Ácido 15-desmetilisoplumierídeo, um novo iridóide isolado das cascas de Plumeria rubra e do látex de Himatanthus sucuuba

Barreto, Avertino; Amaral, Ana Cláudia F.; Silva, Jefferson Rocha de Andrade; Schripsema, Jan; Rezende, Cláudia M.; Pinto, Ângelo C.

doi:10.1590/s0100-40422007000500015

Cited by 12 publications

(5 citation statements)

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“…The lyophilized ethanol extract from H. articulatus stem barks was fractionated by re-extraction under reflux yielding three fractions: the dichloromethane, the ethyl acetate and the methanol fractions (Table 1 ). The ethyl acetate fraction presented an HPLC-DAD profile (Figure 2 C) suggestive of iridoids and, therefore, it was submitted to further fractionation affording sub-fraction 6-8 which was spectroscopically (UV, 1 H NMR, 13 C NMR, DEPT 135 and MS) characterized as plumieride (Table 2 and Figure 3 ), the major iridoid found in this plant species [ 19 , 20 , 36 ].…”

Section: Resultsmentioning

confidence: 99%

Anti-malarial activity and toxicity assessment of Himatanthus articulatus, a plant used to treat malaria in the Brazilian Amazon

Vale

Vilhena

Trindade

et al. 2015

Malar J

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BackgroundPlasmodium falciparum has become resistant to some of the available drugs. Several plant species are used for the treatment of malaria, such as Himatanthus articulatus in parts of Brazil. The present paper reports the phyto-chemistry, the anti-plasmodial and anti-malarial activity, as well as the toxicity of H. articulatus.MethodsEthanol and dichloromethane extracts were obtained from the powder of stem barks of H. articulatus and later fractionated and analysed. The anti-plasmodial activity was assessed against a chloroquine resistant strain P. falciparum (W2) in vitro, whilst in vivo anti-malarial activity against Plasmodium berghei (ANKA strain) was tested in mice, evaluating the role of oxidative stress (total antioxidant capacity - TEAC; lipid peroxidation – TBARS, and nitrites and nitrates - NN). In addition, cytotoxicity was evaluated using the HepG2 A16 cell-line. The acute oral and sub-chronic toxicity of the ethanol extract were evaluated in both male and female mice.ResultsPlumieride was isolated from the ethyl acetate fraction of ethanol extract, Only the dichloromethane extract was active against clone W2. Nevertheless, both extracts reduced parasitaemia in P. berghei-infected mice. Besides, a significant reduction in pulmonary and cerebral levels of NN (nitrites and nitrates) was found, as well as in pulmonary TBARS, indicating a reduced oxidative damage to these organs. The ethanol extract showed low cytotoxicity to HepG2 A16 cells in the concentrations used. No significant changes were observed in the in vivo toxicity studies.ConclusionsThe ethanol extract of H. articulatus proved to be promising as anti-malarial medicine and showed low toxicity.

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Section: Resultsmentioning

confidence: 99%

Anti-malarial activity and toxicity assessment of Himatanthus articulatus, a plant used to treat malaria in the Brazilian Amazon

Vale

Vilhena

Trindade

et al. 2015

Malar J

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“…O látex dessa planta apresenta alguns compostos, como iridóides (plumieride, isoplumieride) (BARRETO et al, 2007), terpenos (acetato de lupeol, α-amirina) (de MIRANDA et al, 2000), miscelaneous (cis-poliisoprene, arabinose, glicose, xilose) (SILVA et al, 2003) e compostos fenólicos (catecol, quercitrin) que apresentam propriedades biologicas interessantes como anti-inflamatória, anti-tumoral e analgésica (de MIRANDA et al, 2000).…”

Section: O Exigenteunclassified

Atividade Antifúngica De Extratos Orgânicos Do Isolado Juant028 No Controle De Fitopatógenos

Shiraishi¹,

Oliveira²,

Dekker³

et al. 2019

Impactos Das Tecnologias Nas Ciências Biológicas E Da Saúde 3

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“…Em outro estudo, realizado com o extrato aquoso, obtido por infusão das cascas de H. sucuuba, foi isolado e identificado o isoplumierídeo (FIGURA 1H) (9) . Do látex, isolou-se o ácido 15-desmetilisoplumierídeo (FIGURA 1I) (10) . O Plumeridóide C (FIGURA 1J) foi isolado a partir das cascas por meio de partição líquido-líquido, além de várias outras técnicas cromatográficas e cristalização (11) .…”

Section: Introductionunclassified

Estudo in silico das atividades de triterpenos e iridoides isolados de Himatanthus articulatus (Vahl) Woodson

Dolabela

Silva

Ohashi

et al. 2018

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O presente trabalho realizou estudos in silico para predição das atividades farmacocinética, toxicológica e biológica de triterpenos e iridoides isolados de Himatanthus articulatus, utilizada popularmente contra malária, afecções na pele, helmintíases, úlceras gástricas, gastrites, tumores e sífilis. As comparações foram realizadas através dos programas: ChemSketch, PreADMET e PASS online. As características físico-químicas dos compostos foram estimadas pelos servidores online Mcule property calculator e Chemicalize.org. Os resultados revelaram que os triterpenos e os iridoides não glicosilados (plumericina e isoplumericina) apresentaram absorção intestinal acima de 90%. Apenas a plumericina e a isoplumericina seguem a regra de Lipinsk, além de apresentarem atividade antineoplásica, antibacteriana e antifúngica. O cinamato de lupeol, cinamato de α-amirina e acetato de lupeol provavelmente atuam nos sinais e sintomas da malária, porém, o acetato de lupeol apresentou maior número de reações adversas. Todas as substâncias mostraram carcinogenicidade, mas apenas os triterpenos demonstraram mutagenicidade. Em termos farmacocinético, toxicológico e biológico, apenas a plumericina e a isoplumericina apresentaram resultados satisfatórios.

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Ácido 15-desmetilisoplumierídeo, um novo iridóide isolado das cascas de Plumeria rubra e do látex de Himatanthus sucuuba

Cited by 12 publications

References 10 publications

Anti-malarial activity and toxicity assessment of Himatanthus articulatus, a plant used to treat malaria in the Brazilian Amazon

Anti-malarial activity and toxicity assessment of Himatanthus articulatus, a plant used to treat malaria in the Brazilian Amazon

Atividade Antifúngica De Extratos Orgânicos Do Isolado Juant028 No Controle De Fitopatógenos

Estudo in silico das atividades de triterpenos e iridoides isolados de Himatanthus articulatus (Vahl) Woodson

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