RESUMO
Stem barks of Drimys brasiliensis (Winteraceae) are consumed by the population in the form of a condiment. It is widely used to treat gastric and stomach problems and also to treat cancer. The extracts have demonstrated antiproliferative, antileishmanial and antimicrobial activities assigned to drimane sesquiterpenes. This study aimed to optimize the extraction conditions of the drimanes sesquiterpenes identified as 1-ß-(p-coumaroyloxy)-polygodial 1, drimanial 2 and 1-ß-(p-methoxycinnamoyl)-polygodial 3 in stem bark extracts. The HPLC-DAD method was developed and validated for the quantification of drimanes 1-3. The cytotoxic activity of these drimanes in human cancer cells, and the toxicological effects of the hydroethanolic extract, were determined. The extracts were prepared using different extractive conditions (solvents, plant: solvent ratio and time). The cytotoxicity effect was evaluated against leukemia, lymphomas, carcinomas and sarcomas cells using the tetrazolium assay (MTT). Furthermore, the acute toxicity was determined by measuring the biochemical parameters and by histopathological analysis. The hemolytic activity and micronucleus test were also performed. The method was linear, sensitive, precise and accurate for both drimanes 1-3. The best condition for extraction was using dichloromethane with plant: solvent proportion 1:10 (w/v) for six hours under dynamic maceration. Isolated drimanes exhibited cytotoxic effects with IC50 values ââranging from 0.13 to 112.67 µM. Compound 1 demonstrated significant results for acute promyelocytic leukemia (NB4) and Burkitt's lymphoma (RAMOS) cells while driamane 3 for Burkitt's lymphoma (RAJI) and acute T cell leukemia (MOLT4) cells. No signs of toxicity was observed and neither was mutagenicity or hemolytic activity.
Assuntos
Drimys/química , Casca de Planta/química , Caules de Planta/química , Sesquiterpenos/farmacologia , Sesquiterpenos/toxicidade , Testes de Toxicidade Aguda , Animais , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Etanol/química , Hemólise/efeitos dos fármacos , Humanos , Limite de Detecção , Testes para Micronúcleos , Tamanho do Órgão/efeitos dos fármacos , Extratos Vegetais/farmacologia , Extratos Vegetais/toxicidade , Sesquiterpenos Policíclicos , Ratos Wistar , Reprodutibilidade dos Testes , Sesquiterpenos/químicaRESUMO
Drimys brasiliensis Miers (Winteraceae) is used in folk medicine for the treatment of cancer. Its anti-tumor activity has been demonstrated in vitro models using extracts and isolated compounds. This study investigates the cytotoxic effects of stem bark extracts of D. brasiliensis as well as isolated compounds that may be responsible for the activitys and evaluates them in leukemia cells. The stem bark extract were subjected to column chromatography, and the structures of compounds were elucidated based on spectroscopic methods by using NMR and infrared spectroscopy and GC/MS. The cytotoxicity of the isolated compounds was evaluated in chronic myeloid (K562) and acute B lymphoblastic (Nalm6) leukemia cells using tetrazolium assay (MTT). Two new compounds were isolated 1ß-O-p-methoxy-E-cinnamoyl-5α-keto-11α-enol-albicanol (1a) and the isomer 1ß-O-p-methoxy-E-cinnamoyl-5α-keto-11ß-enol-albicanol (1b) and 1ß-O-p-methoxy-E-cinnamoyl-isodrimeninol (2). The known compounds polygonal acid (3a) and the isomer isopolygonal acid (3b), fuegin (4a) and the isomer epifuegin (4b), the mixture drimanial (5) and 1ß-O-(p-methoxy-E-cinnamoyl)-6α-hydroxypolygodial (6) were also isolated. The drimanes (1-4) and drimanial (5), 1ß-(p-coumaroyloxy)-polygodial (7), 1ß-(p-methoxycinnamoyl)-polygodial (8), and polygodial (9) isolated previously were assessed in tumor cells. The IC50 values were between 3.56 and 128.91 µM. 1-ß-(p-cumaroiloxi)-polygodial showed the best result with IC50 8.18 and 3.56 µM by K562 and Nalm6, respectively. The chloroform extract of the stem bark of D. brasiliensis is a great source of drimane sesquiterpenes. Our experimental data suggest that drimanes are responsible for cytotoxicity activity demonstrated by this species, especially those with the aldehyde group linked to carbons C-11 and C-12.
Assuntos
Antineoplásicos Fitogênicos/farmacologia , Drimys/química , Leucemia Mielogênica Crônica BCR-ABL Positiva/tratamento farmacológico , Leucemia-Linfoma Linfoblástico de Células Precursoras B/tratamento farmacológico , Sesquiterpenos/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Sobrevivência Celular/efeitos dos fármacos , Relação Dose-Resposta a Droga , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Concentração Inibidora 50 , Células K562 , Leucemia Mielogênica Crônica BCR-ABL Positiva/patologia , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Fitoterapia , Casca de Planta/química , Caules de Planta/química , Plantas Medicinais , Sesquiterpenos Policíclicos , Leucemia-Linfoma Linfoblástico de Células Precursoras B/patologia , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Espectrofotometria Infravermelho , Relação Estrutura-AtividadeRESUMO
Drymis brasiliensisMiers is a specie of the Winteraceae family, commonly known as cataia or pepper bark. This research was carried out with the aim to study the rooting of semihardwood cuttings, subjected to different concentrations of indolebutyric acid (IBA), collected in four seasons of the year (autumn, winter, spring and summer). Cuttings were prepared with 10-12cm length, keeping two halved leaves. Bases of cuttings were treated as follows: control (100% water), 0; 500; 1500; 3000; 4500 and 6000mg L-1IBA.One hundred and twenty after the planting the following variables were assessed: rooting percentage, number of roots per cutting, length of roots per cutting, cutting callus percentage, cuttings with new shoots and number of cuttings that maintained the initial leaves. The indolebutyric acid is not recommended for rooting of Drimys brasiliensiscuttings. The cuttings collected in winter were the ones that showed greatest rooting percentage (46.96%) for the production of nursery plant of Drimys brasiliensis.
Drimys brasiliensisMiers é uma espécie pertencente à família Winteraceae, popularmente conhecida como cataia. O trabalho foi realizado com o objetivo de avaliar o enraizamento de estacas semilenhosas, submetidas a diferentes concentrações de ácido indol butírico (AIB), coletadas nas quatro estações do ano (outono, inverno, primavera e verão). As estacas foram preparadas com 10-12cm de comprimento e duas folhas cortadas pela metade na porção apical. As bases das estacas foram submetidas aos tratamentos: testemunha (100% água), 0, 500, 1500, 3000, 4500 e 6000mg L-1AIB. Após 120 dias em casa de vegetação, avaliaram-se a porcentagem de estacas enraizadas, o número de raízes por estaca, o comprimento das três maiores raízes por estaca, a porcentagem de estacas com calos, as estacas com novas brotações e as estacas que mantiveram as folhas iniciais. O ácido indolbutírico não é recomendado para o enraizamento de estacas de Drimys brasiliensis.As estacas coletadas no inverno foram as que apresentaram melhor porcentagem de enraizamento (46,96%) para a produção de mudas.
RESUMO
Drymis brasiliensis Miers is a specie of the Winteraceae family, commonly known as cataia or pepper bark. This research was carried out with the aim to study the rooting of semihardwood cuttings, subjected to different concentrations of indolebutyric acid (IBA), collected in four seasons of the year (autumn, winter, spring and summer). Cuttings were prepared with 10-12cm length, keeping two halved leaves. Bases of cuttings were treated as follows: control (100% water), 0; 500; 1500; 3000; 4500 and 6000mg L-1 IBA.One hundred and twenty after the planting the following variables were assessed: rooting percentage, number of roots per cutting, length of roots per cutting, cutting callus percentage, cuttings with new shoots and number of cuttings that maintained the initial leaves. The indolebutyric acid is not recommended for rooting of Drimys brasiliensis cuttings. The cuttings collected in winter were the ones that showed greatest rooting percentage (46.96%) for the production of nursery plant of Drimys brasiliensis.(AU)
Drimys brasiliensis Miers é uma espécie pertencente à família Winteraceae, popularmente conhecida como cataia. O trabalho foi realizado com o objetivo de avaliar o enraizamento de estacas semilenhosas, submetidas a diferentes concentrações de ácido indol butírico (AIB), coletadas nas quatro estações do ano (outono, inverno, primavera e verão). As estacas foram preparadas com 10-12cm de comprimento e duas folhas cortadas pela metade na porção apical. As bases das estacas foram submetidas aos tratamentos: testemunha (100% água), 0, 500, 1500, 3000, 4500 e 6000mg L-1AIB. Após 120 dias em casa de vegetação, avaliaram-se a porcentagem de estacas enraizadas, o número de raízes por estaca, o comprimento das três maiores raízes por estaca, a porcentagem de estacas com calos, as estacas com novas brotações e as estacas que mantiveram as folhas iniciais. O ácido indolbutírico não é recomendado para o enraizamento de estacas de Drimys brasiliensis. As estacas coletadas no inverno foram as que apresentaram melhor porcentagem de enraizamento (46,96%) para a produção de mudas.(AU)
Assuntos
Drimys/efeitos dos fármacos , Drimys/crescimento & desenvolvimento , Estações do AnoRESUMO
BACKGROUND: Tropical montane cloud forests (TMCFs) are characterized by a unique set of biological and hydroclimatic features, including frequent and/or persistent fog, cool temperatures, and high biodiversity and endemism. These forests are one of the most vulnerable ecosystems to climate change given their small geographic range, high endemism and dependence on a rare microclimatic envelope. The frequency of atmospheric water deficits for some TMCFs is likely to increase in the future, but the consequences for the integrity and distribution of these ecosystems are uncertain. In order to investigate plant and ecosystem responses to climate change, we need to know how TMCF species function in response to current climate, which factors shape function and ecology most and how these will change into the future. SCOPE: This review focuses on recent advances in ecophysiological research of TMCF plants to establish a link between TMCF hydrometeorological conditions and vegetation distribution, functioning and survival. The hydraulic characteristics of TMCF trees are discussed, together with the prevalence and ecological consequences of foliar uptake of fog water (FWU) in TMCFs, a key process that allows efficient acquisition of water during cloud immersion periods, minimizing water deficits and favouring survival of species prone to drought-induced hydraulic failure. CONCLUSIONS: Fog occurrence is the single most important microclimatic feature affecting the distribution and function of TMCF plants. Plants in TMCFs are very vulnerable to drought (possessing a small hydraulic safety margin), and the presence of fog and FWU minimizes the occurrence of tree water deficits and thus favours the survival of TMCF trees where such deficits may occur. Characterizing the interplay between microclimatic dynamics and plant water relations is key to foster more realistic projections about climate change effects on TMCF functioning and distribution.
Assuntos
Clima , Florestas , Biodiversidade , EcologiaRESUMO
The essential oils extracted from leaves of the Southern Brazilian native species Drimys angustifolia Miers (DA) and Drimys brasiliensis Miers (DB) by Clevenger distillation were analyzed by gas chromatography/mass spectrometry (GC/MS). The oils of DA and DB consisted predominantly of monoterpenoids and sesquiterpenoids. The largest components of DA oil were bicyclogermacrene (19.6%), sabinene (9.7%)and myrcene (5.2%), while DB oil was characterized by cyclocolorenone (18.2%), followed by terpinen-4-ol (8.7%) and alpha-gurjunene (6.9%). Laboratory tests were carried out to determine the repellency of the essential oils to the drywood termite Cryptotermes brevis (Isoptera: Kalotermitidae). It was observed that the oil showed repellency at the concentrations 25, 12.5, and 6.25 μg/mL. The oils of both species exhibited a negative repellency index, which represents repellent activity, except for DA oil at the highest concentration, which was attractive. Five deaths (11% of the termitesample) were observed at 25 μg/mL DA, in the fourhour repellency test, while four deaths occurred at 12.5 μg/mL (approximately 9%). The essential oil of DB did not cause any termite deaths...
Os óleos essenciais obtidos das folhas das árvores nativas do sul do Brasil Drimys angustifolia Miers (DA)e Drimys brasiliensis Miers (DB) foram analisados por cromatografia gasosa acoplada a espectrometria de massas (CG/EM). O óleo de DA foi caracterizado pela presença de monoterpenóides e sesquiterpenóides, biciclogermacreno (19,6%), seguido por sabineno (9,7%) e mirceno (5,2%). O óleo de DB foi caracterizado por sesquiterpenóides e monoterpenóides, ciclocolorenona (18,2%), seguido por terpinen-4-ol (8,7%) e alfagurjuneno(6,9%). Os testes foram realizados a fim de se determinar o potencial repelente dos óleos essenciais contra o cupim de madeira seca Cryptotermes brevis (Isoptera: Kalotermitidae) nas doses de 25, 12,5, e 6,25 μg/mL. Ambas as espécies mostraram índice de repelência negativo, o que representa a ocorrência da atividade repelente, exceto na maior concentração de DA, na qual o óleo mostrou-se atraente. Cinco mortes foram observadas na concentração de 25 μg/mL de DA, correspondendo a 11% do total em quatro horas de análise, sendo que 9% ocorreram na concentração de 12,5 μg/mL. No caso do óleo essencial de DB não foram observadas mortes de cupins...
Assuntos
Drimys , Repelentes de Insetos , Isópteros , Óleos VoláteisRESUMO
BACKGROUND: Drimys brasiliensis Miers is native to Brazil, where it is mainly found in montane forests and flooded areas in the South and Southeast regions of the country. The objectives of the present study were to compare the leaf anatomy and the chemical constitution of the essential oils from D. brasiliensis present in two altitude levels (1900 and 2100 m), in a Montane Cloud Forest, in Itamonte, MG, Brazil. RESULTS: A higher number of sclereids was observed in the mesophyll of the leaves at 1900 m altitude. At 2100 m, the formation of papillae was observed on the abaxial surface of the leaves, as well as an increase in the stomatal density and index, a reduction in leaf tissue thickness, an increase in the abundance of intercellular spaces in the mesophyll and an increase in stomatal conductance and in carbon accumulation in the leaves. Fifty-nine constituents have been identified in the oils, with the predominance of sesquiterpenes. Two trends could be inferred for the species in relation to its secondary metabolism and the altitude. The biosyntheses of sesquiterpene alcohols at 1900 m, and phenylpropanoids and epi-cyclocolorenone at 2100 m, were favored. CONCLUSIONS: D. brasiliensis presented a high phenotypic plasticity at the altitude levels studied. In relation to its leaf anatomy, the species showed adaptive characteristics, which can maximize the absorption of CO2 at 2100 m altitude, where a reduction in the partial pressure of this atmospheric gas occurs. Its essential oils presented promising compounds for the future evaluation of biological potentialities.
RESUMO
The species Drimys angustifolia Miers and D. brasiliensis Miers, commonly known as "casca-de-anta", have in their leaves essential oils that can confer cytotoxic effects. In this study, we evaluated the citotoxic effects of the volatile oils from these two species. We also proposed a nanoemulsion formulation for each of the species and assessed the in vitro cytotoxicity on U-138 MG (human glioblastoma) and T24 (human bladder carcinoma) cell lines. The plant chemical composition was evaluated by gas chromatography coupled to mass spectrometer. Furthermore, the nanoemulsions were prepared and characterized. Our results showed that; bicyclogermacrene (19.6%) and cyclocolorenone (18.2%) were the most abundant for the D angustifolia oil and D brasiliensis oil, respectively. Both nanoemulsions, D angustifolia and D brasiliensis appeared macroscopically homogeneous and opalescent bluish liquids, with nanometric mean diameters of 168 nm for D brasiliensis and 181 nm for D angustifolia. The polydispersity indices were below 0.10, with an acid pH of 4.7-6.3, and negative zeta potentials about -34 mV. The results of transmission electron microscopy showed that droplets are present in the nanometer range. Only the D brasiliensis oil was efficient in reducing the cell viability of both U-138 MG (42.5%±7.0 and 67.8%±7.8) and T24 (33.2%±2.8, 60.3%±1.6 and 80.5%±8.8) cell lines, as assessed by MTT assay. Noteworthy, similar results were obtained with cell counting. Finally, D brasiliensis oil incubation caused an increase of annexin-V and propidium iodite population, according to evaluation by cytometry analysis, what is characteristic of late apoptosis. The results presented herein lead us to consider the potential therapeutic effects of the essential oils and nanoformulations as novel strategies to inhibit tumor growth.
RESUMO
The genus Drimys presents the widest geographical distribution of the Winteraceae family, which comprises seven genera and about 120 species. In Brazil, the genus is found from Bahia to Rio Grande do Sul and occur in two species, Drimys angustifolia Miers, and D. brasiliensis Miers, Winteraceae, popularly known as "casca-de-anta", characterized by the presence of flavonoids and essential oils. It is used in folk medicine as an antiscorbutic, stimulant, antispasmodic, anti-diarrheal, antipyretic, antibacterial, and against asthma and bronchitis, besides having insecticidal properties. In addition to the known biological activities, it is very important to explore new applications in the treatment of physiological disorders or diseases caused by parasites. Based on this information, in this study we propose to evaluate volatile oils of the species D. brasiliensis and D. angustifolia, as an antioxidant, using the model of the DPPH radical as an antiviral against human herpes virus type 1 (HSV-1) and acute toxicity in vivo. The two species were not able to reduce the DPPH radical and showed interesting antiviral activity, significantly reducing the virus titers in vitro assays. Regarding the in vivo toxicity in female Wistar rats, treatment with the two species showed interesting signs in animals such as salivation, ptosis, tremor, decreased motor activity. In addition the oils of D. brasiliensis to other signs, some animals showed increased urination and diarrhea.
RESUMO
Drimys brasiliensis Miers, conhecida como cataia ou casca-de-anta, é árvore nativa da Mata Atlântica e as cascas tem sido utilizadas medicinalmente a partir da exploração de plantas em populações naturais. Este trabalho teve como objetivo estudar a demografia de duas populações naturais de D. brasiliensis, (1) Reserva Genética Florestal de Caçador (RGFC) e (2) Floresta Nacional de Caçador (FLONA), ambas no município de Caçador (SC), visando fundamentar estratégias de exploração sustentável e conservação deste recurso florestal não-madeireiro. A maior luminosidade no sub-bosque existente na FLONA atuou positivamente na espécie, aumentado a capacidade de incremento em diâmetro à altura do peito (DAP), altura (H) e área basal (AB), além de antecipar a reprodução em plantas de menor porte. A análise do padrão espacial das plantas reprodutivas na RGFC mostrou padrão agregado, e na FLONA até a distância de 25 metros. Esse comportamento indicou que a espécie apresenta potencial de manejo em florestas secundárias, formação sucessional em que se encontra a maioria dos remanescentes de Mata Atlântica, além de indicar potencial para cultivo em sistemas agroflorestais.
Known as "cataia" or "casca-de-anta", Drimys brasiliensis Miers is a tree native to the Atlantic Forest and its barks have been medicinally used by exploring natural populations. The present work aimed to study the demography of two D. brasiliensis natural populations, (1) Caçador Forest Genetic Reserve (RGFC) and(2) Caçador National Forest (FLONA), both located in Caçador Municipality, Santa Catarina State, Brazil, in order to establish strategies for sustainable exploration and conservation of such non-timber forest resource. The higher luminosity in FLONA understory was beneficial to the species by increasing their increment capability regarding diameter at breast height (DBH), height (H) and basal area (BA), and made the reproduction in smaller plants earlier. The spatial analysis of reproductive plants in RGFC had an aggregate pattern, whereas in FLONA until 25m distance was detected. Such results indicated that this species presents potential for management in secondary forests, the successional formation where the major Atlantic Forest remnants are found, as well as potential for cultivation in agroforestry systems.