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Scutellaria agrestis é utilizada por comunidades ribeirinhas do Amazonas principalmente para o tratamento de otites por via tópica utilizando-se o extrato bruto obtido por maceração. O presente trabalho visou investigar preliminarmente o perfil fitoquímico, a segurança toxicológica e as ações analgésica, anti-inflamatória e antiedematogência do extrato aquoso das folhas de S. agrestis. Foram coletados 80 indivíduos da espécie no horto medicinal da Universidade Nilton Lins, Manaus, Brasil. O perfil fitoquímico foi obtido por meio de prospecção da droga vegetal para heterosídeos cianogênicos, terpenos, compostos fenólicos e alcaloides. A toxicologia foi avaliada pelo teste de toxicidade aguda. As atividades analgésicas/ anti-inflamatórias foram analisadas por meio dos testes de formalina em camundongos e a atividade antiedematogência, pelo teste de edema de pata em ratos. Os metabólitos detectados foram fenóis (taninos hidrolisáveis, cumarinas e várias classes de flavonoides) e terpenos (esteroides livres, saponinas). Não foi possível estabelecer DL50, haja visto que o extrato não provocou a morte de nenhum animal durante o teste de toxicidade aguda, provavelmente devido à ausência de heterosídeos cianogênicos na sua composição. Apesar de não provocar morte, considerou-se que o extrato apresenta uma discreta toxicidade, uma vez que foi observada a ocorrência de espasmos na primeira hora de observação dos animais. O extrato apresentou ainda efeito analgésico e anti-inflamatório significativo nas doses de 30, 100 e 300 mg/kg pelo teste da formalina, sendo o resultado na maior dose equivalente ao obtido com a droga padrão (fentanil). No entanto, não observamos efeito antiedematogênico nas doses testadas durante as 5 horas de registro do edema de pata. Os resultados obtidos nesta pesquisa conferem base científica preliminar quanto à segurança e ao efeito analgésico e antiinflamatório da droga vegetal, o que indica que tal espécie é promissora e expressamente recomendada para maiores estudos farmacológicos in vitro e in vivo. The Scutellaria agrestis is used by Amazonas riverine communities, especially for otitis externa topical treatment, by using the crude extract obtained by maceration. This study aimed to investigate the preliminary phytochemical profile, the safety/toxicity and the analgesic, anti-inflammatory and antiedematogenic activities of the aqueous extract of the S. agrestis leaves. Eighty individuals were collected at the Nilton Lins University medicinal garden, Manaus, Brazil. The phytochemical profile was obtained through a plant drug survey for cyanogenic heterosides, terpenes, alkaloids and phenolic compounds. The extract safety was evaluated by acute toxicity test. Analgesic and anti-inflammatory activities were accessed using formalin test in mice and the antiedematogenic activity, using paw edema test in mice. We detected phenolic (hydrolysable tannins, coumarins and several classes of flavonoids) and terpenoid (free steroids, saponins) metabolites. We could not establish LD50 because no animals died during the acute toxicity test, probably because of the absence of cyanogenic glycosides on the composition of the extract. However, we found that the extract is slightly toxic as animal spasms were observed in the first hour of the test. The extract showed significant analgesic and anti-inflammatory activity on the formalin test (30, 100 and 300 mg/kg p.o.), and the highest dose result was equivalent to the standard drug (Fentanyl). However, no significant antiedematogenic effect was observed during the paw edema test. The results obtained in this study provide preliminary scientific basis about the safety and analgesic/anti-inflammatory actions of the aqueous extract of S. agrestis, which indicates that this species is a promising option for further in vitro and in vivo pharmacological studies.

Essential oils are alternativeto control pathogenic agents, agricultural pests and weeds, with the use of pesticides in agriculture has been an important tool in the control of many pathogenic microorganisms and plants to increase production, but the indiscriminate use of these chemicals has negatively affected the environment and human health. It has been researched lately , demand for new plants with metabolic molecules such as terpenes, alkaloids and phenolic com pounds, in effect; bioinsecticide, biofungicide bioherbicida and plants that can replace chemicals or with low or no residual power and reduce the impact to environment, this manuscript aims to give a comprehensive explanation on the importance of essential oils and their secondary metabolites in plant defense. The use of plants with insecticidal properties, fungicide and herbicide, shows a high potential of this tool in the management of pests, diseases and weeds. For the final insertion and safe botanical products in agriculture, however, more studies are still needed., Os óleos essenciais são uma alternativa para controle de agentes fitopatogênicos, pragas agrícolas e plantas infestantes,com uso de grotóxicos na agricultura tem sido uma ferramenta importante no controle de muitos microorganismos patogênicos em plantas e no aumento da produção, contudo o uso indiscriminado desses produtos químicos tem afetado negativamente ao ambiente e a saúde humana. Tem se pesquisado ultimamente, a procura de plantas com novas moléculas metabólicas como os terpenos, compostos fenólicos e alcalóides, com efeito; bioinseticida, biofungicida e bioherbicida em plantas que podem substituir os produtos químicos ou com baixo ou nulo poder residual e diminuir o impacto ao ambiente,esse manuscrito tem o objetivo de dar uma explanação sobre a importância dos óleos essenciais e seus metabólitos secundários na defesa de plantas. O uso de plantas com propriedades inseticidas, antifúngica e herbicida, evidencia um alto potencial dessa ferramenta no manejo de pragas, doenças e plantas daninhas. Para a inserção definitiva e segura de produtos botânicos na agricultura, entretanto mais estudos ainda são necessários.

A new sesquiterpene and twelve known compounds comprising eight flavonoids and four terpenoids, were isolated from the leaves, stems, roots and exudate of Croton muscicarpa Müll. Arg.. Their structures were identified as the terpenoids 6α-methoxy-cyperene, dammaradienol, squalene, acetyl aleuritolic acid and spathulenol, and as the flavonoids retusin, 3,7,4'-trimethoxy kaempferol, ombuine, pachipodol, kaempferol, casticin, 5-hydroxy-3,6,7,4'-tetramethoxyflavone and artemetin. All isolated compounds were characterized based on IR, MS, ¹H and 13C NMR, including 2D analyses (COSY, HSQC, HMBC, NOESY) and comparison with data from the literature.

The chemical investigation of the stem EtOH extract of S. buddleifolium resulted in the isolation of terpenoids, amides, lignans and a steroidal alkaloid. Based on HRMS, IR and ¹H and 13C NMR data analysis, the structures of the isolated compounds were identified as: 13-hydroxysolavetivone, betulinic acid, N-trans-caffeoyltyramine, N-trans-feruloyldopamine, N-trans-p-cumaroyltyramine, N-trans-feruloyltyramine, N-trans-feruloyl3'-O-methoxydopamine, alangilignoside C, isolariciresinol, polistachiol, (+)-(8R,7'S,8'S)-3α-O-(β-D-glucopiranosyl)-lioniresinol, (-)-(8S,7'R,8'R)-3α-O-(β-D-glucopiranosyl)-lioniresinol and solamargine. The occurrence of terpenoids and amides is common in Solanum, unlike lignans which are rare. The isolated lignans described in this work are reported for the first time in the genus Solanum.

INTRODUÇÃO: Dengue é um importante problema de saúde pública, em vários países, e tem como principal vetor o Aedes aegypti, mosquito mais adaptado às áreas urbanizadas. Apresenta-se, pela primeira vez, as alterações ultraestruturais em larvas de 3º estádio, desse mosquito, causadas pelos larvicidas naturais, um diterpeno labdano, extraído de Copaifera reticulata, e uma fração rica em taninos catéquicos, extraída de Magonia pubescens, evidenciando o mecanismo de ação dessas substâncias. MÉTODOS: Os experimentos foram realizados com larvas de 3º estádio em solução de 0,9ppm, do diterpeno (3-β-acetoxylabdan-8(17)-13-dien-15-óico) e de 3,7ppm, da fração majoritária de tanino catéquico de massa molecular 864Da. Obtiveram-se as substâncias através de fracionamentos cromatográficos sucessivos, identificadas por ressonância magnética nuclear de hidrogênio e espectrometria de massas. As larvas que atingiram estado letárgico foram coletadas e dissecadas e seus tubos digestórios fixados, desidratados, emblocados e polimerizados. Cortes ultrafinos foram feitos e contrastados com acetato de uranila 3% e citrato de chumbo, posteriormente, levados ao microscópio eletrônico. RESULTADOS: As principais alterações ultraestruturais provocadas pelos diterpeno e tanino sobre larvas de Aedes aegypti foram vacuolização citoplasmática, desorganização e degeneração celular, mudança estrutural dos microvilos e deslocamento das células da lâmina basal. CONCLUSÕES: O diterpeno e a fração rica em taninos catéquicos provocaram a morte das larvas de Aedes aegypti através da destruição celular no intestino médio. INTRODUCTION: Dengue is an important public health problem in many countries and its main vector Aedes aegypti, is the mosquito most adapted to urban areas. For the first time, the mechanism of action of labdane diterpenoid extracted from Copaifera reticulata and the fraction enriched of catechin tannins extracted from Magonia pubescens is demonstrated through ultrastructural alterations of Aedes aegypti larvae. METHODS: Experiments were performed using a 0.9ppm solution of diterpenoid and 3.7ppm of the fraction as the main catechin tannin of molecular mass 846Da. The compounds were obtained by thin layer chromatography and identified by nuclear magnetic resonance of hydrogen and mass spectrometry. Larvae that achieved lethargic state were collected and dissected. Next, they were contrasted with 1% uranyl acetate, dehydrated, embedded and polymerized. Ultrathin sections were made, mixed with 3% uranyl acetate and lead citrate and placed in an electron microscope. RESULTS: The main ultrastructural alterations caused by the diterpenoid and by tanins in larvae of Aedes aegypti were: cytoplasmic vacuolation, alteration of microvilli, cellular aging, cell disruption and degeneration, formation of secretion vesicles and structural changes in microvilli, irregular nuclei and displacement of cells in the basal lamina. CONCLUSIONS: The fraction containing tannins and the diterpenoid caused the death of Aedes aegypti larvae by cell destruction in the midgut.

Hyptidendron canum (Pohl ex Benth.) Harley, Lamiaceae, é utilizada popularmente como antimalárica, antiinflamatória, antiulcerativa, anti-hepatotóxica e anticancerígena. O objetivo deste trabalho foi realizar o estudo morfo-anatômico das folhas e caules e identificar as principais classes de metabólitos secundários presentes nas folhas de H. canum, dados ainda não descritos na literatura. As folhas e caules jovens coletados em Goiânia (GO) foram seccionados à mão livre e preparados para análise microscópica. Foram realizadas reações de identificação de metabólitos secundários do material dessecado e pulverizado. Preparou-se o extrato etanólico bruto, que posteriormente foi fracionado por partição líquido-líquido com hexano, clorofórmio e acetato de etila. As frações foram submetidas à análise cromatográfica em camada delgada (CCD). As lâminas foliares apresentam epiderme adaxial constituída por células poligonais com parede reta. Na epiderme abaxial observam-se células com parede reta a ondulada e estômatos diacíticos e anisocíticos. Tricomas tectores e glandulares estão presente em ambas as faces da lâmina foliar. O pecíolo apresenta aspecto canaletado, epiderme adaxial e abaxial unisseriada. O caule, em secção transversal possui contorno em geral quadrangular, com presença de tricomas tectores e glandulares. As reações e a CCD das folhas evidenciaram a presença de flavonóides, saponinas, terpenos e lignanas. Este trabalho contribuiu para um maior conhecimento da morfo-anatomia e das classes químicas presentes em H. canum. Hyptidendron canum(Pohl ex Benth.) Harley, Lamiaceae, is popularly used as an antimalarial, anti-inflammatory, antiulcerative, antihepatotoxic and anticancer agent. The goal of this research was to perform the morphoanatomy study of H. canumleaves and stem and identify the main classes of secondary metabolites present in the of H. canumleaves. Such data have not been reported in the literature. The young leaves and stems were collected in Goiânia (GO), hand sectioned and prepared for microscope analysis. Reactions were performed for the identification of secondary metabolites of the dried and pulverized material. The crude ethanol extract was prepared and then fractioned by liquid-liquid partition with hexane, chloroform and ethyl acetate. Thin layer chromatography (TLC) analysis was performed on the fractions. The leaf blades presented adaxial epidermis constituted of polygonal cells with straight walls. On the abaxial epidermis cells with straight to wavy walls and diacytic and anisocytic stomates were noted. Non-glandular and glandular trichomes are present on both faces of the leaf blade. The petiole is grooved, and it presents single layered adaxial and abaxial epidermis. The cross section of the stem presents a generally quadrangular contour with the presence of non-glandular and glandular trichomes. The leaf reactions and TLC evidenced the presence of flavonoids, saponins, terpenes and lignanes. This works helps to increase knowledge of the morphoanatomy and the chemical classes present in H. canum.

Este artigo descreve o isolamento dos triterpenos lupeol, taraxerol, lupen-3-ona e esqualeno obtido do extrato diclorometânico das folhas da espécie Minquartia guianensis Aubl., pertencente à família Olacaceae. Estes terpenóides foram isolados através de técnicas cromatográficas e identificados utilizando Ressonância Magnética Nuclear (RMN) de ¹H e de 13C. Na literatura disponível, este é o primeiro relato destes triterpenos em M. guianensis. This article describes the isolation of the triterpenes lupeol, taraxerol, lupen-3-one and squalene from the dichloromethane extract of the leaves of Minquartia guianensis Aubl. belonging to the Olacaceae family. These terpenoids were isolated through chromatographic techniques and identified using ¹H and 13C Nuclear Magnetic Resonance (NMR). At the best of our knowledge, this is the first report of these triterpenes in M. guianensis.

The phytochemical investigation of Coussarea platyphylla led to the isolation of triterpenes betulonic and betulinic acid, monoterpenes monotropein and monotropein salt, the diterpene trans-phytol and esteroids. The structures of the isolated compounds were assigned on the basis of spectroscopic data, including two-dimensional NMR methods. The antiproliferative properties against human cancer cell lines and molluscicidal activity against Biomphalaria glabrata of the crude methanolic extract and of its fractions were investigated.

The terpenoid composition of seven amber samples from Araripe Basin (Santana Formation, Crato Member) has been analyzed by gas chromatography-mass spectrometry to determine their botanical origin. The diterpenoids, which have been identified in the fossil resin extracts are derived primarily from the abietane class, e.g., dehydroabietane, 4-epidehydroabietol, 16,17,18-trisnorabieta-8,11,13-triene, 7-oxo-16,17,19-trisnorabieta-8,11,13-trieno, dehydroabietic acid, ferruginol, hinokiol and hinokione. Their composition is certainly typical for conifers, and angiosperms can be excluded as the botanical source, as no triterpene was identified. The terpenoid characteristics strongly support a relationship to the Araucariaceae or Podocarpaceae families. In addition, the fossil record of the embedding sediments (pollen and fossil leaves) also supports the proposal of these paleobotanical origins for the ambers.

The effect of the maturation stages on the volatile chemical composition of mango fruit cv. Tommy Atkins, cultivated in Sao Francisco Valley, was investigated using SPME. GC/MS and GC-FID analysis allowed the identification of 32 compounds, consisting mainly of monoterpenes. δ-3-Carene was the major component in all the stages, while α-terpinolene, trans-β-caryophyllene e α-pinene succeded each other as the second most abundant constituent, during the ripening. The aroma of the ripe fruit was characterized by presence of short-chain ethyl esters (C2-C6), whereas the green mango contained the highest concentration of δ-3-carene. Furthermore, some terpenes were detected exclusively at one of the stages.

A separação cromatográfica do extrato hexânico e da fase em CH2Cl2 do extrato etanólico das folhas de Murraya paniculata resultou no isolamento de um triterpeno (24-metileno-cicloartan-3β-ol), um fenilpropanóide (cafeato de metila) e sete cumarinas preniladas [isomeranzina, acetato de murranganona, murrayatina, murrangatina, hidrato de meranzina, febalosina e murranganona]. Dentre as substâncias isoladas, as cumarinas foram detectadas anteriormente em M. paniculata ao passo que 24-metileno-cicloartan-3β-ol e cafeato de metila estão sendo descritos pela primeira vez no gênero Murraya. Os extratos e frações além das substâncias puras foram submetidos à avaliação do potencial antimicrobiano frente à Staphylococcus aureus e Escherichia coli indicando que somente a cumarina hidrato de meranzina mostrou fraca atividade. Chromatographic separation of the hexane extract and the CH2Cl2 phase from the ethanol extract from leaves of Murraya paniculata yielded one triterpenoid (24-methylene-cycloartan-3β-ol), one phenylpropanoid (methyl caffeate) and seven coumarins [isomeranzine, murranganone acetate, murrayatine, murrangatine, meranzine hydrate, phebalosine and murranganone]. All the isolated coumarins were previously obtained from M. paniculata while 24-methylene-cycloartan-3β-ol and methyl caffeate have been described for first time in the Murraya genus. The crude extracts, fractions and pure substances were submitted to evaluation of antimicrobial potential against Staphylococcus aureus and Escherichia coli which indicated that the coumarin meranzine hydrate showed weak activity.

Própolis é uma mistura complexa, formada por material resinoso e balsâmico. Sua composição química é complexa e variada, estando relacionada com a flora de cada região visitada pelas abelhas e com o período de coleta da resina. Inclui flavonóides, ácidos aromáticos, terpenóides e fenilpropanóides, ácidos graxos e vários outros compostos. A própolis tem sido objeto de intensos estudos farmacológicos e químicos nos últimos 30 anos. Em várias partes do mundo é indicada para melhorar a saúde e prevenir doenças. Atualmente, é disponível em várias formas farmacêuticas como cápsulas, extratos, enxaguatório bucal, na forma de pó, entre outras. Ainda são necessários estudos correlacionando a composição química com a atividade biológica, definindo cada tipo de própolis com a sua aplicação terapêutica. É uma tarefa imprescindível para um mercado cada vez maior e exigente em todo o mundo. Propolis (bee glue) is a complex mixture, formed by resinous and balsamic material. Its chemical composition is variable and complex, being related with the flora of each region visited by the bees and with the period of resins collection. Flavonoids, aromatic acids, terpenoids and phenylpropanoids, fatty acids, and other compounds are found in propolis. In the last 30 years, propolis has become subject of intense pharmacological and chemical studies. In different parts of the world it is indicated to improve health and prevent illnesses. Currently, it is available in some pharmaceutical forms as capsules, extracts, mouthrinses, powder form, among others. Indeed, studies correlating the chemical composition with the biological activity are necessary, defining each type of propolis with its therapeutic application. It is an essential task for a market ever bigger and demanding in the whole word.

Phytochemical investigation of this species, popularly known as tinguaciba and used in traditional medicine to various diseases, resulted in the isolation of 15 substances: 2 alkaloids - norchelerythrine and arnottianamide; 1 lignan - sesamin; 4 terpenoids - citronellyl acetate, lupeol, α-bisabolol and spatulenol; 5 coumarins described for the first time - xanthotoxin, isopimpinelin, O-prenylumbelliferone, imperatorin and aurapten, 1 protoalkaloid - methyl N-methylanthranilate and 2 steroids - stigmasterol and β-sitosterol. The structures of the compounds were elucidated by spectroscopic analyses and compared with literature data.

Cissus verticillata L. (Vitaceae) tem sido empregada popularmente como anti-diabética. Nessa espécie foi também detectada atividade fungitóxica. O objetivo do presente trabalho foi realizar a identificação dos compostos fungitóxicos em extratos de folhas. O extrato etanólico foi submetido a fracionamento com solventes de diferentes polaridades (hexano, clorofórmio, acetato de etila e butanol) e seu efeito antifúngico foi analisado frente a Cladosporium sphaerospermum. Os extratos em clorofórmio e acetato de etila mostraram atividade, e foram fracionados por cromatografia em coluna e cromatografia preparativa em placas de sílica, respectivamente. Três terpenóides foram isolados do extrato em clorofórmio; um deles foi identificado, por análise em CG-EM, como um sesquiterpeno, o biciclogermacreno. O composto ativo do extrato em acetato de etila foi identificado, por análises em CLAE, como o estilbeno resveratrol. Cissus verticillata L. (Vitaceae) is popularly employed as hypoglicemic and it shows fungitoxic activity. This work aims at identification of fungitoxic compounds on extracts of leaves. The ethanol extract was partitioned using solvents of different polarities (hexane, chloroform, ethyl acetate and butanol) and its fungitoxic activity was analysed upon Cladosporium sphaerospermum. The chloroform and ethyl acetate extracts showed activity and they were fractionated by column chromatography and preparative TLC, respectively. Three terpenoids were isolated from the chloroform extract, one of them identified by GLC-MS analysis as sesquiterpene bicyclogermacrene. The active compound of the ethyl acetate extract was identified by HPLC analyses as stilbene resveratrol.

Four known alkaloids, uleine, epiuleine, apparicine and desmethyluleine, besides the isoprenoids lupeol and stigmasterol were isolated from the stem bark of Aspidosperma parvifolium. Their identification was based on spectroscopic analysis (UV, IR, 1H-NMR, 13C-NMR, MS). The chromatographic profile of the ethanolic extract was obtained by HPLC and uleine, epiuleine and apparicine were identified in the extract.

In an ethanolic extract of leaves of Ottonia corcovadensis (Piperaceae) were identified sixteen terpenoids of essential oil and the three flavonoids 3',4',5,5',7-pentamethoxyflavone (1), 3',4',5,7-tetramethoxyflavone (2) and 5-hydroxy-3',4',5',7-tetramethoxyflavone (3) and cafeic acid (4). Two amides (5 and 6) were isolated from an ethanolic extract of the roots. The structures were established by spectral analysis, meanly NMR (1D and 2D) and mass spectra. Extensive NMR analysis was also used to complete 1H and 13C chemical shift assignments of the flavonoids and amides. The components of the essential oil were identified by computer library search, retention indices and visual interpretation of mass spectra.

Chemical investigation of the leaves of Alchornea glandulosa (Euphorbiaceae) afforded a mixture of b-sitosterol and stigmasterol, the terpenoid loliolide, the guanidine alkaloid N-1,N-2,N-3-triisopentenylguanidine and the phenolic compound corilagin. The structures of these compounds were elucidated by spectroscopic analysis. The antimicrobial and antiproliferative properties of the crude methanolic extract of the leaves and of fractions from its fractionation, were investigated against a series of bacteria and fungi, as well as against four human cancer cell lines.

Submitted by Guilherme Lemeszenski (guilherme@nead.unesp.br) on 2013-08-22T18:48:30Z No. of bitstreams: 1 S0100-40422003000300017.pdf: 1235353 bytes, checksum: 513c5a0ee8b7bfde18670b97d46b04d2 (MD5) Made available in DSpace on 2013-08-22T18:48:30Z (GMT). No. of bitstreams: 1 S0100-40422003000300017.pdf: 1235353 bytes, checksum: 513c5a0ee8b7bfde18670b97d46b04d2 (MD5) Previous issue date: 2003-05-01 Made available in DSpace on 2013-09-30T19:38:27Z (GMT). No. of bitstreams: 2 S0100-40422003000300017.pdf: 1235353 bytes, checksum: 513c5a0ee8b7bfde18670b97d46b04d2 (MD5) S0100-40422003000300017.pdf.txt: 48210 bytes, checksum: 3e67fd5abbd61573874a7446f3c79476 (MD5) Previous issue date: 2003-05-01 Submitted by Vitor Silverio Rodrigues (vitorsrodrigues@reitoria.unesp.br) on 2014-05-20T15:10:19Z No. of bitstreams: 2 S0100-40422003000300017.pdf: 1235353 bytes, checksum: 513c5a0ee8b7bfde18670b97d46b04d2 (MD5) S0100-40422003000300017.pdf.txt: 48210 bytes, checksum: 3e67fd5abbd61573874a7446f3c79476 (MD5) Made available in DSpace on 2014-05-20T15:10:19Z (GMT). No. of bitstreams: 2 S0100-40422003000300017.pdf: 1235353 bytes, checksum: 513c5a0ee8b7bfde18670b97d46b04d2 (MD5) S0100-40422003000300017.pdf.txt: 48210 bytes, checksum: 3e67fd5abbd61573874a7446f3c79476 (MD5) Previous issue date: 2003-05-01 Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Many substances from different sources have been used by men for decades to control insects. After the 2nd World War, the use of inorganic compounds have declined drastically and natural products, as well as synthetic derivatives, have been widely used instead. The search for natural alternatives have improved the development of bench top bioassays and an array of synthetic approaches for known and novel natural products that shows relevant activities as feeding supressors and deterrents. The studies concerning mode of action and environmental impact of these substances, that may be biodegradable and selective for undesired insects, had led to the evaluation and discovery of a number of molecules, mostly terpenoids and alkaloids, that are well reported as candidates for inseticidal compounds that could be an effective alternative for insects control with a lower impact on human health, household animals and the environment. Universidade Estadual Paulista Júlio de Mesquita Filho Instituto de Química Universidade Estadual Paulista Júlio de Mesquita Filho Instituto de Química

Phytochemical investigation of the leaves and branches of a specimen of Ouratea semiserrata led to the isolation and characterization of ent-16alpha,17-dihydroxykauran-19-oic acid, along with other natural products. This diterpenoid and its derivatives were used to unambiguous ¹H and 13C chemical shifts assignments and to indicate some mistake data described in the literature as consequence mainly of the stereochemicals of the chiral carbons C-4 and C-16. The HRMS spectra were also analysed.