Dehydroocoteine and didehydroocoteine fromOcotea puberula

Baralle, Francisco E.; Schvarzberg, N.; Vernengo, Marcelo J.; Comin, J.

doi:10.1007/bf01924914

Cited by 10 publications

(5 citation statements)

References 6 publications

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“…8), dicentrine-N-oxide (73), dehydroocoteine (74), didehydroocoteine (75) and 3-hydroxydicentrine (76). 69,[79][80][81] Further studies on the seedling leaves of Ocotea puberula have yielded dicentrine (9), boldine (12), leucoxine (36) and isodomesticine (72), in concentrations higher than those observed in the leaves of adult individuals. 29 The methanolic extract of O. leucoxylon yielded dicentrinone (22) as the major alkaloid besides dicentrine ( 9) and leucoxylonine (51).…”

Section: Isoquinoline Alkaloidsmentioning

confidence: 99%

Lauraceae alkaloids

Custódio

Veiga

2014

RSC Adv.

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Section: Isoquinoline Alkaloidsmentioning

confidence: 99%

Lauraceae alkaloids

Custódio

Veiga

2014

RSC Adv.

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“…Em O. puberula, foram isolados quatro alcalóides aporfínicos, a ocoteína (Jacobucci, 1954), a deidroocoteína, a dideidroocoteína (Baralle et al, 1972) e a talicminina (Baralle et al, 1973). A análise por GC/MS-MSD revelou a presença de espatulenol (15,73%), 2--pineno (9,70%), biciclogermacreno (9,38%), germacreno D (6,62%), -pineno (6,26%), trans-muurolol (5,72%), limoneno (5,50%), nerolidol (4,42%), calareno (3,64%) e delta-cadineno (3,08%), como sendo os principais componentes do óleo essencial extraído das cascas da espécie (Farago, 2002).…”

Section: Introductionunclassified

Análise morfoanatômica de folhas de Ocotea puberula (Rich.) Nees, Lauraceae

Farago¹,

Budel²,

Duarte³

et al. 2005

Rev. bras. farmacogn.

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RESUMO:Ocotea puberula (Rich.) Nees é uma espécie arbórea nativa, que ocorre por toda a América tropical e subtropical, em quase todas as formações fl orestais. É conhecida como guaicá, canela-guaicá e canela-sebo, sendo utilizada por comunidades indígenas no tratamento de tumores e afecções da pele. Este trabalho analisou a morfoanatomia das folhas da espécie, a fi m de fornecer subsídios anatômicos à sua identifi cação. O material botânico foi fi xado e submetido a técnicas usuais de microscopia fotônica e eletrônica de varredura. As folhas são alternas, simples, inteiras, elípticas ou elíptico-lanceoladas e revolutas na base. A anatomia foliar revela a ocorrência de estômatos paracíticos e tricomas tectores unicelulares na face abaxial, mesofi lo dorsiventral, nervura mediana biconvexa, com sistema vascular constituído de feixe único do tipo colateral em arco aberto. Na estrutura anatômica da folha, são observadas células secretoras de substâncias lipofílicas e mucilaginosas. Unitermos:Ocotea puberula, Lauraceae, morfoanatomia.ABSTRACT: "Leaf morpho-anatomical analysis of Ocotea puberula (Rich.) Nees, Lauraceae". Ocotea puberula (Rich.) Nees is a native woody species. It occurs all over tropical and subtropical America, in almost all the forest formations. It is known as guaicá, canela-guaicá and canelasebo, being used by indigenous communities to treat skin diseases and tumours. This work has analysed the leaf morpho-anatomy of the species, in order to supply anatomical information for its identifi cation. The botanical material was fi xed and prepared according to usual optical and scanning microtechniques. The leaves are alternate, simple, entire, elliptical or elliptical-lanceolate and revolute at the base. The leaf anatomy shows paracytic stomata and unicellular non-glandular trichomes on the abaxial surface, dorsiventral mesophyll and biconvex midrib consisting of a collateral bundle in open arc. Oil and mucilage cells are found in leaf anatomical structure.

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“…Ethnobotanical studies describe the use of O. puberula for the treatment of skin diseases and wounds [7] . Different aporphine alkaloids have been isolated from O. puberula , [8–12] and some of these have already shown antiparasitic activity such as isodomesticin, dicentrinone, and N ‐methylglaucine with antileishmanial properties, [13] as well as ocotein, dehydroocotein, and talicmine with antiplasmodial activity [14] . Concerning the potential of alkaloids isolated from O. puberula against T. cruzi , there is one recent report describing the effect of dicentrinone against trypomastigote forms of parasite and its effect on lipid biological surfaces [8] …”

Section: Introductionmentioning

confidence: 99%

Aporphine Alkaloids from Ocotea puberula with Anti‐Trypanosoma Cruzi Potential – Activity of Dicentrine‐β‐N‐Oxide in the Plasma Membrane Electric Potentials

Barbosa

Costa-Silva

Conserva

et al. 2021

Chemistry & Biodiversity

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One new aporphine, dicentrine‐β‐N‐oxide (1), together with five related known alkaloids dehydrodicentrine (2), predicentrine (3), N‐methyllaurotetanine (4), cassythicine (5), and dicentrine (6) were isolated from the leaves of Ocotea puberula (Lauraceae). Antiprotozoal activity of the isolated compounds was evaluated in vitro against trypomastigote forms of Trypanosoma cruzi. Among the tested compounds, alkaloid 1 exhibited higher potential with EC50 value of 18.2 μM and reduced toxicity against NCTC cells (CC50>200 μM – SI>11.0), similar to positive control benznidazole (EC50 of 17.7 μM and SI=10.7). Considering the promising results of dicentrine‐β‐N‐oxide (1) against trypomastigotes, the mechanism of parasite death caused by this alkaloid was investigated. As observed, this compound reached the plasma membrane electric potential directly after 2 h of incubation and triggered mitochondrial depolarization, which probably leads to trypomastigote death. Therefore, dicentrine‐β‐N‐oxide (1), reported for the first time in this work, can contribute to future works for the development of new trypanocidal agents.

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Dehydroocoteine and didehydroocoteine fromOcotea puberula

Cited by 10 publications

References 6 publications

Lauraceae alkaloids

Lauraceae alkaloids

Análise morfoanatômica de folhas de Ocotea puberula (Rich.) Nees, Lauraceae

Aporphine Alkaloids from Ocotea puberula with Anti‐Trypanosoma Cruzi Potential – Activity of Dicentrine‐β‐N‐Oxide in the Plasma Membrane Electric Potentials

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