Antileishmanial amides and lignans from Piper cubeba and Piper retrofractum

Bodiwala, Hardik S.; Singh, Gaganmeet; Singh, Ranvir; Dey, Chinmoy Sankar; Sharma, Shyam Sundar; Bhutani, K. K.; Singh, Inder Pal

doi:10.1007/s11418-007-0159-2

Cited by 87 publications

(69 citation statements)

References 13 publications

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“…These compositions were similar to the ones of other extraction methods like n-Hexane solvent extraction which the main composition was in group of cubebin compound [5] and also extraction under sonification using MeOH [2].…”

Section: Resultssupporting

confidence: 80%

“…The chemical composition of P. cubeba oil is alkaloid, amides, terpenoid, benzoic acids, furanofuran, chormenes, chalcones, lignan (cubebin, hinokinin, yatein, isoyatein), and neolignan (kadsurin and piperenone) [1]- [2], [4]- [5]. The chemicals in P. cubeba oil can be used as spices, medicines to treat many ailments (gonorrhea, dysentery, abdominal pain, diarrhea, enteritis), antileishmanial, antimicrobial, antitumoral, fungicidal, and insecticidal [1]- [3], [5]- [5]. Extraction is one of the key technologies to isolate several essential oils.…”

Section: Introductionmentioning

confidence: 99%

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Extraction of P. Cubeba Essential Oil by Microwave Assisted Hydrodistillation: Modeling and Process Optimization

Sediawan¹,

Handayani²,

Megawati³

2014

AJOCT

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Abstract:The industrial scale equipment design of P. cubeba essential oil extraction by microwave assisted hydro distillation (MAHD), as a relatively new extraction method, requires quantitative description of the mass transfer as well as explorative studies focusing on process optimization. The quantitative modeling was generated by several mathematical diffusion formulas and verified by the experimental mass transfer phenomena, while the optimization of particle-to-water ratio (0.033, 0.05, and 0.067 w/w) and times (0-52 min) was conducted by Response Surface Methodology (RSM). The results showed that the proposed mathematical model based on unsteady-state intraparticle diffusion theories well describes the rate of extraction of P. cubeba essential oil using MAHD method. The particle-to-water ratio as well as the extraction time significantly influences the oil yield. The optimum values obtained were 0.05 w/v and 32 min for particle-to-water ratio and time respectively, while the produced oil yield was theoretically 57.89%.

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Section: Resultssupporting

confidence: 80%

Section: Introductionmentioning

confidence: 99%

Extraction of P. Cubeba Essential Oil by Microwave Assisted Hydrodistillation: Modeling and Process Optimization

Sediawan¹,

Handayani²,

Megawati³

2014

AJOCT

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“…Other amides from Piper species are among the natural products of interest since many of it compounds display a broad range of antiprotozoal activities (Raay et al, 1999;Bodiwala et al, 2007;Freire-de-Lima et al, 2008). Kapil (1993) reported an investigation of piperine (amide 6) activity against promastigote forms of Leishmania donovani.…”

Section: Resultsmentioning

confidence: 99%

Trypanocidal activity of Piper arboreum and Piper tuberculatum (Piperaceae)

Regasini¹,

Cotinguiba²,

Passerini³

et al. 2009

Rev. bras. farmacogn.

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RESUMO: "Atividade tripanocida dePiper arboreum e Piper tuberculatum (Piperaceae)". No escopo de nossas pesquisas sobre agentes bioativos da flora brasileira, vinte e quatro extratos e frações de Piper arboreum Aub. e Piper tuberculatum Jacq. (Piperaceae) tiveram sua atividade tripanocida avaliada através do ensaio colorimétrico com MTT. As atividades mais potentes foram manifestadas pelas frações hexânicas das folhas de P. arboreum (CI 50 = 13,3 µg/mL) e P. tuberculatum (CI 50 = 17,2 µg/mL). As frações hexânicas dos frutos de P. tuberculatum e P. arboreum também apresentaram efeito tóxico potente contra as formas epimastigotas de Trypanosoma cruzi, com valores de CI 50 (µg/mL) de 32,2 e 31,3, respectivamente. Adicionalmente, o estudo fitoquímico da fração hexânica das folhas de P. arboreum forneceu duas amidas pirrolidínicas, piperilina (1) e 4,5-diidropiperilina (2), que podem ser responsáveis pela atividade antiprotozoária desta fração.Unitermos: Antiprotozoário, tripanocida, Piper arboreum, Piper tuberculatum, Piperaceae, Trypanosoma cruzi. ABSTRACT:In the scope of our ongoing research on bioactive agents from Brazilian flora, twenty-four extracts and fractions obtained from Piper arboreum Aub. and Piper tuberculatum Jacq. (Piperaceae) were screened for trypanocidal activity by using MTT colorimetric assay. The strongest activity was found in hexane fractions from the leaves of P. arboreum (IC 50 = 13.3 µg/ mL) and P. tuberculatum (IC 50 = 17.2 µg/mL). Hexane fractions of the fruits of P. tuberculatum and P. arboreum showed potent toxic effects on epimastigote forms of Trypanosoma cruzi, with values of IC 50 (µg/mL) of 32.2 and 31.3, respectively. Additionally, the phytochemical study of the hexane fraction of P. arboreum leaves furnished two pyrrolidine amides, piperyline (1) and 4,5-dihydropiperyline (2), which could be responsible, at least in part for the observed antiprotozoal activity.

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“…The dose and route of administration of PPTN was selected based on previous results obtained by our group. 10 The control group consisted of three rats that received water instead of PPTN solution. After administration, retro-orbital venous plexus blood samples were collected from the rats into heparinized tubes at 30 min, 3 and 24 h (three animals for each time interval).…”

Section: Application Of the Methodsmentioning

confidence: 99%

“…5 In fact, PPTN, a known alkaloid amide isolated from the Piper species shows several pharmacological activities. It has been reported that this alkaloid has cytotoxic, 5,6 antifungal, 7 anti-platelet aggregation, 8 antitumoral, 5,6 anxiolytic and antidepressant, 9 antileishmanial, 10 and genotoxic 11 activities. Only one HPLC method has been described in the literature for the quantitative determination of PPTN in plants in natura, in plantlets in vitro and ex vitro, and in callus of Piper tuberculatum.…”

Section: Introductionmentioning

confidence: 99%

Sensitive method for determination of piplartine, an alkaloid amide from Piper species, in rat plasma samples by liquid chromatography-tandem mass spectrometry

Bezerra¹,

Pessoa²,

Moraes³

et al. 2012

Quím. Nova

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Recebido em 16/3/11; aceito em 29/8/11; publicado na web em 30/9/11 Piplartine (PPTN) is an alkaloid amide found in Piper species that presents different activities. PPTN determination in rat plasma is necessary to better understand its biological effects. The aim of this study was to develop a sensitive LC-MS/MS method for the determination of PPTN in rat plasma. The performance criteria for linearity, sensitivity, precision, accuracy, recovery, and stability have been assessed and were within the recommended guidelines. The validated method proved to be suitable in a pilot study of PPTN kinetic disposition in rat plasma after a single intraperitoneal dose, and represents an appropriate tool to further pharmacokinetic studies.

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Antileishmanial amides and lignans from Piper cubeba and Piper retrofractum

Cited by 87 publications

References 13 publications

Extraction of P. Cubeba Essential Oil by Microwave Assisted Hydrodistillation: Modeling and Process Optimization

Extraction of P. Cubeba Essential Oil by Microwave Assisted Hydrodistillation: Modeling and Process Optimization

Trypanocidal activity of Piper arboreum and Piper tuberculatum (Piperaceae)

Sensitive method for determination of piplartine, an alkaloid amide from Piper species, in rat plasma samples by liquid chromatography-tandem mass spectrometry

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