie Hofstetter (V)

Agroscope, Plant Protection Research Division, Mycology Group, Route de Duillier 50, P.O. Box 1012, 1260 Nyon, Switzerland.

Katia Gindro (K)

Agroscope, Plant Protection Research Division, Mycology Group, Route de Duillier 50, P.O. Box 1012, 1260 Nyon, Switzerland.

Karl Perron (K)

Microbiological Analysis Platform, Microbiology Unit, Department of Botany and Plant Biology, University of Geneva, CH-1211 Geneva 4, Switzerland.

Jean-Luc Wolfender (JL)

School of Pharmaceutical Sciences, University of Geneva, CMU, Geneva, Switzerland.
Institute of Pharmaceutical Sciences of Western Switzerland, University of Geneva, CMU, Geneva, Switzerland.

Classifications MeSH