Cited by 57Bioactive Natural Diterpenoids ResearchPhytochemistry Medicinal Plant ApplicationsPlant-Derived Bioactive Compounds

The DOI matches its Crossref record; 44 of the 44 references it cites were found in a registry or an index.

Antimicrobial and cytotoxic effects of the Copaifera reticulata oleoresin and its main diterpene acids

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Pfeifer Barbosa, Anna Laís, Wenzel-Storjohann, Arlette, Barbosa, José Diomedes, Zidorn, Christian, Peifer, Christian, Tasdemir, Deniz, Çiçek, Serhat Sezai·2019·Journal of Ethnopharmacology

Abstract

Ethnopharmacological relevance The oleoresin of Brazilian Copaifera reticulata is a traditional remedy used for the treatment of skin and urinary tract infections, respiratory diseases, rheumatism, ulcer and tumours; thus, playing an important role in the primary health care of the indigenous population.Aim As most previous pharmacological tests used the crude oleoresin and only a few studies so far dealt with enriched fractions or pure chemically defined compounds, the aim of this study was to systematically evaluate the antimicrobial and cytotoxic properties of the Copaifera reticulata oleoresin and to assign traditional uses to specific secondary metabolites.Materials and methods The oleoresin, as well as its neutral and acidic fractions were tested for their activity against six cancer cell lines, two clinically relevant bacterial strains, and two dermatophytes. Both fractions were analysed by GC-MS and UHPLC-ELSD, respectively. The antibacterial acidic phase was further fractionated by preparative chromatography to purify and characterize the compounds responsible for the observed pharmacological effect.Results Whereas no cytotoxic activity was detected, the crude oleoresin and its acidic fraction showed antibacterial activity against gram-positive bacteria Enterococcus faecium (IC 50 values 4.2 and 4.8 µg/mL, respectively) and methicillin-resistant Staphylococcus aureus (MRSA, IC 50 values 5.3 and 7.2 µg/mL, respectively). Purification of the acidic fraction of the C. reticulata oleoresin yielded two dicarboxylic diterpene acids and the four main diterpene acids, comprising three different diterpene scaffolds. Interestingly, the activity was not restricted to a particular diterpene-type but rather depended on the compounds' lipophilicity, with the most active constituent showing IC 50 values of 1.6 (E. faecium) and 2.5 µg/mL (MRSA), respectively. Furthermore, ent-polyalthic acid, the major diterpenoid, was significantly active against dermatophytes with IC 50 values of 6.8 µg/mL (Trichophyton rubrum) and 4.3 µg/mL against (T. mentagrophytes).Conclusion The present study proved the antimicrobial effects of the C. reticulata oleoresin and its diterpenoid constituents, confirming its wide use in folk medicine for the treatment of skin and urinary tract infections. The inhibitory activity of copaiba diterpenoids against dermatophytic fungi as well as the gram-positive bacteria E. faecium and MRSA is being reported for the first time, providing potential lead structures for the treatment of these clinically relevant bacterial strains.

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Crossref · 10.1016/j.jep.2018.11.029

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Metadata

Authors
Pfeifer Barbosa, A. L., Wenzel-Storjohann, A., Barbosa, J. D., Zidorn, C., Peifer, C., Tasdemir, D., & Çiçek, S. S.
Affiliations
  • Universidade Federal do Pará (BR)
  • Christian-Albrechts-Universität zu Kiel (DE)
Corresponding author
Çiçek, Serhat Sezai
Venue
Journal of Ethnopharmacology
Publisher
Elsevier BV
Published
2019-04
Volume
233
Pages
94-100
ISSN
0378-8741 (ISSN-L)
OpenAlex
W2901705460
Cited by
57
References
44
Citations by year
2026: 2 · 2025: 6 · 2024: 5 · 2023: 9 · 2022: 13 · 2021: 12 · 2020: 8 · 2019: 2
FWCI
1.96
Type
journal article
Language
en
Open access
Locations
  • Journal of Ethnopharmacology (publishedVersion)
  • PubMed (publishedVersion)
  • Helmholtz Centre for Ocean Research Kiel (GEOMAR) (acceptedVersion, other-oa)
  • Helmholtz Centre for Ocean Research Kiel (GEOMAR) (acceptedVersion)
  • MACAU: Open Access Repository of Kiel University (University Library Kiel) (submittedVersion, cc-by-nc-nd)
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Bioactive Natural Diterpenoids Research
  • Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry Medicinal Plant Applications
  • Life Sciences › Agricultural and Biological Sciences › Plant Science › Plant-Derived Bioactive Compounds
Keywords
Copaifera reticulata, oleoresin, antimicrobial activity, antibacterial activity, cytotoxicity, Enterococcus faecium, methicillin-resistant Staphylococcus aureus, dermatophytes, Trichophyton rubrum, Trichophyton mentagrophytes, diterpene acids, lipophilicity
MeSH terms
Anti-Infective Agents, Bacteria, Cell Line, Cell Survival, Diterpenes, Humans, Fabaceae, Plant Extracts, Trichophyton

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