Antinociceptive and Anti-inflammatory Effects of Triterpenes from Pluchea quitoc DC. Aerial Parts.

BACKGROUND: Pluchea quitoc DC. (Asteraceae), a medicinal plant known as "quitoco," "caculucage," "tabacarana" and "madre-cravo," is indicated for inflammatory conditions such as bronchitis, arthritis, and inflammation in the uterus and digestive system. OBJECTIVE: This study evaluated the analgesic and anti-inflammatory activities of the triterpenes compounds obtained from P. quitoc aerial parts. MATERIALS AND METHODS: The triterpenes compounds ß-amyrin, taraxasterol and pseudo-taraxasterol in a mixture (T); ß-amyrin, taraxasterol and pseudo-taraxasterol acetates in a mixture (Ta); ß-amyrin, taraxasterol, pseudo-taraxasterol acetates in a mixture with ß-amyrin, taraxasterol and pseudo-taraxasterol myristates (Tafe) were analyzed in the models of nociception and inflammation. The evaluation of antinociceptive activity was carried out by the acetic acid-induced writhing and tail-flick tests while leukocyte migration to the peritoneal cavity was used for anti-inflammatory profile. RESULTS: The oral administration of T or Tafe (40 mg/kg and 70 mg/kg) and Ta (70 mg/kg) to mice reduced acetic acid-induced writhing. The tail-flick response of mice was not affected by T or Tafe (40 mg/kg). T or Tafe (40 mg/kg) and Ta (70 mg/kg) also inhibited peritoneal leukocyte infiltration following the injection of carrageenan. CONCLUSION: The results demonstrate the anti-inflammatory and peripheral antinociceptive activity of the triterpenes ß-amyrin, taraxasterol, and pseudo-taraxasterol that were decreased when these were acetylated; while the acetylated triterpenes in mixture with myristyloxy triterpenes improved this activity. These compounds seem, at least in part, to be related to the plant's reported activity. SUMMARY: The mixtures of hydroxylated, acetylated, and myristate triterpenes isolated from hexanic extracts of Pluchea quitoc DC. were analyzed in the models of nociception and inflammation in mice. The results demonstrate the anti-inflammatory and peripheral antinociceptive activity of the triterpenes ß-amyrin, taraxasterol, and pseudo-taraxasterol. This study showed too that the activity of triterpenes may be decreased by their being acetylated, while the acetylated triterpenes in mixture with myristate triterpenes improved this activity.Abbreviations Used: T: Triterpenes compounds ß-amyrin, taraxasterol, and pseudo-taraxasterol in a mixture, Ta: Triterpenes compounds ß-amyrin, taraxasterol and pseudo-taraxasterol acetates in a mixture, Tafe: Triterpenes compounds ß-amyrin, taraxasterol, pseudo-taraxasterol acetates in a mixture with ß-amyrin, taraxasterol and pseudo-taraxasterol myristates, Ctrl: Control, Indo: Indomethacin, Dexa: Dexamethasone, EtOAc: Ethyl acetate, MeOH: Methanol.

Chemical constituents and allelopathic and antioxidant activities of Alchorneopsis floribunda Müll. Arg. (Euphorbiaceae).

Chemical investigation of extracts from the stems and leaves of Alchorneopsis floribunda Müll. Arg., collected in the Amazon region, was performed. The main isolated compounds were triterpenes (α-amyrin, ß-amyrin, lupeol, betulin, betulinic acid, uvaol, erythrodiol and oleanolic acid) and phenolic acid derivatives from 4-hydroxybenzoic acid (gallic and protocatechuic acids and isocorilagin). In the germination assays, high inhibitory allelopathic effects of the extracts and isocorilagin were observed and 2,2-diphenyl-1-picrylhydrazyl radical scavenging activity of isocorilagin was higher than those of the standards used (Trolox and butylated hydroxyanisole). This is the first chemical study of the genus Alchorneopsis (Euphorbiaceae).

Prospección fitoquímica y actividad antiplasmódica del extracto hexánico de Montrichardia linifera (Arruda) Schott / Phytochemical prospection and antiplasmoidal activity of the hexane extract from Montrichardia linifera (Arruda) Schott

Introducción: los extractos de M. linifera presentaron alta toxicidad para Artemia salina, lo cual sugiere un alto potencial biológico para actividad antitumoral, antibacteriana, antifúngica y actividad contra el Trypanosoma cruzi. Objetivo: evaluar el potencial antimalárico del extracto hexánico obtenido de hojas de Montrichardia linifera (Arruda) Schott y conocer su perfil fitoquímico. Métodos: la prospección fitoquímica se realizó por el método de precipitación y la actividad antiplasmódica fue evaluada in vitro utilizando el clon W2 de Plasmodium falciparum. Resultados: la prospección fitoquímica sugirió solamente la presencia de esteroides. En relación con la actividad antiplasmódica, después de 24 h en la concentración de 100 µg/mL la inhibición del crecimiento parasitario fue de 50,5 por ciento y en las demás no fue observada una inhibición significativa. En 48 h, en la concentración de 100 µg/mL, la inhibición del crecimiento fue de 34,7 por ciento. Después de 72 h las concentraciones de 100 y 50 µg/mL presentaron hemólisis, que imposibilitó la determinación porcentual parasitada. Conclusiones: el extracto hexánico obtenido de las hojas de M. linifera tiene un bajo potencial antimalárico y mostró positivamente esteroides.

Introduction: Montrichardia linifera extracts showed high toxicity to Artemia salina, which indicated high biological potential for antitumoral, antibacterial, antifungal activities, and action against Trypanossoma cruzi. Objective: to evaluate the antimalarial potential of the hexane extract from the Montrichardia linifera (Arruda) Schott leaves and to discover its phytochemical profile. Methods: the phytochemical prospection was conducted by the precipitation method whereas the antiplasmodial activity was evaluated in vitro using the W2 Plasmodium falciparum clone. Results: the phytochemical prospection just suggested the presence of steroids. Regarding the antiplasmodial activity after 24 hours at 100 µg/mL concentration, the parasite growth inhibition was 50.5 percent but at other concentration ranges, significant inhibition was not observed. At 48 hours, the growth inhibition at 100 µg/mL concentrations was 34.7 percent. After 72 hours, hemolysis was observed at 100 µg/mL and 50 µg/mL concentrations, so the percentage determination of the parasites was not possible. Conclusions: the hexane extract obtained from the M. linifera leaves presented with low antimalarial potential and proved to be positive for steroids.

Estudo fitoquímico biomonitorado pelos ensaios de toxicidade frente à Artemia salina e de atividade antiplasmódica do caule de aninga (Montrichardia linifera) / Phytochemical study bioassay-guided by tests of toxicity on Artemia salina and antiplasmodial activity from stem of aninga (Montrichardia linifera)

Montrichardia linifera é uma planta aquática de amplo uso na medicina tradicional amazônica. Entretanto, muito pouco se conhece sobre a sua composição química, e sua atividade biológica ainda não foi comprovada. Na busca de substância(s) biologicamente ativa(s), este trabalho realizou um estudo fitoquímico biomonitorado no qual foram testados os extratos hexânico e etanólico obtidos do caule desta espécie, dos quais apenas o extrato etanólico foi selecionado para o fracionamento cromatográfico por ter apresentado toxicidade contra a Artemia salina e atividade contra o Plasmodium falciparum, parasita causador da malária. As atividades biológicas concentraram-se na fração diclorometânica que apresentou alta toxicidade contra A. salina (DL50<31µg mL-1) e alta atividade antiplasmódica (IC50<10 µg mL-1), mostrando promissora atividade antimalárica. Desta fração, o composto aromático p-hidroxibenzaldeído foi isolado pela primeira vez nesta planta.

Montrichardia linifera is an aquatic plant widely use in Amazon folkmedicine. However, very little is known about the chemical composition and biological activity. In search of biologically active (s) substance (s) phytochemical bioassay-guided study was conducted evaluating hexane extract and ethanol extract obtained from stems of this species. Since only the ethanol extract presented toxicity against Artemia salina and activity against Plasmodium falciparum, this extract was selected for chromatographic fractionation. The biological activities were concentred in dichloromethane fraction which showed high toxicity against A. saline (LD50< µg mL-1) and high antiplasmodial activity (IC50 <10 µg mL-1), showing promising antimalarial activity. Of this fraction, the aromatic compound p-hydroxybenzaldehyde was isolated for the first time in this plant.

Composição química e valor nutricional para grandes herbívoros das folhas e frutos de aninga (Montrichardia linifera, Araceae) / Chemical composition and nutritional value of leaves and fruits of aninga (Montrichardia linifera, Araceae) for large herbivores

Montrichardia linifera (Araceae), conhecida popularmente como 'aninga', faz parte dos ecossistemas de várzea da Amazônia e da dieta natural de animais como peixe-boi, tartarugas, peixes, búfalo e gado. Com o objetivo de contribuir para o conhecimento químico e valor nutricional da mesma, folhas e frutos de M. linifera foram coletados às margens dos rios Guamá e Maratauíra, no Estado do Pará, Brasil. Em folhas e frutos foram realizadas análises de umidade, resíduo mineral fixo (cinzas), lipídios, proteínas, fibra bruta, concentração de carboidratos e valor calórico. A composição mineral (Ca, Mg, Cu, Fe, Zn e Mn) foi obtida por espectrometria de absorção atômica de chama. Observou-se que tanto as folhas quanto os frutos da aninga, apesar de calóricos (289,75 kcal e 355,12 kcal, respectivamente), possuem baixo valor protéico (0,44% e 0,24 %, respectivamente). As concentrações de manganês obtidas (folha = 3279,46 mg kg-1e fruto = 18151,53 mg kg-1) foram consideradas tóxicas, extrapolando o limite máximo tolerável para ruminantes (1000 mg kg-1). A M. linifera, tem capacidade de absorver e bioacumular grandes quantidades de Ca, Mg e Mn presentes no solo, o que torna inadequada a sua utilização exclusiva na alimentação de quelônios, bovinos e bubalinos, havendo necessidade de mais estudos para sua aplicação como parte da ração.

The aninga (Montrichardia linifera, Araceae) is often found in the floodplain ecosystems of the Amazon and is the natural diet of animals such as manatees, turtles, fish, buffalo and cattle. Aiming to contribute to the chemical knowledge and nutritional value of this plant, leaves and fruits of M. linifera were collected on the banks of the Guama and Maratauira rivers, Para State, Brazil. We determined the moisture content, ash mineral composition, lipids, protein, fiber, carbohydrate and caloric value of the fruits and leaves. The mineral composition (Ca, Mg, Cu, Fe, Zn and Mn) was obtained by flame atomic absorption spectrometry. The leaves and the fruits of M. linifera had caloric values of 289.75 kcal and 355.12 kcal, respectively; and a low protein concentration, 0.44% for leaves and 0.24% for fruits. Manganese concentrations were 3279.46 mg kg-1 for leaves and 18151.53 mg kg-1 for fruits. These Mn concentrations are considered toxic, as they exceed the maximum tolerable for the ruminants (1000 mg kg-1). The M. linifera has the capacity to absorb and bioaccumulate large amounts of Ca, Mg and Mn in the soil, which makes it inappropriate for exclusive use as food for turtles, cattle and buffaloes, requiring more studies for its application as part of the diet.

Potencial anti-Leishmania e imunomodulador dos extratos de Campsiandra laurifolia Benth. (Fabaceae) / Anti-Leishmania and immunomodulatory potential of extracts of Campsiandra laurifolia Benth. (Fabaceae)

Infusões das folhas, cascas e sementes de Campsiandra laurifolia Benth. (Fabaceae) são utilizadas por comunidade de negros descendentes de escravos (quilombolas) para o tratamento, principalmente, de leishmaniose cutânea (LC), feridas, úlceras e impigens. Extratos hidroalcóolicos e aquosos de C. laurifolia foram investigados para a atividade anti-Leishmania sobre promastigotas e amastigota de Leishmania (L.) amazonensis e resposta imunomoduladora: proliferação celular de esplenócitos e produção ON por macrófagos peritoniais de camundongos BALB/c. Os extratos hidroalcóolicos da casca e aquosos da folha e semente apresentaram reduzida atividade contra as formas amastigotas e promastigotas (<20 por cento) e o mesmo foi observado para a inibição da produção de ON por macrófagos ativados (<23 por cento). A maioria dos extratos revelou moderado potencial imunossupressor (32,6 por cento a 38,5 por cento), mas os extratos aquosos da semente (AS) inibiram em até 87 por cento o crescimento de esplenócitos de BALB/c estimulados com mitógenos. Tal atividade talvez explique a indicação quilombola de C. laurifolia para o tratamento de LC, pois o seu uso pode não estar associado majoritariamente com uma ação direta sobre o parasito, mas sim com uma atividade anti-inflamatória, de vez que, tal atividade diminui os danos teciduais causados pelo sistema imune em resposta à infecção e, consequentemente, ajuda na cicatrização das lesões leishmanióticas.

Infusions of leaves, bark and seeds of Campsiandra laurifolia Benth. (Fabaceae) are used by communities of African-American descendants of slaves (quilombolas) mainly for treatment of cutaneous Leishmaniasis (CL), wounds, ulcers and tinea. Hydroalcoholic and aqueous extracts of C. laurifolia were investigated for anti-Leishmania activity on promastigotes and amastigotes of Leishmania (L.) amazonensis and immunomodulatory responses, including cell proliferation of splenocytes and NO production by peritoneal macrophages from BALB/c mice. The hydroalcoholic extracts of the bark and the aqueous extracts of the leaves and seeds presented a reduced activity against amastigotes and promastigotes (<20 percent), and the same result was observed for the inhibition of NO production by activated macrophages (<23 percent). Most of the extracts displayed a moderate immunosuppressive potential (32.6 to 38.5 percent); on the other hand, the aqueous extracts of seeds inhibited up to 87 percent of the growth of splenocytes of BALB/c mice stimulated with mitogens. Such activity may explain the use of C. laurifolia for the treatment of CL by quilombolas. Its use may not be mainly associated with a direct action on the parasite but with an anti-inflammatory activity because such activity decreases the tissue damage caused by the immune system in response to the infection and, consequently, aids the healing process of Leishmanial lesions.