ABSTRACT
ETHNOPHARMACOLOGICAL RELEVANCE: The Argentinean highland plant Parastrephia lucida (Meyen) Cabrera is used in traditional medicine as an antiseptic and anti-inflammatory crude drug. AIM OF THE STUDY: To relate the antimicrobial effect of the crude drug with the constituents of the active fractions and traditional use. MATERIALS AND METHODS: Assay-guided isolation of the methanol (MeOH) plant extract was carried out using bacteria and yeasts as target organisms. Both ATCC and local strains were included in the study. The antimicrobial fractions and compounds were detected by bioautographic assays. Minimum inhibitory concentrations (MIC) of each extract and fraction were determined and compared with reference antibiotics. Fractions were analyzed by HPLC-DAD, GC-MS, (1)H NMR and (13)C NMR. RESULTS: From the MeOH extract of the plant, assay-guided isolation of the antimicrobial constituents led to 12 phenylpropanoids and two simple phenolics. Most of the compounds occurring in the active fractions were E-caffeoyl or E-cinnamoyl esters including prenyl and phenethyl derivatives. The MIC values of the most active fractions ranged between 12.5 and 200 µg/mL against reference strains and local isolates of Staphylococcus aureus and Enterococcus faecalis. CONCLUSIONS: The antimicrobial effect found in the crude drug was associated with mixtures of phenylpropanoids, including prenyl and phenethyl esters of caffeic and cinnamic acids. The results support at least in part the traditional use of the plant as local antiseptic.
Subject(s)
Anti-Infective Agents/pharmacology , Asteraceae/chemistry , Enterococcus faecalis/drug effects , Phenols/pharmacology , Plant Extracts/pharmacology , Propanols/pharmacology , Staphylococcus aureus/drug effects , Anti-Infective Agents/isolation & purification , Argentina , Microbial Sensitivity Tests , Phenols/isolation & purification , Plant Extracts/chemistry , Propanols/isolation & purificationABSTRACT
The flavone glycosides, named scutellarein-7-O-beta-D-apiofuranoside and apigenin-7-O-beta-D-apiofuranosyl-(1-->2)-beta-D-apiofuranoside, and the flavone celtidifoline (5,6,4',5'-tetrahydroxy-7,3'-dimethoxyflavone), along with other 11 known compounds, were isolated from leaves of the ethyl acetate extract of Lantana trifolia L. using step gradient High Speed Countercurrent Chromatography (HSCCC) and High Performance Liquid Chromatography (HPLC), respectively. Their structures were elucidated by spectroscopic methods, including 2D NMR and mass spectrometry (ESI-MS) techniques. The ethanolic and ethyl acetate extracts produced an intense sedative effect in mice, one hour after oral administration of 1 mg/kg. This effect was neither due to a benzodiazepine-like effect of the three flavone derivatives neither of the phenylpropanoids, betonyoside F and verbascoside, that were tested for their affinity for the [3H] flunitrazepam binding sites.
Subject(s)
Flavones/pharmacology , Hypnotics and Sedatives/pharmacology , Lantana/chemistry , Plant Extracts/pharmacology , Propanols/pharmacology , Animals , Flavones/chemistry , Flavones/isolation & purification , Hypnotics and Sedatives/chemistry , Hypnotics and Sedatives/isolation & purification , Male , Mice , Molecular Structure , Plant Extracts/chemistry , Plant Leaves , Propanols/chemistry , Propanols/isolation & purificationABSTRACT
Two new secondary metabolites, the phenylpropanoid 3-(2',4',5'-trimethoxyphenyl)propanoic acid (1) and the sesquiterpene (+)-1beta,4beta,6alpha-trihydroxyeudesmane (2) were isolated from the heartwood of Cordia trichotoma Vell., along with the known sesquiterpenes (-)-1beta,4beta,7alpha-trihydroxyeudesmane (3) and (+)-1beta,4beta,11-trihydroxyoppositane (4). Their structures were elucidated by means of spectroscopic data interpretation, mainly 1D and 2D NMR and mass spectrometry.