Coclaurine from Ocotea duckei

Silva, I.G da; Barbosa-Filho, José Maria; Silva, M.S da; Lacerda, Caroline Dutra; Cunha, Emídio Vasconcelos Leitão da

doi:10.1016/s0305-1978(02)00024-8

Cited by 13 publications

(11 citation statements)

References 10 publications

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“…A morphoanatomical study of the leaves of Ocotea duckei was carried out in order to contribute to separate it from the other species of the same genus (Coutinho et al, 2006a,b). Previous reports on Ocotea duckei described the isolation of alkaloids Silva et al, 2002;Morais et al, 1998a) and lignoids (Morais et al, 1996;Morais et al, 1998b;Morais et al, 1999;Barbosa-Filho et al, 1999). Yangambin, the main lignoid isolated from this species has shown many pharmacological properties, such as: (a) a selective platelet activating factor (PAF) receptor antagonist, observed in several in vitro and in vivo experimental models (Castro-Faria-Neto et al, 1995a,b;Herbert et al, 1997), (b) an effective pharmacological agent against cardiovascular collapse and mortality in endotoxin shock Ribeiro et al, 1996;Araújo et al, 2001), (c) an anti-allergic effect (Serra et al, 1997), (d) increased sleeping time induced by pentobarbital and the blockage of convulsions induced by pentylenotetrazole (Almeida et al, 1995;Pachú et al, 1993), (e) yangambin was not mutagenic when tested using strains of Salmonella typhimurium (Marques et al, 2003), (f) topical treatment of eggs and fi rst instars with yangambin as well as feeding larvae with a yangambin-treated diet resulted in inhibition of postembryonic development, morphological alteration, and oviposition reduction (Cabral et al, 2007a,b), (g) yangambin presented antileishmanial activity against promastigotes forms of L. chagasi and L. amazonensis (Monte-Neto et al, 2007) and antimicrobial activity against Escherichia coli (Antunes et al, 2006).…”

Section: Introductionmentioning

confidence: 97%

GC-MS analysis and cardiovascular activity of the essential oil of Ocotea duckei

Barbosa-Filho¹,

Cunha²,

Dias³

et al. 2008

Rev. bras. farmacogn.

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RESUMO: "Análise CG-EM e atividade cardiovascular dos óleos essenciais de Ocotea duckei". O óleo essencial obtido da destilação por vapor de água das folhas, caule, raíz e frutos de Ocotea duckei teve sua composição química analisada através de CG-EM. A atividade farmacológica desses óleos também foi avaliada, mostrando signifi cantes efeitos cardiovasculares. Quarenta e nove substâncias foram identifi cadas, constituída por uma mistura complexa de monoterpenos (45%) e sesquiterpenos (55%). Os frutos forneceram (1,9%) mais óleo essencial do que os caules (1,0%), raízes (0,8%) e folhas (0,7%). O principal componente encontrado nas folhas foi o trans-cariofi leno (60,54%), nas cascas do caule, -eudesmol (27,51%) e nos frutos, dl-limoneno (30,12%). O componente predominante do óleo essencial das raízes foi elemol (24,31%). Em ratos normotensos, não anestesiados, o óleo essencial de diferentes partes de Ocotea duckei (folhas, frutos, caule e raiz) induziu signifi cante (p 0,05) hipotensão seguido de bradicardia. Unitermos:Ocotea duckei, Lauraceae, óleo essencial, análise CG-EM, atividade cardiovascular. ABSTRACT:The essential oils obtained by steam distillation from the roots, stems, leaves and fruits of Ocotea duckei had their composition analyzed by GC-MS. The pharmacological activity of these oils was also evaluated showing signifi cant cardiovascular effects. Forty-nine substances were identifi ed, consisting of a complex mixture of monoterpenes (45%) and sesquiterpenes (55%). The fruits yielded (1.9%) more essential oil than the stems (1.0%), roots (0.8%) and leaves (0.7%). The main component in the oil of the leaves was trans-caryophyllene (60.54%), in the stem bark -eudesmol (27.51%) and in the fruits, dl-limonene (30.12%). The predominant essential oil component in the roots was elemol (24.31%). In non-anaesthetized normotensive rats, the essential oils from different parts of Ocotea duckei (leaves, fruits, stem and roots) induced signifi cant (p < 0.05) hypotension followed by bradycardia.

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Section: Introductionmentioning

confidence: 97%

GC-MS analysis and cardiovascular activity of the essential oil of Ocotea duckei

Barbosa-Filho¹,

Cunha²,

Dias³

et al. 2008

Rev. bras. farmacogn.

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“…Chemical studies of the plant showed the presence of various groups of constituents such as, alkaloids (Silva et al, 2002;Dias et al, 2003, Morais et al 1998a), lignans and essential oils (Morais et al, 1996;Morais et al, 1998b;Morais et al, 1999;Barbosa-Filho et al, 1999). However, its most important constituent is yangambin, a lignan isolated from the leaves that has several pharmacological properties such as selective platelet activation (PAF) receptor antagonist (Castro-Faria-Neto et al, 1995a,b;Herbert et al, 1997); anti-allergic (Serra et al, 1997); analgesic (Almeida et al, 1995), and protective against cardiovascular collapse and anaphylactic shock Ribeiro et al, 1996;Araújo et al, 2001).…”

Section: Introductionmentioning

confidence: 99%

Morphoanatomical study of the leaves of Ocotea duckei Vattimo (Lauraceae-Lauroideae)

Coutinho¹,

Agra²,

Basílio³

et al. 2006

Rev. bras. farmacogn.

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RESUMO: "Estudo morfoanatômico das folhas de Ocotea duckei Vattimo (LauraceaeLauroideae)". Ocotea duckei Vattimo é uma espécie nativa do nordeste brasileiro, conhecida popularmente como "Louro-de-cheiro". É rica em alcalóides, lignanas e óleos essenciais. Um dos constituintes mais importantes obtidos de Ocotea duckei é iangambina, uma lignana furorânica, que têm demonstrado várias atividades farmacológicas como: antagonista do receptor do fator de agregação plaquetária (PAF), efeito protetor contra colapso cardiovascular e choque anafi lático, antialérgica, analgésica, anticonvulsivante e depressora do sistema nervosos central. O estudo morfo-anatômico das folhas de O. duckei foi realizado com o objetivo de contribuir com a sua identifi cação. O estudo morfológico foi realizado com auxílio de estereomicroscópio e através de observações de campo. O estudo anatômico foi feito a partir de cortes paradérmicos e transversais da folha (lâmina e pecíolo), descorados e corados com azul de astra e fucsina básica. As folha desta espécie são alternas, elípticas a oblongas, glabras, ápice agudo a acuminado e base aguda a ligeiramente atenuada. As características anatômicas principais são: epiderme uniestratifi cada, folha hipoestomática, com estômatos do tipo paracítico, mesofi lo dorsiventral, presença de células secretoras no parênquima e feixes vasculares colaterias.Unitermos: Ocotea duckei, Lauraceae, morfo-antomia, planta brasileira. ABSTRACT: Ocotea duckeiVattimo is a plant native of Northeastern Brazil and popularly know as "Louro-de-cheiro". It is rich in alkaloids, lignans and essential oils. One of the most important constituents found in Ocotea duckei is yangambin, a furofuran lignan having signifi cant pharmacological activities: as platelet activating factor (PAF) receptor antagonist, protective against cardiovascular collapse and anaphylactic shock, anti-allergic, analgesic, anti-convulsivant and as depressant of central nervous system. A morphoanatomical study of the leaves of O. duckei was carried out in order to contribute to separate its from the other species of the genus Ocotea, which would be helpful in its identifi cation. The morphological study was done with stereomicroscope and by fi eld observations. The anatomical studies were made by paradermic and transversal sections of leaves (blade and petiole), cleared and stained with Astrablue and basic Fuchsine. The leaves are alternate, leathery, elliptic to oblong, glabrous, acute to acuminate at the apex, and acute and lightly attenuate at the base. The main anatomical features are the epidermis unistratifi ed, the hypostomatic leaves with stomata of the paracytic type, mesophyll is dorsiventral with secretories cells in the parenchyma and collateral vascular bundles.

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“…4 O. lancifolia is used as antiparasitic, and O. caparrapi is used to treat insect bites, snake bites, bronchitis, and cancerous tumors. 5,6 Chemically, the Ocotea genus is known mainly as a source of metabolites type furofuran 7 and tetrahydrofuran lignans, 8 bicyclo[3.2.1] octane 9 and benzofuran neolignans, 10 and benzylisoquinoline 11 and aporphine alkaloids. 5 In previous studies, four aporphine alkaloids from wood of Ocotea macrophylla were isolated and identified as nantenine, glaucine, isocorydine and dehydronantenine.…”

Section: Introductionmentioning

confidence: 99%

Aporphine alkaloids from Ocotea macrophylla (Lauraceae)

Pabón

Cuca

2010

Quím. Nova

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Recebido em 26/6/09; aceito em 6/11/09; publicado na web em 10/3/10 Four aporphine alkaloids from the wood of Ocotea macrophylla (Lauraceae) were isolated and characterized as (S)-3-methoxynordomesticine (1), (S)-N-ethoxycarbonyl-3-methoxy-nordomesticine (2), (S)-N-formyl-3-methoxy-nordomesticine (3) and (S)-N-methoxycarbonyl-3-methoxy-nordomesticine (4); alkaloids 2-4 are being report for the first time. The structure the isolated compounds were determined based on their spectral data and by comparison of their spectral data with values described in literature. The alkaloid fraction and compound 1 showed antifungal activity against Fusarium oxysporum f. sp. lycopersici and also compound 1 showed antimicrobial activity towards Staphylococcus aureus, Enterococcus faecalis as well.

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Coclaurine from Ocotea duckei

Cited by 13 publications

References 10 publications

GC-MS analysis and cardiovascular activity of the essential oil of Ocotea duckei

GC-MS analysis and cardiovascular activity of the essential oil of Ocotea duckei

Morphoanatomical study of the leaves of Ocotea duckei Vattimo (Lauraceae-Lauroideae)

Aporphine alkaloids from Ocotea macrophylla (Lauraceae)

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