Antimicrobial and cytotoxic effects of the Copaifera reticulata oleoresin and its main diterpene acids
| Autor: | Christian Peifer, Deniz Tasdemir, Anna Laís Pfeifer Barbosa, Serhat Sezai Çiçek, Christian Zidorn, Arlette Wenzel-Storjohann, José Diomedes Barbosa |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Dermatophytes
Enterococcus faecium MRSA Copaiba Oil chemistry.chemical_compound 0302 clinical medicine Diterpenoid Trichophyton Anti-Infective Agents Drug Discovery Ent-agathic Acid [1] (13E)-ent-labda-7 13-dien-15-oic Acid [6] 0303 health sciences education.field_of_study biology Traditional medicine Chemistry Kaurenoic Acid article Fabaceae Kolavenic Acid [5] Antimicrobial 3. Good health 030220 oncology & carcinogenesis Kolavenic Acid Diterpenes Antibacterial activity Ent-kaurenoic Acid [4] Cell Survival Copaifera Population Polyalthic Acid (13E)-ent-labd-8(17)-en-15 18-dioic Acid [2] Natural product Cell Line 03 medical and health sciences Copaiba ddc:6 Humans Oleoresin ddc:610 education Copaifera Reticulata 030304 developmental biology Pharmacology Bacteria Plant Extracts Ent-polyalthic Acid [3] biology.organism_classification Diterpene |
| Zdroj: | Journal of Ethnopharmacology, 233 . pp. 94-100. |
| Popis: | 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 (IC50 values 4.2 and 4.8 µg/mL, respectively) and methicillin-resistant Staphylococcus aureus (MRSA, IC50 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 IC50 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 IC50 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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|