RESUMO
Aristolochia plants are emblematic from an ethnopharmacological viewpoint and are know to possess numerous biological properties, including antiseptic. However, the medicinal potential of these species is debatable because of their representative chemical constituents, aristolochic acids (AAs) and aristolactams (ALs), which are associated, for instance, with nephropathy and cancer. These contrasting issues have stimulated the development of approaches intended to detoxification of aristoloquiaceous biomasses, among which is included the bioconversion method using larvae of the specialist phytophagous insect Battus polydamas, previously shown to be viable for chemical diversification and to reduce toxicity. Thus, eleven Aristolochia spp. were bioconverted, and the antimicrobial activities of the plant methanolic extracts and its respective bioconversion products were evaluated. The best results were found for Aristolochia esperanzae, Aristolochia gibertii, and Aristolochia ringens against Bacillus cereus, with MIC ranging from 7.8 to 31.25 µg/mL. These three species were selected for chemical, antioxidant, cytotoxic, hemolytic, and mutagenic analyses. Chemical analysis revealed 65 compounds, 21 of them possible bioconversion products. The extracts showed potential to inhibit the formation and degradation of B. cereus biofilms. Extracts of A. gibertii and its bioconverted biomass showed antioxidant activity comparable to dibutylhydroxytoluene (BHT) standard. Bioconversion decreased the hemolytic activity of A. esperanzae and the cytotoxicities of A. esperanzae and A. gibertii. None of the extracts was found to be mutagenic. The bioactivities of the fecal extracts were maintained, and biocompatibility was improved. Therefore, the results obtained in this study reveal positive expectations about the natural detoxification process of the Aristolochia species.
Assuntos
Aristolochia , Extratos Vegetais , Aristolochia/química , Animais , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Larva/efeitos dos fármacos , Compostos Fitoquímicos/farmacologia , Compostos Fitoquímicos/isolamento & purificação , Testes de Sensibilidade Microbiana , Humanos , Antioxidantes/farmacologia , Bacillus cereus/efeitos dos fármacos , Anti-Infecciosos/farmacologia , Anti-Infecciosos/química , Antibacterianos/farmacologia , Antibacterianos/química , Mariposas/efeitos dos fármacosRESUMO
ETHNOPHARMACOLOGICAL RELEVANCE: Aristolochia triangularis Cham. has been used in Brazilian traditional medicine for various therapeutic purposes, including as a leaf-based infusion for diabetes management. AIM OF THE STUDY: This study was designed to chemically characterize an infusion of in natura A. triangularis leaves and evaluate the in vivo anti-hyperglycemic properties of this infusion. MATERIALS AND METHODS: Chemical composition was examined using liquid-liquid extraction procedure, chromatographic methods, NMR, and LC-MS/MS. The in vivo anti-hyperglycemic activity of the freeze-dried infusion of A. triangularis leaves (Inf-L-At) was assessed using oral glucose tolerance test (OGTT). Initially, normoglycemic male rats were pre-treated with orally administered Inf-L-At at doses of 62.5, 125, and 250 mg/kg for two consecutive days. On the day of the OGTT, fasting animals received a glucose load (4 g/kg) 30 min after treatment with Inf-L-At, and the blood glucose levels were verified at 15, 30, 60, and 180 min. Intestinal maltase, lactase, and sucrase activities and muscle and liver glycogen contents were also assessed after the OGTT. RESULTS: Inf-L-At extract led to glycemic reduction with no dose-response at 15, 30, and 60 min comparable to that of the antidiabetic drug glibenclamide and was accompanied by an increase in hepatic and muscle glycogen contents. Additionally, there was a significant statistically decrease in the in vitro activity of disaccharidases. Maltase and sucrase activities were inhibited at all doses, whereas lactase activity was inhibited only at 62.5 and 250 mg/kg. In total, 75 compounds were found in the infusion, including seven new ones, (7S*,8S*,7êS*,8êR*)-4,4ê-dihydroxy-3,3ê-dimethoxy-7,9ê-epoxylignan-7ê-ol; 4ê-hydroxy-3ê-methoxy-3,4-methylenedioxy-7,9ê-epoxylignan-9,7ê-diol; triangularisines A, B, and C; N-ethyl-N-methyl-affineine; and N-methyl pachyconfine, and one previously not described as a natural product, epi-secoisolariciresinol monomethyl ether. CONCLUSION: The results demonstrated the anti-hyperglycemic activity of the infusion from A. triangularis leaves and showed that it is a rich source of lignoids, alkaloids, and glycosylated flavonoids, which are known to exhibit antidiabetic effects and other biological properties that can be beneficial for patients with chronic hyperglycemia, thus certifying the popular use of this herbal drink.
Assuntos
Aristolochia , Ratos , Masculino , Animais , alfa-Glucosidases , Extratos Vegetais/uso terapêutico , Cromatografia Líquida , Brasil , Espectrometria de Massas em Tandem , Hipoglicemiantes/uso terapêutico , Folhas de Planta/química , Lactase , Sacarase , GlicemiaRESUMO
ETHNOPHARMACOLOGICAL RELEVANCE: Cochlospermum regium is well-known as "Algodãozinho do cerrado" in folk Brazilian medicine, and is used to fight infections, inflammation and skin disorders. AIM OF THE STUDY: To identify the phytochemical constituents and the effects of the ethanolic extract of C. regium leaves (EECR) on inflammation and pain, and the effects of C. regium gel (GEECR) on wound healing. MATERIALS AND METHODS: Animals were treated with EECR (30-300 mg/kg) or GEECR (1.25 and 2.5%) and studies were conducted using carrageenan-induced pleurisy and paw edema tests, formalin-induced pain model, and excision wound model. RESULTS: In total, 25 compounds, including quercitrin, methyl gallate, and 1,2,3,4,6-pentagalloylhexose, with highest detectability were identified. The treatments reduced leukocyte migration, nitric oxide production, protein extravasation, edema, mechanical hyperalgesia, pain in both phases (neurogenic and inflammatory), cold hypersensitivity, and improved wound closure and tissue regeneration. CONCLUSIONS: The present findings established the anti-inflammatory, anti-nociceptive, and wound healing potential of the leaves of C. regium, confirming the potential therapeutic effect of this plant.
Assuntos
Bixaceae , Extratos Vegetais , Animais , Bixaceae/química , Extratos Vegetais/farmacologia , Extratos Vegetais/uso terapêutico , Extratos Vegetais/análise , Folhas de Planta/química , Etanol/química , Inflamação/tratamento farmacológico , Dor/tratamento farmacológico , Edema/induzido quimicamente , Edema/tratamento farmacológico , Carragenina , Analgésicos/efeitos adversosRESUMO
Plant extracts are rich in secondary metabolites responsible for numerous biological activities. This study aimed to evaluate the antioxidant, antibacterial and photoprotective potentials, toxicity and chemical composition of extracts and fractions of stems and roots of Tarenaya aculeata. Phytochemical analyses were performed at qualitative and quantitative levels to evaluate the classes of secondary metabolites. The sun protection factor (SPF) and antioxidant potentials were determined spectrophotometrically, the antibacterial activity was tested against seven bacteria and the toxicity was evaluated using Artemia salina assay. Phytochemical screening revealed the presence of alkaloids, phenolic compounds, flavonoids, glycosides, tannins and saponins. The levels of phenolic compounds, tannins and alkaloids, SPF and antioxidant potentials showed greater results in the stem (SF) and root (RF) fractions in relation to the stem (SE) and root (RE) extracts. All samples exhibited a broad spectrum of antibacterial activity, with MIC values ranging from 31.25 to 250 Hg mL-1. SE, SF and RF caused mortality in A. salina larvae, with LC50 of 347.06, 34.71 and 85.39 ng mL-1, respectively, whereas RE was non-toxic. Thus, T. aculeata is rich in bioactive secondary metabolites, although further studies will be needed to characterize its chemical constituents and investigate their adverse effects.
Los extractos de plantas son ricos en metabolitos secundarios responsables de numerosas actividades biológicas. Este estudio tuvo como objetivo evaluar el potencial antioxidante, antibacteriano y fotoprotector, ademas de la toxicidad y la composición química de extractos y fracciones de tallos y raíces de Tarenaya aculeata. Se realizaron análisis fitoquímicos a nivel cualitativo y cuantitativo para evaluar las clases de metabolitos secundarios. El factor de protección solar (SPF) y los potenciales antioxidantes se determinaron espectrofotométricamente, la actividad antibacteriana se probó contra siete bacterias y la toxicidad se evaluó mediante el ensayo con Artemia salina. El tamizaje fitoquímico reveló la presencia de alcaloides, compuestos fenólicos, flavonoides, glucósidos, taninos y saponinas. Los niveles de compuestos fenólicos, taninos y alcaloides, SPF y potencial antioxidante mostraron mayores resultados en las fracciones de tallo (SF) y raíz (RF) en relación a los extractos de tallo (SE) y raíz (RE). Todas las muestras exhibieron actividad antibacteriana de amplio espectro, con valores de MIC que oscilaron entre 31,25 y 250 Hg mL-1. SE, SF y RF causaron mortalidad en larvas de A. salina, con CL50 de 347,06; 34,71 y 85,39 µg mL-1, respectivamente, mientras que RE no fue tóxico. Por tanto, T. aculeata es rica en metabolitos secundarios bioactivos, aunque se necesitarán más estudios para caracterizar sus componentes químicos e investigar sus efectos adversos.
Extratos vegetais são ricos em metabólitos secundários responsáveis por inúmeras atividades biológicas. Este estudo teve como objetivo avaliar os potenciais antioxidante, antibacteriano e fotoprotetor, toxicidade e composição química de extratos e frações de caules e raízes de Tarenaya aculeata. Análises fitoquímicas foram realizadas em níveis qualitativo e quantitativo para avaliar as classes de metabólitos secundários. Fator de proteção solar (FPS) e potenciais antioxidantes foram determinados espectrofotometricamente, a atividade antibacteriana testada contra sete bactérias e a toxicidade avaliada pelo ensaio com Artemia salina. A triagem fitoquímica revelou a presença de alcaloides, compostos fenólicos, flavonoides, glicosídeos, taninos e saponinas. Os teores de compostos fenólicos, taninos e alcaloides, FPS e potencial antioxidante apresentaram maiores resultados nas frações caule (SF) e raiz (RF) em relação aos extratos de caule (SE) e raiz (RE). Todas as amostras exibiram atividade antibacteriana de amplo espectro, com valores de MIC variando de 31,25 a 250 µg mL-1. SE, SF e RF causaram mortalidade em larvas de A. salina, com LC50 de 347,06, 34,71 e 85,39 Hg mL-1, respectivamente, enquanto RE não foi tóxico. Portanto, T. aculeata é rico em metabólitos secundários bioativos, embora mais estudos sejam necessários para caracterizar seus constituintes químicos e investigar seus efeitos adversos.
RESUMO
Aristolochia plants are notable from an ethnopharmacological viewpoint, but the relevance of these species for medicinal purposes has been debated because of their inherent toxicity. The convergence of these contrasting realities can be readily achieved using bioconversion methods, which have been shown to be useful tools for numerous applications, including the detoxification of biomass. In this context, methanolic extracts of leaves from Aristolochia triangularis and Aristolochia gibertii, as well as the feces of Battus polydamas larvae fed with leaves from these plants, were prepared, and their cytotoxic activities were evaluated on a human fibroblast cell line (GM07492). The leaf extracts were found to be cytotoxic, leading to reductions of 42.1 and 33.8% on cell viability, respectively, while the fecal extracts were considered inactive. In addition to evidencing the cytotoxicity of A. triangularis and A. gibertii, these findings demonstrated a potential bioconversion strategy for obtaining aristolochiaceous extracts with reduced toxicity using the larvae of a specialist phytophagous insect, thus renewing expectations in relation to the pharmacological importance of Aristolochia spp. The results were also ecologically relevant, as B. polydamas larvae were found to be able to detoxify compounds from host plants.(AU)