Bufotenin

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Martti Raisanen - One of the best experts on this subject based on the ideXlab platform.

  • Urinary excretion of Bufotenin (N,N-dimethyl-5-hydroxytryptamine) is increased in suspicious violent offenders: A confirmatory study
    Psychiatry Research-neuroimaging, 1995
    Co-Authors: Jorma Karkkainen, Martti Raisanen, Matti O. Huttunen, Eila Kallio, Hannu Naukkarinen, Matti Virkkunen
    Abstract:

    We previously reported that violent offenders with paranoid symptoms or whose violent actions had been directed against family members had higher urinary levels of Bufotenin than other violent offenders. In the present study, patients were evaluated with the Karolinska Scales of Personality (KSP), and urinary levels of Bufotenin were determined by mass spectrometry. In drug-free patients, suspiciousness was positively correlated, and socialization was negatively correlated, with urinary Bufotenin excretion. These two personality variables were strongly interdependent. In drug users, Bufotenin excretion was correlated positively with social desirability and negatively with irritability, but not with suspiciousness. Bufotenin excretion was not found to be associated with violence toward family members in the present study. The results are in keeping with the earlier finding that violent offenders with paranoid personality traits have higher urinary levels of Bufotenin than other violent offenders.

  • nialamide an mao inhibitor increases urinary excretion of endogenously produced Bufotenin in man
    Biological Psychiatry, 1992
    Co-Authors: Jorma Karkkainen, Martti Raisanen
    Abstract:

    Abstract Nialamide, an MAO inhibitor, was given per os (PO) to a normal man who volunteered in two separate trials (total intake 300 mg and 1000 mg, respectively), and his Bufotenin excretion was followed by consecutive urine samples. In both experiments the excretion rose well above the values measured from the same test subject when not taking nialamide (median 0.089 nmol/mmol creatinine, range 0.002–1.78). At its highest, the excretion was 16.5 nmol/mmol creatinine, and the maximum urinary output was 495 nmoles (56 μg) in 24 hr. The levels of Bufotenin in plasma required for the excretion of the latter amounts are not far from those that produce psychic symptoms in man.

Jorma Karkkainen - One of the best experts on this subject based on the ideXlab platform.

  • Urinary excretion of Bufotenin (N,N-dimethyl-5-hydroxytryptamine) is increased in suspicious violent offenders: A confirmatory study
    Psychiatry Research-neuroimaging, 1995
    Co-Authors: Jorma Karkkainen, Martti Raisanen, Matti O. Huttunen, Eila Kallio, Hannu Naukkarinen, Matti Virkkunen
    Abstract:

    We previously reported that violent offenders with paranoid symptoms or whose violent actions had been directed against family members had higher urinary levels of Bufotenin than other violent offenders. In the present study, patients were evaluated with the Karolinska Scales of Personality (KSP), and urinary levels of Bufotenin were determined by mass spectrometry. In drug-free patients, suspiciousness was positively correlated, and socialization was negatively correlated, with urinary Bufotenin excretion. These two personality variables were strongly interdependent. In drug users, Bufotenin excretion was correlated positively with social desirability and negatively with irritability, but not with suspiciousness. Bufotenin excretion was not found to be associated with violence toward family members in the present study. The results are in keeping with the earlier finding that violent offenders with paranoid personality traits have higher urinary levels of Bufotenin than other violent offenders.

  • nialamide an mao inhibitor increases urinary excretion of endogenously produced Bufotenin in man
    Biological Psychiatry, 1992
    Co-Authors: Jorma Karkkainen, Martti Raisanen
    Abstract:

    Abstract Nialamide, an MAO inhibitor, was given per os (PO) to a normal man who volunteered in two separate trials (total intake 300 mg and 1000 mg, respectively), and his Bufotenin excretion was followed by consecutive urine samples. In both experiments the excretion rose well above the values measured from the same test subject when not taking nialamide (median 0.089 nmol/mmol creatinine, range 0.002–1.78). At its highest, the excretion was 16.5 nmol/mmol creatinine, and the maximum urinary output was 495 nmoles (56 μg) in 24 hr. The levels of Bufotenin in plasma required for the excretion of the latter amounts are not far from those that produce psychic symptoms in man.

Matti Virkkunen - One of the best experts on this subject based on the ideXlab platform.

  • Urinary excretion of Bufotenin (N,N-dimethyl-5-hydroxytryptamine) is increased in suspicious violent offenders: A confirmatory study
    Psychiatry Research-neuroimaging, 1995
    Co-Authors: Jorma Karkkainen, Martti Raisanen, Matti O. Huttunen, Eila Kallio, Hannu Naukkarinen, Matti Virkkunen
    Abstract:

    We previously reported that violent offenders with paranoid symptoms or whose violent actions had been directed against family members had higher urinary levels of Bufotenin than other violent offenders. In the present study, patients were evaluated with the Karolinska Scales of Personality (KSP), and urinary levels of Bufotenin were determined by mass spectrometry. In drug-free patients, suspiciousness was positively correlated, and socialization was negatively correlated, with urinary Bufotenin excretion. These two personality variables were strongly interdependent. In drug users, Bufotenin excretion was correlated positively with social desirability and negatively with irritability, but not with suspiciousness. Bufotenin excretion was not found to be associated with violence toward family members in the present study. The results are in keeping with the earlier finding that violent offenders with paranoid personality traits have higher urinary levels of Bufotenin than other violent offenders.

Moreira, Leandro Andrade - One of the best experts on this subject based on the ideXlab platform.

  • Estudos visando a utilização da Bufotenina obtida de sementes de Anadenanthera (Fabaceae : Mimosideae) na síntese de derivados triptamínicos
    2012
    Co-Authors: Moreira, Leandro Andrade
    Abstract:

    A potencialidade do Cerrado Brasileiro (Savana), como fonte de substâncias interessantes sob o ponto de vista químico e farmacológico, tem estimulado uma série de pesquisas visando à descoberta de novas entidades químicas e o desenvolvimento de fármacos. A quantidade do alcalóide indólico Bufotenina em sementes de espécies de Anadenanthera vem despertando especial atenção quanto ao seu potencial como matéria-prima para preparação de derivados triptamínicos capazes de agir sobre sistema nervoso central, de exibir propriedade antimicrobiana, antitumoral ou de atuar como capturadores de radicais livres. Neste trabalho, sementes de duas árvores nativas do gênero, A. peregrina (var. peregrina) e A. peregrina (var. falcata), foram coletadas em dois períodos distintos. O alcalóide Bufotenina foi isolado das sementes Anadenanthera com elevado padrão de pureza empregando uma adaptação do método de Stromberg. O alcalóide Bufotenina foi isolado das sementes com elevado pureza empregando uma adaptação do método de Stromberg. Transformações químicas realizadas na Bufotenina forneceram diversos derivados triptamínicos, os quais foram caracterizados por meio de técnicas de CG-EM, IV, RMN 1H e 13C (uni e bidimensionais). A triagem citotóxica realizada em diferentes linhagens de células tumorais humanas HCT-8 (cólon), SF295 (glioblastoma) e MDA-MB435 (melanoma) por meio do método do MTT mostrou que a bufofetina não é citotóxica enquanto que alguns dos seus derivados exibem potente e seletivo efeito antiproliferativo MDA-MB435, merecendo investigação adicional. Esses dados sugerem que modificações químicas na Bufotenina podem fornecer substâncias com atividade antitumoral. A Bufotenina juntamente com seus derivados estão sob investigação quanto ao perfil antioxidante. _____________________________________________________________________________ ABSTRACTThe potentiality of the Brazilian Cerrado (Savannah), as source of interesting substances from the point of view chemical and pharmacological, has stimulated a series of researches aiming the discovery of new chemical entities and the development of drugs. The amount of indole alkaloid Bufotenin in seeds of Anadenanthera species has attracted special attention regarding its potential as starting material for the preparation of tryptamine derivatives able to act on central nervous system, to exhibit antimicrobial and antitumoral properties or to work like catchers of free radical. In this work, seeds of two native plant of the genus, A. peregrina (var. peregrina) e A. peregrina (var. falcata), were collected in two distinct periods. The alkaloid Bufotenine was isolated from the seeds of Anadenanthera in high purity by using a modification of Stromberg method. Chemical modifications performed on Bufotenin furnished several tryptamine derivatives, which were characterizated by GC-EM, FT-IR and RMN 1H and 13C (one and two-dimensional) techniques. The cytotoxicity screening performed in different human cancer cell lines HCT-8 (colon), SF295 (glioblastoma) and MDA-MB435 (melanoma) by the MTT method showed no activity for Bufotenin whereas some of its derivatives exhibited potent and selective antiproliferative effect against MDA-MB435, deserving further investigation. These data suggest that chemical modification on Bufotenin can provide substances antimural activity. Bufotenin together with its precursors are under investigation concerning the antioxidant profile

  • Estudos visando a utilização da Bufotenina obtida de sementes de Anadenanthera (Fabaceae : Mimosideae) na síntese de derivados triptamínicos
    2011
    Co-Authors: Moreira, Leandro Andrade
    Abstract:

    Dissertação (mestrado)—Universidade de Brasília, Programa de Pós-Graduação em Química, 2011.A potencialidade do Cerrado Brasileiro (Savana), como fonte de substâncias interessantes sob o ponto de vista químico e farmacológico, tem estimulado uma série de pesquisas visando à descoberta de novas entidades químicas e o desenvolvimento de fármacos. A quantidade do alcalóide indólico Bufotenina em sementes de espécies de Anadenanthera vem despertando especial atenção quanto ao seu potencial como matéria-prima para preparação de derivados triptamínicos capazes de agir sobre sistema nervoso central, de exibir propriedade antimicrobiana, antitumoral ou de atuar como capturadores de radicais livres. Neste trabalho, sementes de duas árvores nativas do gênero, A. peregrina (var. peregrina) e A. peregrina (var. falcata), foram coletadas em dois períodos distintos. O alcalóide Bufotenina foi isolado das sementes Anadenanthera com elevado padrão de pureza empregando uma adaptação do método de Stromberg. O alcalóide Bufotenina foi isolado das sementes com elevado pureza empregando uma adaptação do método de Stromberg. Transformações químicas realizadas na Bufotenina forneceram diversos derivados triptamínicos, os quais foram caracterizados por meio de técnicas de CG-EM, IV, RMN 1H e 13C (uni e bidimensionais). A triagem citotóxica realizada em diferentes linhagens de células tumorais humanas HCT-8 (cólon), SF295 (glioblastoma) e MDA-MB435 (melanoma) por meio do método do MTT mostrou que a bufofetina não é citotóxica enquanto que alguns dos seus derivados exibem potente e seletivo efeito antiproliferativo MDA-MB435, merecendo investigação adicional. Esses dados sugerem que modificações químicas na Bufotenina podem fornecer substâncias com atividade antitumoral. A Bufotenina juntamente com seus derivados estão sob investigação quanto ao perfil antioxidante. _____________________________________________________________________________ ABSTRACTThe potentiality of the Brazilian Cerrado (Savannah), as source of interesting substances from the point of view chemical and pharmacological, has stimulated a series of researches aiming the discovery of new chemical entities and the development of drugs. The amount of indole alkaloid Bufotenin in seeds of Anadenanthera species has attracted special attention regarding its potential as starting material for the preparation of tryptamine derivatives able to act on central nervous system, to exhibit antimicrobial and antitumoral properties or to work like catchers of free radical. In this work, seeds of two native plant of the genus, A. peregrina (var. peregrina) e A. peregrina (var. falcata), were collected in two distinct periods. The alkaloid Bufotenine was isolated from the seeds of Anadenanthera in high purity by using a modification of Stromberg method. Chemical modifications performed on Bufotenin furnished several tryptamine derivatives, which were characterizated by GC-EM, FT-IR and RMN 1H and 13C (one and two-dimensional) techniques. The cytotoxicity screening performed in different human cancer cell lines HCT-8 (colon), SF295 (glioblastoma) and MDA-MB435 (melanoma) by the MTT method showed no activity for Bufotenin whereas some of its derivatives exhibited potent and selective antiproliferative effect against MDA-MB435, deserving further investigation. These data suggest that chemical modification on Bufotenin can provide substances antimural activity. Bufotenin together with its precursors are under investigation concerning the antioxidant profile

Ramos, Luciana Machado - One of the best experts on this subject based on the ideXlab platform.

  • Obtenção do alcalóide indólico Bufotenina de sementes de Anadenanthera sp (Fabaceae: Mimosideae) do bioma Cerrado e sua utilização para síntese de substâncias bioativas
    2010
    Co-Authors: Ramos, Luciana Machado
    Abstract:

    O bioma Cerrado Brasileiro tem uma grande variedade de espécies vegetais ricas em substâncias químicas orgânicas de interesse, especialmente alcalóides, encontradas em diferentes teores nas folhas, frutos, caules, raízes e sementes. O presente estudo incidiu sobre a fitoquímica da Anadenanthera (Fabaceae: Mimosoideae), uma árvore perene generalizada no Cerrado Brasileiro, conhecida popularmente como angico-do-cerrado, angico-cascudo, angico-do-campo e arapiraca. Uma atenção especial foi destinada ao estudo comparativo do alcalóide indólico Bufotenina em sementes de diferentes espécies de Anadenanthera e investigação de seu potencial como matéria-prima para preparação de análogos da serotonina que exibem atividade antimicrobiana, antitumoral e capturadores de radicais livres, assim como derivados tetrahidro-β-carbolina capazes de atuar no sistema nervoso central. Partes das plantas (folhas, flores, caule e sementes) de espécies do gênero Anadenanthera foram coletadas de agosto a setembro de 2006, nos arredores de Brasília. Exsicatas foram preparadas e depositadas no Herbário da Universidade de Brasília. As espécies coletadas foram identificadas como sendo Anadenanthera peregrina (vars. peregrina e falcata) e Anadenanthera colubrina (var. cebil). As sementes foram submetidas a diversos métodos extrativos. O extrato etanólico (Soxhlet) das sementes apresentou uma fração menos polar e abundante composta basicamente por triglicerídeos de ácidos graxos e uma fração mais polar constituída apenas pelo alcalóide indólico Bufotenina. O método de Stromberg demonstrou ser um método mais eficiente para a extração, purificação e quantificação da Bufotenina. A presença de Bufotenina em extratos das variedades foi confirmada por FT-IR, RMN H1, RMN C13 e CG-EM. O estudo fitoquímico confirmou que estas espécies são fontes promissoras da Bufotenina (cerca de 2,9%) e a literatura sugere que modificações estruturais adequadas na Bufotenina podem fornecer compostos com elevado potencial bioativo. __________________________________________________________________________________________ ABSTRACTThe biome Brazilian Cerrado (Savannah) has a variety of plant species rich in organic chemicals of interest, especially alkaloids, found at different levels in the leaves, fruits, stems, roots and seeds. The current study focused on the phytochemistry of the Anadenanthera (Leguminosae: Mimosoideae), a perennial tree widespread in the Brazilian Cerrado, popularly known as angico-do-cerrado, angico-cascudo, angico-do-campo and arapiraca. Special emphasis was intended for comparative investigation of the indole alkaloid Bufotenine in seeds of different species of Anadenanthera and its potential utilization as raw-material for the preparation of serotonin analogous, which have shown to exhibit antimicrobiana, antitumoral and free radical scavenging activities as well as tetrahydro-β-carboline derivatives which can be active in the central nervous system. Parts of the plants (leaves, stems, flowers, and seeds) of the genus Anadenanthera were collected around Brasilia from august to setember, 2006, vouchers were prepared and deposited in the University of Brasilia Herbarium. The species were identified as Anadenanthera peregrina (vars. peregrina and falcata) and Anadenanthera columbrina (var. cebil). Seeds were submited to different extraction metodologies. The seed ethanolic extract (Soxhlet) shown a less polar and abundant fraction that the main chemical components are triglycerides of fatty acids and a more polar fraction constituted only by the indole alkaloid Bufotenin. The Stromberg method’s shown to be a more efficient methodology for extraction, purification and quantification of the Bufotenine. The presence of Bufotenine in extracts of these varieties was confirmed for FT-IR, 1H NMR, 13C NMR, and GC-MS. The phytochemical study confirmed that these species are promising source of the Bufotenine (about 2,9%) and the literature suggests that appropriate structural modifications on Bufotenine may afford potential bioactive compounds

  • Obtenção do alcalóide indólico Bufotenina de sementes de Anadenanthera sp (Fabaceae: Mimosideae) do bioma Cerrado e sua utilização para síntese de substâncias bioativas
    2008
    Co-Authors: Ramos, Luciana Machado
    Abstract:

    Dissertação (mestrado)—Universidade de Brasília, Instituto de Química, 2008.O bioma Cerrado Brasileiro tem uma grande variedade de espécies vegetais ricas em substâncias químicas orgânicas de interesse, especialmente alcalóides, encontradas em diferentes teores nas folhas, frutos, caules, raízes e sementes. O presente estudo incidiu sobre a fitoquímica da Anadenanthera (Fabaceae: Mimosoideae), uma árvore perene generalizada no Cerrado Brasileiro, conhecida popularmente como angico-do-cerrado, angico-cascudo, angico-do-campo e arapiraca. Uma atenção especial foi destinada ao estudo comparativo do alcalóide indólico Bufotenina em sementes de diferentes espécies de Anadenanthera e investigação de seu potencial como matéria-prima para preparação de análogos da serotonina que exibem atividade antimicrobiana, antitumoral e capturadores de radicais livres, assim como derivados tetrahidro-β-carbolina capazes de atuar no sistema nervoso central. Partes das plantas (folhas, flores, caule e sementes) de espécies do gênero Anadenanthera foram coletadas de agosto a setembro de 2006, nos arredores de Brasília. Exsicatas foram preparadas e depositadas no Herbário da Universidade de Brasília. As espécies coletadas foram identificadas como sendo Anadenanthera peregrina (vars. peregrina e falcata) e Anadenanthera colubrina (var. cebil). As sementes foram submetidas a diversos métodos extrativos. O extrato etanólico (Soxhlet) das sementes apresentou uma fração menos polar e abundante composta basicamente por triglicerídeos de ácidos graxos e uma fração mais polar constituída apenas pelo alcalóide indólico Bufotenina. O método de Stromberg demonstrou ser um método mais eficiente para a extração, purificação e quantificação da Bufotenina. A presença de Bufotenina em extratos das variedades foi confirmada por FT-IR, RMN H1, RMN C13 e CG-EM. O estudo fitoquímico confirmou que estas espécies são fontes promissoras da Bufotenina (cerca de 2,9%) e a literatura sugere que modificações estruturais adequadas na Bufotenina podem fornecer compostos com elevado potencial bioativo. __________________________________________________________________________________________ ABSTRACTThe biome Brazilian Cerrado (Savannah) has a variety of plant species rich in organic chemicals of interest, especially alkaloids, found at different levels in the leaves, fruits, stems, roots and seeds. The current study focused on the phytochemistry of the Anadenanthera (Leguminosae: Mimosoideae), a perennial tree widespread in the Brazilian Cerrado, popularly known as angico-do-cerrado, angico-cascudo, angico-do-campo and arapiraca. Special emphasis was intended for comparative investigation of the indole alkaloid Bufotenine in seeds of different species of Anadenanthera and its potential utilization as raw-material for the preparation of serotonin analogous, which have shown to exhibit antimicrobiana, antitumoral and free radical scavenging activities as well as tetrahydro-β-carboline derivatives which can be active in the central nervous system. Parts of the plants (leaves, stems, flowers, and seeds) of the genus Anadenanthera were collected around Brasilia from august to setember, 2006, vouchers were prepared and deposited in the University of Brasilia Herbarium. The species were identified as Anadenanthera peregrina (vars. peregrina and falcata) and Anadenanthera columbrina (var. cebil). Seeds were submited to different extraction metodologies. The seed ethanolic extract (Soxhlet) shown a less polar and abundant fraction that the main chemical components are triglycerides of fatty acids and a more polar fraction constituted only by the indole alkaloid Bufotenin. The Stromberg method’s shown to be a more efficient methodology for extraction, purification and quantification of the Bufotenine. The presence of Bufotenine in extracts of these varieties was confirmed for FT-IR, 1H NMR, 13C NMR, and GC-MS. The phytochemical study confirmed that these species are promising source of the Bufotenine (about 2,9%) and the literature suggests that appropriate structural modifications on Bufotenine may afford potential bioactive compounds