RESUMO
We explored the concentration patterns of the bioactive metabolite plumericin produced by Himatanthus tarapotensis (Apocynaceae) under different edaphic conditions and variations in rainfall intensity, as well as its potential role in the chemical defense against insect herbivores. Values of plumericin concentration from leaves were obtained by High-Performance Liquid Chromatography, and evaluated as a function of differences in soil types, variation of precipitation, and variation of the abundance of insect herbivores, using first a Repeated Measures Correlation (rmcorr) and then a Generalized Linear Mixed Model (GLMM) analysis. Plumericin concentration is highly variable among plants, but with a significantly higher concentration in plants growing on clay soil compared to that of the white-sand soil habitat (p < 0.001). Plumericin concentration is not affected by precipitation. The caterpillar of Isognathus leachii (Lepidoptera: Sphingidae) is the most conspicuous herbivore of H. tarapotensis, and its presence is continuous but not related to plumericin concentration, probably because of its capacity to elude the chemical defense of this plant. Nevertheless, our multivariate model revealed that plumericin concentration is related to the abundance of Hymenoptera (Formicidae), and this relationship is significantly influenced by the soil parameters of carbon percentage, clay percentage, and phosphorous percentage (p < 0.001). Plumericin is a mediating agent in the interaction between H. tarapotensis and its natural environment. Variation in plumericin concentration would be induced by the abundance of Hymenoptera (Formicidae), probably as a chemical response against these insects, and by differences in soil nutrient availability.
RESUMO
Calea pinnatifida (R. Br.) Less. is a plant of Brazilian folk medicine. We evaluated the influence of environmental factors on the chemical profile of C. pinnatifida collected during the winter season. C. pinnatifida leaves, alongside soil samples, were collected from two sites of different altitude. Plant samples were sequentially extracted, while soil samples were subject to compositional analysis. Plant extracts were compared using HPTLC-UV, using chemometric analyses to compare samplings harvested at both altitudes. Two marker metabolites, calein A (1) and acetylportentol (2), were isolated from samples collected at the respective altitudes. The differing metabolic profiles observed may be a result of the influence of environmental factors.
Assuntos
Asteraceae , Plantas Medicinais , Altitude , Brasil , Extratos Vegetais , Folhas de Planta , SoloRESUMO
ETHNOPHARMACOLOGICAL RELEVANCE: In the Peruvian Amazon as in the tropical countries of South America, the use of medicinal Piper species (cordoncillos) is common practice, particularly against symptoms of infection by protozoal parasites. However, there is few documented information about the practical aspects of their use and few scientific validation. The starting point of this work was a set of interviews of people living in six rural communities from the Peruvian Amazon (Alto Amazonas Province) about their uses of plants from Piper genus: one community of Amerindian native people (Shawi community) and five communities of mestizos. Infections caused by parasitic protozoa take a huge toll on public health in the Amazonian communities, who partly fight it using traditional remedies. Validation of these traditional practices contributes to public health care efficiency and may help to identify new antiprotozoal compounds. AIMS OF STUDY: To record and validate the use of medicinal Piper species by rural people of Alto Amazonas Province (Peru) and annotate active compounds using a correlation study and a data mining approach. MATERIALS AND METHODS: Rural communities were interviewed about traditional medication against parasite infections with medicinal Piper species. Ethnopharmacological surveys were undertaken in five mestizo villages, namely: Nueva Arica, Shucushuyacu, Parinari, Lagunas and Esperanza, and one Shawi community (Balsapuerto village). All communities belong to the Alto Amazonas Province (Loreto region, Peru). Seventeen Piper species were collected according to their traditional use for the treatment of parasitic diseases, 35 extracts (leaves or leaves and stems) were tested in vitro on P. falciparum (3D7 chloroquine-sensitive strain and W2 chloroquine-resistant strain), Leishmania donovani LV9 strain and Trypanosoma brucei gambiense. Assessments were performed on HUVEC cells and RAW 264.7 macrophages. The annotation of active compounds was realized by metabolomic analysis and molecular networking approach. RESULTS: Nine extracts were active (IC50 ≤ 10 µg/mL) on 3D7 P. falciparum and only one on W2 P. falciparum, six on L. donovani (axenic and intramacrophagic amastigotes) and seven on Trypanosoma brucei gambiense. Only one extract was active on all three parasites (P. lineatum). After metabolomic analyses and annotation of compounds active on Leishmania, P. strigosum and P. pseudoarboreum were considered as potential sources of leishmanicidal compounds. CONCLUSIONS: This ethnopharmacological study and the associated in vitro bioassays corroborated the relevance of use of Piper species in the Amazonian traditional medicine, especially in Peru. A series of Piper species with few previously available phytochemical data have good antiprotozoal activity and could be a starting point for subsequent promising work. Metabolomic approach appears to be a smart, quick but still limited methodology to identify compounds with high probability of biological activity.
Assuntos
Antiprotozoários/metabolismo , Etnofarmacologia/métodos , Medicina Tradicional/métodos , Metabolômica/métodos , Piper/metabolismo , Extratos Vegetais/metabolismo , Animais , Antimaláricos/isolamento & purificação , Antimaláricos/metabolismo , Antimaláricos/uso terapêutico , Antiprotozoários/isolamento & purificação , Antiprotozoários/uso terapêutico , Feminino , Células Endoteliais da Veia Umbilical Humana/efeitos dos fármacos , Células Endoteliais da Veia Umbilical Humana/metabolismo , Humanos , Leishmania donovani/efeitos dos fármacos , Leishmania donovani/metabolismo , Mesocricetus , Camundongos , Peru/etnologia , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/uso terapêutico , Plasmodium falciparum/efeitos dos fármacos , Plasmodium falciparum/metabolismo , Células RAW 264.7 , Inquéritos e QuestionáriosRESUMO
One new phthalide (1) was isolated from aerial parts of Peperomia nivalis, along with known compounds (2 and 3), reported in this species for the first time. The structure of the new compound was characterised on the basis of 1D (1H and 13C NMR), 2D (COSY, HMQC, HMBC and NOESY) NMR and high-resolution mass spectral (HRMS) data. Compound 2 was isolated from a natural source for the first time but previously synthesised. Compounds 1-3 were evaluated for their anti-Helicobacter pylori and anti-Plasmodium falciparum activities. Compound 1 showed moderate activities against H. pylori (MIC 47.5 µM) and the F32-Tanzania strain of P. falciparum (IC50 8.5 µM). Compounds 2 and 3 exhibited weak anti-H. pylori activity (MIC 241.3 and 237.6 µM, respectively) and were inactive against P. falciparum.