Neolignans from plants in northeastern Brazil (Lauraceae) with activity against Trypanosoma cruzi

Cabral, Marise M. O.; Barbosa-Filho, José Maria; Maia, Gabriela L. A.; Chaves, M.C.O.; Braga, Marina Vianna; Souza, Wanderley de; Soares, Renata Oliveira

doi:10.1016/j.exppara.2009.11.007

Cited by 45 publications

(28 citation statements)

References 47 publications

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“…The botanical material was identified at Hamburg University, Germany, by Prof. Klaus Kubitzhi, and the neolignan burchellin (Figure 1) was purified from aerial parts of O. cymbarum [22]. A specimen from a small island of the lower Rio Negro, Amazonas, was collected and identified by Prof. K. Kubitzki, Hamburg.…”

Section: Methodsmentioning

confidence: 99%

Burchellin: study of bioactivity against Aedes aegypti

et al. 2014

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BackgroundThe dengue mosquito Aedes aegypti Linnaeus, 1762 is a widespread insect pest of serious medical importance. Since no effective vaccine is available for treating dengue, the eradication or control of the main mosquito vector is regarded as essential. Since conventional insecticides have limited success, plants may be an alternative source of larvicidal agents, since they contain a rich source of bioactive chemicals. The aim of this study was to evaluate the larvicidal activity of the neolignan burchellin isolated from Ocotea cymbarum (Lauraceae), a plant from the Amazon region, against third instar larvae of A. aegypti.MethodsBurchellin obtained from O. cymbarum was analyzed. The inhibitory activity against A. aegypti eggs and larvae and histological changes in the digestive system of treated L3 larvae were evaluated. In addition, nitric oxide synthase activity and nitric oxide levels were determined, and cytotoxicity bioassays performed.ResultsThe data showed that burchellin interfered with the development cycle of the mosquito, where its strongest toxic effect was 100% mortality in larvae (L3) at concentrations ≥ 30 ppm. This compound did not show target cell toxicity in peritoneal macrophages from BALB/c mice, and proved to have molecular stability when dissolved in water. The L3 and L4 larvae treated with the compound showed cellular destruction and disorganization, cell spacing, and vacuolization of epithelial cells in small regions of the midgut.ConclusionThe neolignan burchellin proved to be a strong candidate for a natural, safe and stable phytolarvicidal to be used in population control of A. aegypti.

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Section: Methodsmentioning

confidence: 99%

Burchellin: study of bioactivity against Aedes aegypti

et al. 2014

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“…[4,5] Khellin [ Figure 1] is a furanochromone isolated from Ammi visnaga (Lam.) Lamarck, a plant in the Umbelliferae (Apiaceae) family that grows extensively in the Mediterranean region.…”

Section: Introductionmentioning

confidence: 99%

Khellin: A furanochromone with toxicity against Oncopeltus fasciatus (Hemiptera) and Aedes aegypti (Diptera)

Maleck¹,

Serdeiro²,

Santos³

et al. 2013

J Nat Pharm

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Natural products isolated from plants may be an alternative source of larvicidal and insecticide activity. Khellin is a natural furanochromone isolated from fruits of Ammi visnaga (L.) Lam. (Umbelliferae family), which grows extensively in the Mediterranean region. This substance shows several types of biological activity, such as in vitro cytotoxicity, antispasmodic action, and phototherapeutic potential. Dengue is a tropical disease caused by an arbovirus transmitted by Aedes aegypti; the milkweed bug, Oncopeltus fasciatus, is a phytophagous Hemiptera and a Phytomonas vector. Our main goal was to evaluate the toxicity of khellin in relation to the nymphs of O. fasciatus (Hemiptera) and larvae of A. aegypti (Diptera). To the best of our knowledge, this is the fi rst report concerning furanochromone bioactivity against insect vectors for human disease.

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“…10 Phytochemically, this family is known to be a source of alkaloids, phenylpropanoids, lignans, neolignans, nitro derivatives, benzyl esters, pyrones, and flavonoids. 11–15 To discover new bioactive antiparasitic compounds from the Brazilian biodiversity, the phytochemical composition of the n -hexane extract of the twigs of Nectandra leucantha Nees & Mart (Lauraceae), which displayed activity against promastigote forms of Leishmania donovani , was investigated. The anti-parasitic activity of metabolites 1−3 (Figure 1) against intracellular L. donovani in macrophages and their in vitro immunomodulatory activity and toxicity against mammalian cells were also assessed.…”

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confidence: 99%

Immunomodulatory and Antileishmanial Activity of Phenylpropanoid Dimers Isolated from Nectandra leucantha

et al. 2015

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Three phenylpropanoid dimers (1−3) including two new metabolites were isolated from the extract of the twigs of Nectandra leucantha using antileishmanial bioassay-guided fractionation. The in vitro antiparasitic activity of the isolated compounds against Leishmania donovani parasites and mammalian cytotoxicity and immunomodulatory effects were evaluated. Compounds 1−3 were effective against the intracellular amastigotes within macrophages, with IC50 values of 26.7, 17.8, and 101.9 μM, respectively. The mammalian cytotoxicity, given by the 50% cytotoxic concentration (CC50), was evaluated against peritoneal macrophages. Compounds 1 and 3 were not toxic up to 290 μM, whereas compound 2 demonstrated a CC50 value of 111.2 μM. Compounds 1−3 also suppressed production of disease exacerbatory cytokines IL-6 and IL-10 but had minimal effect on nitric oxide production in L. donovani-infected macrophages, indicating that antileishmanial activity of these compounds is mediated via an NO-independent mechanism. Therefore, these new natural products could represent promising scaffolds for drug design studies for leishmaniasis.

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Neolignans from plants in northeastern Brazil (Lauraceae) with activity against Trypanosoma cruzi

Cited by 45 publications

References 47 publications

Burchellin: study of bioactivity against Aedes aegypti

Burchellin: study of bioactivity against Aedes aegypti

Khellin: A furanochromone with toxicity against Oncopeltus fasciatus (Hemiptera) and Aedes aegypti (Diptera)

Immunomodulatory and Antileishmanial Activity of Phenylpropanoid Dimers Isolated from Nectandra leucantha

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