Dereplication-guided isolation of depsides thielavins S-T and lecanorins D-F from the endophytic fungus Setophoma sp.

Phytochemistry

Department of Chemistry, Universidade Federal de São Carlos, LaBioMMi, Rod. Washington Luís, Km 265, 13565-905 São Carlos, SP, Brazil.

Published: March 2015

Dereplication methodology using UHPLC-DAD-QTOFMS was applied during the metabolic profiling investigation of the endophyte Setophoma sp., a fungus isolated from symptomless guava fruits. The approach performed allowed a fast analysis of the microbial secondary metabolites. From this fungus, seven highly C-alkylated depsides were isolated and identified as polyketides thielavins S, T, U and V and lecanorins D, E and F. Their structures were elucidated through spectroscopic methods including NMR, HRMS and especially with assistance of HRMS/MS experiments. The compounds were tested for quorum sensing regulation activity in the virulence gene expression of Staphylococcus aureus, but no inhibitory effect was detected. Nevertheless, moderate antibacterial activity was encountered in three of tested depsides, particularly with thielavin T, whose MIC was 6.25 μg/mL against S. aureus.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.phytochem.2014.12.020DOI Listing

Publication Analysis

Top Keywords

dereplication-guided isolation
4
isolation depsides
4
depsides thielavins
4
thielavins s-t
4
s-t lecanorins
4
lecanorins d-f
4
d-f endophytic
4
endophytic fungus
4
fungus setophoma
4
setophoma dereplication
4

Similar Publications

Anti-cancer and antimicrobial potential of five soil : a metabolomics-based study.

R Soc Open Sci

February 2022

Microbiology and Immunology Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef, 62511, Egypt.

Lack of new anti-cancer and anti-infective agents directed the pharmaceutical research to natural products' discovery especially from actinomycetes as one of the major sources of bioactive compounds. Metabolomics- and dereplication-guided approach has been used successfully in chemical profiling of bioactive actinomycetes. We aimed to study the metabolomic profile of five bioactive actinomycetes to investigate the interesting metabolites responsible for their antimicrobial and anti-cancer activities.

View Article and Find Full Text PDF

Uncaria rhynchophylla (Gou-Teng) as the monarch herb of many formulae (Fufang), e.g. "Tian-Ma-Gou-Teng-Yin," "Ling-Jiao-Gou-Teng-Yin," and "Yi-Gan-San", is a famous traditional Chinese medicine documented in the Chinese pharmacopoeia for mental and cardiovascular diseases.

View Article and Find Full Text PDF

Dereplication allows for a rapid identification of known and unknown compounds in plant extracts. In this study, we performed liquid chromatography-mass spectroscopy (LC-MS)- based dereplication using data from ESI⁺ QTOF-MS for the analysis of phenylpropanoid-substituted diglycosides, the major active constituents of (C. A.

View Article and Find Full Text PDF

Although natural products (NPs) from ethnomedical plants have played a vital role in modern drug discovery, separation and purification of bioactive compounds from plant extract is still challenging. In this study, a dereplication strategy using HPLC-QTOF-MS was employed to rapidly discover and highly targeted isolate the novel hepatoprotective triterpenoid saponins from the methanol extract of Celosiae Semen. Firstly, four known saponins, i.

View Article and Find Full Text PDF

Dereplication-guided isolation of depsides thielavins S-T and lecanorins D-F from the endophytic fungus Setophoma sp.

Phytochemistry

March 2015

Department of Chemistry, Universidade Federal de São Carlos, LaBioMMi, Rod. Washington Luís, Km 265, 13565-905 São Carlos, SP, Brazil.

Dereplication methodology using UHPLC-DAD-QTOFMS was applied during the metabolic profiling investigation of the endophyte Setophoma sp., a fungus isolated from symptomless guava fruits. The approach performed allowed a fast analysis of the microbial secondary metabolites.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!