Saponins from Swartzia langsdorffii: biological activities

The presence of saponins and the molluscicidal activity of the roots, leaves, seeds and fruits of Swartzia langsdorffii Raddi (Leguminosae) against Biomphalaria glabrata adults and eggs were investigated. The roots, seeds and fruits were macerated in 95% ethanol. These extracts exerted a significant molluscicidal activity against B. glabrata, up to a dilution of 100 mg/l. Four mixtures (A2, B2, C and D) of triterpenoid oleanane type saponins were chromatographically isolated from the seed and fruit extracts. Two known saponins (1 and 2) were identified as beta-D-glucopyranosyl-[alpha-L-rhamnopyranosyl-(1->3)- beta-D-glucuronopyranosyl-(1->3)]-3beta-hydroxyolean-12-ene-28 -oate, and beta-D-glucopyranosyl-(1->3)-beta-D-glucuronopyranosyl-(1 ->3)]-3beta-hydroxyolean-12-ene-28-oate, respectively. These two saponins were present in all the mixtures, together with other triterpenoid oleane type saponins, which were shown to be less polar, by reversed-phase HPLC. The saponin identifications were based on spectral evidence, including ¹H-¹H two-dimensional correlation spectroscopy, nuclear Overhauser and exchange spectroscopy, heteronuclear multiple quantum coherence, and heteronuclear multiple-bond connectivity experiments. The toxicity of S. langsdorffii saponins to non-target organisms was prescreened by the brine shrimp lethality test.

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Main Authors: Magalhães,Aderbal Farias, Tozzi,Ana Maria Goulart de Azevedo, Santos,Celira Caparica, Serrano,Deborah Regina, Zanotti-Magalhães,Eliana Maria, Magalhães,Eva Gonçalves, Magalhães,Luiz Augusto
Format: Digital revista
Language:English
Published: Instituto Oswaldo Cruz, Ministério da Saúde 2003
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762003000500022
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spelling oai:scielo:S0074-027620030005000222003-09-09Saponins from Swartzia langsdorffii: biological activitiesMagalhães,Aderbal FariasTozzi,Ana Maria Goulart de AzevedoSantos,Celira CaparicaSerrano,Deborah ReginaZanotti-Magalhães,Eliana MariaMagalhães,Eva GonçalvesMagalhães,Luiz Augusto Swartzia langsdorffii Leguminosae chemotaxonomy saponins molluscicidal activity schistosomiasis Artemia salina The presence of saponins and the molluscicidal activity of the roots, leaves, seeds and fruits of Swartzia langsdorffii Raddi (Leguminosae) against Biomphalaria glabrata adults and eggs were investigated. The roots, seeds and fruits were macerated in 95% ethanol. These extracts exerted a significant molluscicidal activity against B. glabrata, up to a dilution of 100 mg/l. Four mixtures (A2, B2, C and D) of triterpenoid oleanane type saponins were chromatographically isolated from the seed and fruit extracts. Two known saponins (1 and 2) were identified as beta-D-glucopyranosyl-[alpha-L-rhamnopyranosyl-(1->3)- beta-D-glucuronopyranosyl-(1->3)]-3beta-hydroxyolean-12-ene-28 -oate, and beta-D-glucopyranosyl-(1->3)-beta-D-glucuronopyranosyl-(1 ->3)]-3beta-hydroxyolean-12-ene-28-oate, respectively. These two saponins were present in all the mixtures, together with other triterpenoid oleane type saponins, which were shown to be less polar, by reversed-phase HPLC. The saponin identifications were based on spectral evidence, including ¹H-¹H two-dimensional correlation spectroscopy, nuclear Overhauser and exchange spectroscopy, heteronuclear multiple quantum coherence, and heteronuclear multiple-bond connectivity experiments. The toxicity of S. langsdorffii saponins to non-target organisms was prescreened by the brine shrimp lethality test.info:eu-repo/semantics/openAccessInstituto Oswaldo Cruz, Ministério da SaúdeMemórias do Instituto Oswaldo Cruz v.98 n.5 20032003-07-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762003000500022en10.1590/S0074-02762003000500022
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libraryname SciELO
language English
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author Magalhães,Aderbal Farias
Tozzi,Ana Maria Goulart de Azevedo
Santos,Celira Caparica
Serrano,Deborah Regina
Zanotti-Magalhães,Eliana Maria
Magalhães,Eva Gonçalves
Magalhães,Luiz Augusto
spellingShingle Magalhães,Aderbal Farias
Tozzi,Ana Maria Goulart de Azevedo
Santos,Celira Caparica
Serrano,Deborah Regina
Zanotti-Magalhães,Eliana Maria
Magalhães,Eva Gonçalves
Magalhães,Luiz Augusto
Saponins from Swartzia langsdorffii: biological activities
author_facet Magalhães,Aderbal Farias
Tozzi,Ana Maria Goulart de Azevedo
Santos,Celira Caparica
Serrano,Deborah Regina
Zanotti-Magalhães,Eliana Maria
Magalhães,Eva Gonçalves
Magalhães,Luiz Augusto
author_sort Magalhães,Aderbal Farias
title Saponins from Swartzia langsdorffii: biological activities
title_short Saponins from Swartzia langsdorffii: biological activities
title_full Saponins from Swartzia langsdorffii: biological activities
title_fullStr Saponins from Swartzia langsdorffii: biological activities
title_full_unstemmed Saponins from Swartzia langsdorffii: biological activities
title_sort saponins from swartzia langsdorffii: biological activities
description The presence of saponins and the molluscicidal activity of the roots, leaves, seeds and fruits of Swartzia langsdorffii Raddi (Leguminosae) against Biomphalaria glabrata adults and eggs were investigated. The roots, seeds and fruits were macerated in 95% ethanol. These extracts exerted a significant molluscicidal activity against B. glabrata, up to a dilution of 100 mg/l. Four mixtures (A2, B2, C and D) of triterpenoid oleanane type saponins were chromatographically isolated from the seed and fruit extracts. Two known saponins (1 and 2) were identified as beta-D-glucopyranosyl-[alpha-L-rhamnopyranosyl-(1->3)- beta-D-glucuronopyranosyl-(1->3)]-3beta-hydroxyolean-12-ene-28 -oate, and beta-D-glucopyranosyl-(1->3)-beta-D-glucuronopyranosyl-(1 ->3)]-3beta-hydroxyolean-12-ene-28-oate, respectively. These two saponins were present in all the mixtures, together with other triterpenoid oleane type saponins, which were shown to be less polar, by reversed-phase HPLC. The saponin identifications were based on spectral evidence, including ¹H-¹H two-dimensional correlation spectroscopy, nuclear Overhauser and exchange spectroscopy, heteronuclear multiple quantum coherence, and heteronuclear multiple-bond connectivity experiments. The toxicity of S. langsdorffii saponins to non-target organisms was prescreened by the brine shrimp lethality test.
publisher Instituto Oswaldo Cruz, Ministério da Saúde
publishDate 2003
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762003000500022
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