Antiparasitic activity of prenylated benzoic acid derivatives from Piper species

Flores, Ninoska; Jiménez, Ignacio A.; Giménez, Alberto; Ruiz, Grace; Gutiérrez, David; Bourdy, Geneviève; Bazzocchi, Isabel L.

doi:10.1016/j.phytochem.2009.03.010

Cited by 46 publications

(28 citation statements)

References 32 publications

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“…The family Piperaceae has a great number of species with secondary metabolites and essential oils of great interest for the chemical and pharmaceutical industries (Flores et al, 2009). The species Piper aduncum L. and Piper hispidinervum C.…”

Section: Introductionmentioning

confidence: 99%

In vitro conservation of Piper aduncum and Piper hispidinervum under slow-growth conditions

Silva

Scherwinski‐Pereira

2011

Pesq. agropec. bras.

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-The objective of this work was to evaluate in vitro storage of Piper aduncum and P. hispidinervum under slow-growth conditions. Shoots were stored at low temperatures (10, 20 and 25°C), and the culture medium was supplemented with osmotic agents (sucrose and mannitol -at 1, 2 and 3%) and abiscisic acid -ABA (0, 0.5, 1.0, 2.0 and 3.0 mg L -1 ). After six-months of storage, shoots were evaluated for survival and regrowth. Low temperature at 20 o C was effective for the in vitro conservation of P. aduncum and P. hispidinervum shoots. In vitro cultures maintained at 20 o C on MS medium showed 100% survival with slow-growth shoots. The presence of mannitol or ABA, in the culture medium, negatively affected shoot growth, which is evidenced by the low rate of recovered shoots.Index terms: ex situ conservation, germplasm bank, micropropagation. Conservação in vitro dePiper aduncum e Piper hispidinervum sob condições de crescimento lento Resumo -O objetivo deste trabalho foi avaliar a conservação in vitro dePiper aduncum e P. hispidinervum, em condições de crescimento lento. Os brotos foram armazenados a baixas temperaturas (10, 20 e 25ºC), e o meio de cultura foi suplementado com agentes osmóticos (sucrose e manitol -a 1, 2 e 3%) e ácido abcísico -ABA (0, 0,5, 1,0, 2,0 e 3,0 mg L -1 ). Após seis meses de armazenamentos os brotos foram avaliados quanto à sobrevivência e à rebrotação. A baixa temperatura de 20 o C foi efetiva para a conservação in vitro de brotos de P. aduncum e P. hispidinervum. Culturas in vitro, mantidas a 20 o C em meio MS apresentaram 100% de sobrevivência com o crescimento lento dos brotos. A presença de manitol ou ABA, no meio de cultura, afetou negativamente o crescimento de brotos, o que foi evidenciado pelo baixo índice de sobrevivência dos brotos.Termos para indexação: conservação ex situ, banco do germoplasma, micropropagação.

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Section: Introductionmentioning

confidence: 99%

In vitro conservation of Piper aduncum and Piper hispidinervum under slow-growth conditions

Silva

Scherwinski‐Pereira

2011

Pesq. agropec. bras.

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“…[13][14][15] In particular the HMBC and HSQC experiments were key in the elucidation of the structure ( Table 2). The structure of compound 5 was confirmed by x-ray diffraction analysis of a suitable single crystal (Fig.…”

Section: Resultsmentioning

confidence: 99%

Crystal Structure of 3,4-Dihydroxy-5-Geranyl-Benzoic Acid

Brito

Simirgiotis

Avendaño

et al. 2016

J. Chil. Chem. Soc.

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The crystal structure of the aromatic compound 3,4-dihydroxy-5-geranyl-benzoic acid (5) is reported for the first time. This compound was isolated from the resinous exudate of Manto Negro (Heliotropium taltalense I. M. Johnst), an endemic species growing in The Atacama Desert using a combination of High speed counter current chromatography (HSCCC) and permeation through Sephadex LH-20. The structure was elucidated by spectroscopic means and confirmed by X-ray crystal-structure analysis. All OH groups are involved in hydrogen bonding with the average H⋅⋅⋅O distance of 2.760(3) Å and OH⋅⋅⋅O angles in the range 125-159°, so in the crystal packing the molecules are associated by three strong intermolecular hydrogen bonds forming ring with graph-set motif R2²(14) R2²(6).

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“…This is the fi rst report of leishmanicidal activity of TMPP. Other natural products with leishmanicidal activity were isolated from other Piper species, such as methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate (Flores et al, 2008), several prenylated benzoic acids (Flores et al, 2009), kavapyrone and some chalcones (Flores et al, 2007).…”

Section: Resultsmentioning

confidence: 99%

Antileishmanial activity of 3-(3,4,5-trimethoxyphenyl) propanoic acid purified from Amazonian Piper tuberculatum Jacq., Piperaceae, fruits

Ferreira¹,

Kayano²,

Silva³

et al. 2010

Rev. bras. farmacogn.

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RESUMO: "Atividade antileishmania do 3,4,5-trimetoxi-dihidrocinâmico purificado das frutas de Piper tuberculatum Jacq., Piperaceae, amazônica". A atividade leishmanicida do ácido 3,4,5-trimetoxi-dihidrocinâmico (TMPP) isolado do extrato hidroalcoólico de frutos de Piper turbeculatum Jacq. amazônica foi testado em ensaios in vitro utilizando formas promastigotas de Leishmania amazonensis. O TMPP foi utilizado em culturas de L. amazonensis nas concentrações de 1600 a 6,25 µg/mL. A viabilidade celular das formas promastigotas foi observada em 24, 48, 72 e 96 h para cálculo da CI50. O TMPP apresentou efeito leishmanicida dose dependente para as formas promastigotas de L. amazonensis apresentando CI50 de 145 µg/mL. Unitermos:Piper tuberculatum Jacq., Piperaceae, ácido 3,4,5-trimetoxi-dihidrocinâmico, Leishmania amazonensis, atividade leishmanicida.ABSTRACT: Leishmanicidal activity of the 3-(3,4,5-trimethoxyphenyl) propanoic acid (TMPP) isolated from EtOH extracts of the Amazonian Piper turbeculatum Jacq. fruits was evaluated in vitro using Leishmania amazonensis promastigotes. The TMPP was assayed at concentrations of 1600 to 6.25 µg/mL for 24, 48, 72 and 96 h. Promastigotes viability was analyzed and the IC50 of TMPP was 145 µg/mL.

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Antiparasitic activity of prenylated benzoic acid derivatives from Piper species

Cited by 46 publications

References 32 publications

In vitro conservation of Piper aduncum and Piper hispidinervum under slow-growth conditions

In vitro conservation of Piper aduncum and Piper hispidinervum under slow-growth conditions

Crystal Structure of 3,4-Dihydroxy-5-Geranyl-Benzoic Acid

Antileishmanial activity of 3-(3,4,5-trimethoxyphenyl) propanoic acid purified from Amazonian Piper tuberculatum Jacq., Piperaceae, fruits

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